Becoming Useful (Patreon)

“Did you hear a knock?” Ryan rolled over in bed to face his girlfriend, Lana; his blonde hair a mess from sleep, his blue eyes opening and closing slowly as he adjusts to the light. Lana sat on the edge of her side of the bed, still in her underwear as she was pulling a tight green t-shirt over her head.

“I totally forgot that Cassandra asked to come over this morning. You should probably get up too. It’s already past 10.”

With a happy sigh, Ryan reached over and held onto the lace trim of Lana’s panties, causing the red underwear to drag down and reveal more of Lana’s petite frame as she stood, “Oh I’ll get up. I could use some help though.”

Lana turned and admired the muscular build of her boyfriend, taking her time to let her eyes wander down to the clear erection underneath the sheets that Ryan so obviously stroked, “As much fun as that would be, Cassandra is literally at our door. I’m going to put some bottoms on and go greet her. You should do the same.”

“You should just go like that babe. I love those panties.”

Crawling onto the bed, Lana kissed Ryan and let her hand wander down to his stiff member. Giving it a teasing squeeze, she pulled back only a moment later to stand and head to her closet. Swaying her hips as she walked, she lightly slapped her rear as she pulled her panties up and over her round cheeks, “If you like my panties so much, maybe you should try em on babe; at least then you’d be getting dressed.”

Groaning this time, Ryan pulled the covers off himself and made his way into the bathroom. Lana watched with a grin as his erect cock bounced with each step. Peeking his head out before shutting the door, he called out to Lana, “I’ll be down in a sec. I just need to uh...get dressed.”

“Need me to bring you one of my cuter pairs to wear?” Lana chuckled at Ryan’s lack of response from the bathroom.

Another knock, louder this time, sounded from down the hall. Taking time to stifle her own arousal, Lana briefly wished Ryan had taken her right then and there. She understood why he didn’t, but she was disappointed nonetheless.

Eventually she had managed to get dressed in a pair of denim short-shorts and a pair of light green flats. She barely managed to reach the door before a third knock ended. Throwing the door open with a smile Lana was greeted by her best friend Cassandra standing, not impatient as she had assumed but smiling.

Cassandra had always been slightly taller than Lana. She had a little bit more in terms of breasts and ass. While Lana and Cassandra were both quite petite, Cassandra’s ass really made up for any lack someone would find in her B-cup breasts. She had always been the more bubbly one. Looking at Cassandra now, Lana couldn’t help but get the feeling that something was slightly off about her. At the very least she seemed taller.

“Hey cutie! Can I come in?”

“Y-yeah sure. Are you heading somewhere after this?”

Cassandra was dressed rather sensually. Between her short skirt and crop-top, she was showing off more skin than she typically did. Judging by how much more perky her breasts seemed than usual, Lana assumed that her friend must have been wearing a push-­up bra. She was wearing heels as well, and despite looking moderate in height, Cassandra looked far taller; giving her legs the long look that men so craved from her.

“Maybe! Maybe just heading back home. I came here to spend time with my girl.”
Cassandra pulled Lana in for a hug. Lana was amazed by both her smell and the height difference. Her face had never been so close to Cassandra’s breasts before and as her arms wrapped around her friend, Lana accidentally found herself lightly squeezing her ass.

“Playful little girl this morning aren’t you?”

“S-sorry! I’m just not used to you being in heels. I-­”

“It turn you on that much?” Lana stared wide eyed as her face burned red. “I’m just joking Lana...but either way, I won’t tell Ryan. Do you think he’d get jealous?” Cassandra grinned devilishly as she grabbed Lana by the hand and led her over to the couch. From her perspective behind her, Lana marveled at just how short Cassandra’s skirt was. Just barely bending over caused the black lingerie she wore underneath to peek out.

“I-­I dunno. I honestly think he kind of has a crush on you. I don’t think he would mind all that much.” Sitting down and pulling Lana into her lap, Cassandra laughed and wrapped her arms around Lana. Lana felt her face turn crimson again, surprised by the amount of physical contact Cassandra was engaging in. She usually only acted this way when she was drunk; however, Lana smelled no alcohol. The only thing filling her nostrils was the sweet smell of whatever perfume that Cassandra was wearing.

“I meant if he would be jealous of you getting to grab my ass.” Lana suddenly felt herself getting aroused again. She felt terribly uncomfortable about the thought as she wasn’t quite sure what about this had her so horny.

Cassandra laughed as she bounced Lana on her knee, “Alright I’ll stop my teasing. Don’t want you getting too flustered, cutie­-pie. I actually came here to do something other than that: tell you something important that happened to me recently.”

Moving to a spot next to her on the couch, Lana looked to Cassandra with intrigue in her eyes, “I thought something seemed different about you. New boyfriend?” Cassandra smiled and raised her arms into the air, exposing more of her toned stomach as she stretched, “No. Something much better! I’ve joined a...um...let’s call it a special interests group.” As her arms settled back down, one wrapped around Lana and pulled her in closer, “They’ve changed my life.”

Lana could feel herself blushing from the continuing intimacy and confidence emanating from Cassandra. Her eyes looked between her friend to the hallway. She was almost certain the house was quiet. Ryan was still busy ‘getting dressed’ she imagined.

“I have to admit, I was kind of nervous at my first meeting; but once I passed the test...even now the difference is astounding...” Cassandra turned to Lana and rested her head on the couch, “And you’ve noticed the difference too, huh? So what do you think?”

“Well to be honest, I’m not entirely sure...but what’s this about a test?”

Cassandra’s eyes lit up at the memory, a grin forming at the corners of her mouth as she wondered where to start, “It seemed like a simple thing at first. Just a kiss from one of the members. I know what you’re thinking...but it was my second meeting and I was feeling adventurous. Most of them were in their twenties or early thirties; honestly, a real bunch of hotties and they all seem like really kind people...well...most of the time at least, but I mean that in the best way.”

Despite paying attention as best she could, Lana was beginning to already feel lost, “So the test is a kiss? I’m sorry Cassandra, I’m not sure I­” Cassandra’s grin eased into a smirk as she raised a finger to Lana’s lips, “Easy there girl. I’m getting there. The test isn’t the kiss; it’s what happens after. I don’t know how they do it; they refuse to explain it to anyone who isn’t a senior member, but after the kiss you begin to change...”

Cassandra seemed lost in her thoughts for a moment as her eyes ran over Lana’s body. Lana could practically feel the weight of her gaze; it was almost electric.

“...depending on the changes, you either pass or fail. You, my dear, are looking at a girl who passed with flying colors.”

It was Lana’s turn to run her vision over the entirety of her friends body. She knew something had seemed physically different about her since first seeing her at the door, but even now it was difficult to tell.

“I think I’m still confused here...um...”

“Surely you’ve noticed some of the smaller changes: height, fuller breasts, perkier ass, overall energy and outlook on life. A simple kiss and I’ve become...so much more; still me, just more me. Wonderful isn’t it?”

Lana was amazed. She couldn’t believe what she was hearing but everything she had felt thus far had been confirmed. Cassandra had improved, albeit subtly, in almost every aspect of herself.

“I even feel smarter than before...not that I really care to confirm it...oh...but I haven’t even told you the best part...” If Cassandra’s expression had shown any sign of hunger before, she looked practically voracious now. Pulling Lana practically back into her lap, Cassandra leaned in close and grazed her nose along Lana’s cheek as she brought her lips to her friend’s ear. In a whisper that sent chills coursing through Lana’s body, Cassandra commanded, “Stroke my thigh...”

Surprising herself, Lana did just that. Placing her delicate hand on her friend’s supple skin, Lana lightly ran her fingers from Cassandra’s knee to just under her skirt. Grabbing her wrist and eliciting a gasp from Lana, Cassandra tugged her friend’s hand higher until she could feel Lana beginning to understand, “Not so rough, girl, it’s brand new...”

Lana could feel the head of Cassandra’s cock pressing against the lace of her panties and into her palm. It grew hard in her hand as her fingers lightly squeezed Cassandra’s balls through the fabric and the two of them gasped in unison.

“What did I say about being gentle you naughty girl! It’s really sore...and I’m so fucking horny all the time...” Lana was still in shock, too distracted by the idea of it all to even pull her hand away, “I-I'm sorry, I didn’t mean to-­” Cassandra reached behind Lana and tugged at her hair, pulling her face within an inch of her own, “If you’re so sorry, then give it a kiss; make it better...”

Yet again, Lana felt compelled to follow Cassandra’s command. She was so aroused by all of this. Was she really going to kiss Cassandra’s cock? No, the real question was when would she stop. Lana whimpered as Cassandra pinched her nipple through her shirt. She couldn’t decide if she was annoyed or glad she had decided not to wear a bra. After another pinch, she quickly made up her mind as she felt her panties grow damp from the excitement.

Hiking up her skirt and revealing her thick cock barely contained by its fabric prison, Cassandra pulled the black lace lingerie down and moaned softly as her stiff member swung free, “Knees, floor, now.”

Hopping off the couch and placing herself on her knees between Cassandra’s legs, Lana felt as if she could barely contain herself, “You-you're bigger than Ryan...I dunno if I can take you...I­-I might gag...”

“I just told you to kiss it slut; are you begging to suck me off? You’re going to have to do better.”

Lana couldn’t believe what she was doing. On her knees, ready to cheat on her boyfriend with her best friend. Rubbing her thighs together in pleasure, practically drooling and ready to beg, to please. What was happening to her?

“P-­please Cassandra. You’re so much bigger than Ryan. I­ need someone to get me used to real cock...I-­I promise, I’ll do good. I’ll swallow and everything.”

Cassandra stroked herself and smiled hungrily, “Good girl, but I’m not even eight inches yet. It’s still growing, little slut. Your little boy toy won’t even be half my size when I’m done. I’ll get you used to real cock: my cock. Now give it a kiss, then show me how degenerate you are.”

Licking her lips, Lana leaned in and gave her friend’s engorged cock a kiss right on the tip. Looking up at Cassandra, Lana pushed her tongue forward and practically made out with the head as she began to ease her mouth around the shaft.

“Taking your time, Lana? It’s almost like you want Ryan to walk in on us. Do you want him to see you finally being satisfied?”

Lana could only moan around Cassandra’s cock in response. Feeling as if Cassandra knew exactly what she wanted, Lana reached up and grabbed Cassandra’s hand and placed it on the back of her head.

“Is the cumdump sure? I won’t take it easy on you...” Cassandra didn’t wait for an answer, even though Lana was more than ready to nod in assent. Taking both her hands and gripping Lana firmly by her hair, she pushed her cock slowly down her friend’s throat. Lana could taste Cassandra’s precum on her tongue as she forced her way further past her lips. Moaning loudly, Lana’s eyes began to twitch as Cassandra pressed her face into her groin, her lips kissing the base of her shaft before she let her go back.

With Cassandra using her mouth like a fucktoy, Lana’s hands were free to fondle her own breasts and to quell the aching lust growing stronger between her legs. If not for how out of it she was, Lana would have been amazed by how much of Cassandra’s thick cock she was able to take. Cassandra was beginning to pick up speed, practically slamming her dick into the back of Lana’s throat as her cock began to twitch and spasm.

Cassandra contained her immense pleasure as best she could as she pushed Lana down to the base of her cock one last time. She groaned underneath her breath as she began to coat Lana’s throat with her load. Lana was shaking, her fingers barely able to do much more than twitch at her clit as she orgasmed from the sheer force of pleasure coursing through her body.
After running her tongue along Cassandra’s cock one last time, Lana stood back up and collapsed into the couch next to her friend. She watched, dizzy, as Cassandra calmly tucked herself back into her panties and pulled her skirt back down. Her chest still heaved from the excitement but her face showed nothing but a grin.

“You seem to take ‘real cock’ just fine, Lana. I’m surprised, especially considering that tiny dick you’re dating.”

Suddenly realizing what she had just said, Lana’s eyes widened, “I was not myself just then...I don’t know what came over me...R-Ryan is fine...I­-I...umm...”

“You’re so cute when you’re flustered...any who, not that I’m not so...distracted, I thought I’d let you know that you’re invited to come to the next meeting. With me of course.”

Lana still couldn’t make sense of her actions let alone the implications of what an invitation to such a group meant, “Wait...what­?” Her words were cut short as the sound of a door opening and closing down the hall alerted her to Ryan’s imminent presence. For a moment she panicked, checking herself for anything that might be askew suddenly remembering the gravity of the act she had committed in a heat of passion not a moment ago.

Turning her gaze to the hallway, Cassandra waved as Ryan entered, taking her time to make sure he saw her look him up and down, “‘Mornin’ sleepy head. Hey, you mind if I borrow your girlfriend next Wednesday night?”

Between Lana’s embarrassed expression and the way Cassandra’s eyes ran him over, Ryan wasn’t exactly sure he had just walked into, “Uh...sure. I don’t think we had anything planned.”
Feeling slightly annoyed, Lana mumbled under her breath, “I don’t need his permission.” At this Cassandra turned back to Lana and lightly patted her head, “Then it’s settled. I’ll come pick you up at seven o’clock next week.” Then leaning and and speaking in almost a whisper “Oh, but keep the special stuff we talked about a secret, okay?”

Lana found herself nodding reluctantly as she absentmindedly watched Ryan walk to the next room. For a moment she wondered what she was thinking going along with this. Then she thought about the changes Cassandra had undergone. Next week would truly be an eye-opening experience.

---

Ryan grunted softly, stroking his shaft slowly as he scrolled down the web page. Cassandra and Lana had gone to the mystery meeting of theirs a couple of hours ago, leaving Ryan curious as can be and terribly bored. His fingers rested at the base of his cock for a moment. A couple
of femdom videos were on his screen. Clicking on one he found interesting, he settled back in his chair and returned to pleasuring himself.

Watching with intrigue, Ryan found himself a little shocked at himself as he grew incredibly aroused as a woman came on screen, a man leashed, gagged, and wearing a dress crawling on his hands and knees after her. The camera angle shifted, giving Ryan a view of the pink lace panties the man wore as the woman halted him and got down on her knees. She began to tease him.

“Does the little sissy like his pretty panties?” The man nodded and moaned as she lifted the skirt of his dress and gripped his cock through the fabric, “Show me how much you like them, sissy.” Placing his head on the floor, the ‘sissy’ raised his ass in the air and wiggled his rear.

“I know just what you want. You want me to make you feel like a girl.” Another nod from the sissy and the woman stood. She stripped down to just her panties, her C-cup breasts distracting Ryan long enough for him to be fully unaware of her monster cock until it popped out of her panties.

“This is what a real cock looks like, sissy bitch.”

Ryan felt his cock harden incredibly in his grasp. Her cock had to have been a whole six inches bigger than his own. Despite tending not to watch stuff like this, Ryan found himself unable to tear his eyes away as she positioned herself behind her sissy and rubbed her thick cock over the fabric of his panties between his cheeks. The sissy whimpered as he grinded his ass against her cock, begging unintelligibly around the o­-ring gag in his mouth.

Somewhere a door opened, Ryan too distracted by the porn and his own arousal to notice at first. As Cassandra and Lana began to get closer, presumably chatting in the living room, Ryan began to realize the implication of what he was doing and what his girlfriend and her best friend might walk in on. That last thought only aroused him further.

As he turned back to the screen he saw himself moaning in the dress, his comparatively meager cock stretched against his panties as the woman teased him with her dick. He closed his eyes and imagined the scene, only now Cassandra sported the massive cock. Why did this fantasy turn him on so much? He would have to stop soon. What would they think if they found him jerking off to this?

He could hear Cassandra approaching, still speaking to Lana as she neared the bedroom. Would she ridicule him? Would she blackmail him? Ryan grew closer to climax with each thought. He had to stop, she would be just outside his door in a matter of seconds. Opening his eyes, Ryan began to tuck his cock into his boxers and pull up his pants quickly. He barely managed to get the head of his cock in as he hovered over the ‘x’ to the web browser. Ryan found himself
unable to close it, he watched rapt, his tip barely concealed by his underwear with his hand still gripping the shaft.

“Show me how bad you ache for a cock in your ass.”

With that, Ryan and the sissy both ejaculated into their underwear. Ryan stifled his moans as he watched the sissy gasp around his gag and fill his panties with cum. Ryan found himself looking down at his own sticky mess and beginning to feel his embarrassment for what he did rising. With the sissy spent, the woman yanked his sticky panties down and pushed her way into his ass, spanking him as she fucked his rear.

“Aww he kind of looks like you Ryan.”

Ryan clicked his mouse and closed the tab almost as soon as the words reached his ear. He froze unable to even pull his pants up and hide his shame. Turning his head, he found himself thankful to just be staring Cassandra in the face. He could stand her ridicule or blackmail, he just couldn’t deal with Lana catching him like this.

“C-­Cassandra, please don’t tell Lana.”

Cassandra tsked in Ryan’s ear and reached down to his crotch. Ryan’s body stiffened in surprise as she wiped her finger across the inside of his boxers and brought a cum covered finger to his lips.

“Tell you what: you say ‘thank you Cassandra’ and suck my finger clean, and I’ll pretend I didn’t just see you have an accident in your underwear while jealously watching a sissy beg for cock. How does that sound?”

Seeing no other way out, Ryan bit his lip before resigning himself to his extended humiliation, “Thank you Cassandra.” Opening his mouth slightly, Ryan leaned forward just as Cassandra began to pull the finger away, “Come on, show me how bad you want it.” Feeling his face redden even as he felt his cock stirring to attention once more, Ryan grabbed Cassandra’s hand and pulled her finger into his mouth. His cum tasted bitter and left him feeling pathetic as Cassandra wiggled her finger around his tongue.

Pulling her finger free, Cassandra smirked as she turned and walked away, “I just came to use the bathroom, don’t mind me sissy. Your secret is safe with me.”

Feeling horribly confused and sorry for himself, Ryan began to strip his pants and underwear free. Cassandra turned upon hearing him do so and wagged her finger, “You can change your pants, but you’re keeping your sticky undies on.” Not having the willpower to argue, Ryan pulled his underwear and pants both back up and sat feeling disgusted by the feelings of fresh semen in his underwear.

Ryan still sat in his chair when Cassandra reentered the room. He was red faced and avoiding her gaze. She pretended not to notice his erection and instead walked back to her other project, Lana.

Their group meeting had been just like her first, only now it was Lana’s turn to undergo changes. Given Lana’s behavior both last week and during the meeting, Cassandra was certain of her failure of the “test”; something that Cassandra was hoping for.

Lana was sitting on the couch where Cassandra had left her not a few minutes prior. Cassandra could already see signs of Lana’s changes taking place. During their ride home, Cassandra had questioned Lana about how she felt, taking her time to word things in such a way to get a rise out of her friend. It was already becoming apparent that she was far more docile than just a week ago, and even the day before. Her posture was less proud and already some physical changes had begun to manifest. Lana’s breasts looked ready to pop out of her bra; having not been an hour since her initiation and her A­-cup breasts had increased nearly a cup and a half.

Taking a seat next to Lana, Cassandra found herself glad that the day had been hot. Lana had dressed appropriately for the weather. She sported a pair of denim short-shorts that had already been tight before her changes had begun; now that her butt had filled out more, the denim had practically wedged itself into her ass and her violet panties peeked out the top. She wore a loose tank-top over her now ill-fitting bra and a pair of cute wedges.

Lana had been absentmindedly playing with her hair, hardly even aware of Cassandra’s presence until she placed her hand on Lana’s thigh, “Hey cutie. Thinking about something?” Lana looked as if she had just realized she was awake. “H­-huh? No. I um...was just...”

“You’re such an airhead, you know that?”

Priming Lana had already proven easy for Cassandra. Light degradation caused a flush in her friend’s cheek, sometimes a nervous giggle.

“Cassandraaa, leave me alone! You’re such a meanie!” Lana was red-faced, a goofy grin trying to hide itself as she playfully slapped Cassandra’s arm. Taking her wrist, Cassandra pulled her giggling friend into her. Cassandra could feel her hunger grow as Lana allowed herself to be pulled into her lap, straddling her legs and pouting, her lips looking fuller than the day before. Holding her friend’s arm behind her back with one hand, Cassandra leaned forward her lips playfully pecking the exposed skin above Lana’s breasts as she reached around and unhooked her bra. Lana yelped as her breasts were freed along with her arm as Cassandra pulled her tank top off over her head and her bra along with it.

“We...have...to...stop...Cassandra. Gosh...I’m so horny...I can’t even think straight...I want...I want...”
Lana had leaned into her, pressing her firm nipples against Cassandra’s chest and grinding against Cassandra’s hardening cock, “What does the little airhead want?”

“Cassandraaa...uhh...oh...your...your cock is so big...all week, Ryan’s been so...oh...not enough...so...”

“Pathetic?”

Lana giggled at this, too breathless to do much else than hump. Cassandra let her do whatever she wanted; Lana arched her back and pressed herself hard against Cassandra’s restrained cock. Her breasts bounced with each motion, her lips quivering as she desperately tried to keep her moaning to a whisper. Cassandra massaged Lana’s breasts as she grunted in annoyance and began to tug Cassandra’s tights down.

“Such a slut Lana, aren’t you dating someone?” Lana whimpered as Cassandra grabbed both her wrists and restrained them behind her back. Leaning forward, Cassandra took one of Lana’s nipples in her mouth and lightly bit eliciting a squeal from the horny girl in her lap.

Between the sounds of Lana’s excitement and the distraction of having her dick grinded, Cassandra barely noticed the sounds of footsteps as Ryan entered the room. Cassandra turned to see him staring wide-eyed at the scene, his erection clear from the outline in his jeans. As a sign of dominance, Cassandra ran her tongue one last time over Lana’s nipple. She paused and winked at Ryan as she nibbled on it, causing Lana to arch her head back and moan.

“Looks like Ryan likes what he sees.”

Lana gasped as she opened her eyes, her mind suddenly forgetting how to function as she stared dumbfounded at her boyfriend still grinding her hips and allowing her breasts to be played with.

“R-Ryan...I...”

“Lana was a little horny. I told her to wait for you but she couldn’t help herself.”

“Cassandra!” Cassandra shushed her with a finger and turned back to Ryan, “You know what would make me hot Ryan? Watching you fuck this little slut. What do you say? I got her all nice and warmed up. She’s practically dripping.” Adjusting her mini ­dress, Cassandra moved Lana and pushed her onto her back onto the couch. Grabbing her shorts by the waist, Cassandra yanked them down to her knees and looked back to Ryan, “What are you waiting for? You wanna get that little cock of yours wet or what?”

Ryan’s face was beat red as he approached the couch. Cassandra took him by the hand and switched positions as she walked behind the couch. Standing over them, Cassandra grinned as they awkwardly looked at one another, “What’s the matter?” Leaning forward, Cassandra gripped Ryan by the chin and pressed her lips to his, much to Lana’s surprise. Pulling back, Cassandra licked her lips and smirked, “Forget what to do with it?”

Feeling annoyed by the sudden downgrade in equipment she was getting to play with, Lana watched with disinterest at Ryan removed his shirt and pulled his stiff member free of his jeans and sticky boxers. The smell of cum hit her nostrils and she felt a sudden surge in arousal despite her disgust at the implication of what her boyfriend must have been doing in the other room.

Pulling her panties to the side, Ryan pushed his way in and moaned as he did so. He couldn’t believe the amount of sensitivity in his cock. From the corner of his eye he could see Cassandra watching his every move. Her hand moving in time with their own motions as Ryan assumed she fingered herself.

Cassandra’s cock was now over a foot long when hard. Stroking it was a chore and something she’d rather have Lana or Ryan take care of; but something so devious would have to wait. She teased the two as Ryan plowed Lana. Lana looked away to Cassandra, clearly disinterested by the act as Ryan looked between Lana’s breasts and Cassandra as he fantasized about them both.

Watching intently, Cassandra could see how close Ryan was already. His face was growing red, embarrassment building as he realized he’d need to slow soon or else he would blow his load barely a minute in. Cassandra wouldn’t let him keep his dignity. Grabbing him fiercely by his hair Cassandra leaned over and whispered in his ear, “Show me how bad you ache for a cock in your ass.”

Ryan couldn’t believe what he just heard, nor could he believe that his cock was now twitching and in a matter of seconds he would be unloading into Lana not even two minutes after starting. He could see that her nipples had softened. He wondered if she had lost interest in him. Those thoughts were brief, however, as his orgasm began to take over. He could feel his cock ready to burst. With a throaty moan, Ryan felt the head of his cock spasm.

“Bad sissy!” Another whisper, and another level of pleasure added to his ecstasy as Cassandra yanked him back by his hair. Falling on his back onto the couch, Ryan shook with delight and shame as his cock sputtered and shot cum up all the way to his face. He twitched in surprise as the familiar taste of semen touched his lips. Between his spread legs he could see Lana sitting up, looking disinterested and slightly embarrassed as the rest of his load dribbled out onto his stomach.

“I-I'm sorry Lana. I can do better; let me try again. I can last longer next time.” Between Cassandra’s smirk and Lana’s embarrassment, Ryan feelings of inadequacy grew until he was beet red in shame, “Please...?”

“It’s okay Ryan...it happens. Just go get cleaned up.” Cassandra still stroked herself behind the couch, biting her lip as she did so a obviously getting off on what was happening before her, “Lana, things were different than normal; Cassandra was here. Let’s go to the bedroom and-­”

“Get cleaned up Ryan. You gave yourself a facial...unless, you’d like to let it dry. I dunno Lana, maybe he likes it this way.” Feeling defeated, Ryan stood and grabbed his shirt. Too humiliated to look back, Ryan quickly walked to their bedroom and closed the door.

“I can’t believe you did that to me. Teasing me with that monster of yours, and then humiliating him while he was fucking me with that...that..tiny dick...”

“Poor guy, really he’s not much smaller than average right now...but compared to me...and who said I was teasing you? That little display of his has me so close. Why don’t you crawl over here and take care of a real cock?”

Lana didn’t need to be told twice. Cassandra watched with delight as Lana got down to her hands and knees on the floor and crawled around the couch. Starting at Cassandra’s foot, she kissed her through the supple material of her tights, rising and kissing until she had made her way to Cassandra’s balls. Taking them into her mouth, she ran her tongue along the skin as she stroked Cassandra with both hands. Her fingers lightly toyed with the head as she released the balls and began to pleasure the base of Cassandra’s shaft with her lips.

“Get it nice and wet, slut. Then turn around and put your face in the floor.”

Lana responded by putting Cassandra’s head past her lips. She briefly considered teasing it, but remembered who she was dealing with and how much she craved what she was about to receive. Cassandra grinned as Lana took more and more of her cock into her mouth. Her eyes began to water as she neared the base. Just when she thought she was done, Lana’s tongue licked her balls. Pulling herself free, she turned just as she was told, put her face to the floor and raised her ass in the air. She left her panties up, hoping that Cassandra might yank them down and when she nearly tore them doing just that, Lana moaned through her teeth.

“Don’t worry about being quiet, cumdump. He needs to hear what it’s like to really pleasure you with a cock. Now reach back and spread your ass.”

“Yessss...”

Pushing her way into Lana’s tight hole. Cassandra was astonished by just how easily she went in. For a girl who had once seemed so innocent, her ass easily stretched to fit Cassandra’s massive dick. Grabbing Lana by the back of the hair, Cassandra adjusted her stance and began to fuck Lana hard; really pounding her ass with each thrust. Cassandra marveled at just how far Lana had come since their meeting earlier today. As Lana grunted and moaned, she eagerly begged to be fucked harder, to be degraded. Cassandra laughed as she did so, wondering how such an eager slut could possibly think she had passed the test.

“How bad do you want to feel me cumming inside you slut?”

“So bad...oh god...you’re so big...it hurts...but I-I love it...fuck me...fuck your slut...”

Feeling herself to be close, Cassandra let go of Lana’s hair and instead grabbed both her wrists and pulled back. The girl gasped as she was pressed harder into the ground, her muscles aching as she felt the head of Cassandra’s cock begin to twitch inside her. The force of Cassandra ejaculating was enough to send Lana into an orgasmic shock. It felt as if with each spurt of semen inside her ass, she had lost a faculty until she was left drooling on the floor, babbling and flexing her asshole around the cock inside her.

“God you’re a good fuck.”

Cassandra pulled herself free of Lana and grinned as the girl practically collapsed. Cum dripped from her asshole as she lay on the floor looking as helpless as ever, “Maybe you can get the little boyfriend of yours to eat you asshole later. He might actually make you orgasm this time, and he’ll get a taste of a real cock’s semen.”

Lana pushed herself up with her now sore and weak arms. She breathed heavily and looked up to Cassandra with a grin on her face, “O­-okay.”

“You’re coming to the next meeting by the way, as is your little boy-­toy. If he doesn’t listen to you, just give me a call. It’s been fun plowing that tight little ass of yours but I’m tired. I’ll see ya next week.”

“B-but what about Ryan? You kissed him! Did you do what I think you did?”

Cassandra turned back, “I did, didn’t I? It might not have been a normal one...I was a little distracted at the time. Guess we’ll just have to see what happens, huh? Things might just get pretty interesting. Anyway, I’m gone; tell me if anything weird happens.”

“W-wait, weird? What do you­-” Cassandra ignored her this time.

Left sitting in a growing puddle of semen, Lana felt her mind become clearer as Cassandra closed the door behind her. She briefly wondered if Ryan had overheard, but found herself hoping more than anything that he had. 

---

The past week had been a trying one for Lana. Her body had been changing at an increasingly drastic rate. She had gone to the store several times during the week to buy and return clothing she had bought not days before. Nothing she bought fit her for long. Between her breasts and her ass getting bigger with each passing day, Lana had resigned herself to no longer wearing bras and having to wear thongs so that her butt wasn’t in pain from stretching the fabric. Her lips had acquired a natural pouting expression in addition to their new plump look. Worst of all were her new impulses.

Lana was aware of everything she did, the test had not changed her in that aspect; but more and more each day, she found herself desiring certain things and acting a certain way. Saying ‘no’ to people had become difficult and she found herself flirting with strangers more often than not. It had become a habit of hers to drop things so that she might flash others as she bent to pick it up. She wanted to wear makeup more and more; to the point of her looking like a prostitute when she walked out the door. It became more fun, more fulfilling for Lana to act as if she was dumb; she would forego larger words and used ‘like’ and ‘totally’ throughout her sentences. Lana was very much aware of how much the changes were altering her life; but the more she indulged, the better she felt.

Cassandra had kept in contact with her regularly, even taking her out to lunch one day. Lana took the chance then to question whether or not she had passed the test and when would she feel like Cassandra. It was only after she sucked and fucked Cassandra in a dressing room did it occur to her that Cassandra was purposefully keeping that a secret. Part of her told her to give up and accept the changes happening to her. That thought aroused her to no end, and so she pretended not to care.

One thing Lana couldn’t overlook was Ryan. Ever since his kiss with Cassandra, he’d been acting strange. He had been avoiding her for the majority of the week and spent much of his time in the bedroom if Lana was anywhere in the house. It had become difficult for Lana to focus too much on one thing or another, and so for her Ryan’s transformation was difficult to nail down.

Lana still slept in her bed with Ryan, but they hadn’t had sex since Cassandra humiliated him. Looking over to her right, she could see Ryan breathing peacefully in his sleep. She wasn’t sure, but she was pretty certain that he had never looked so thin. His face looked softer, his cheeks rosier, and his lips more plump and feminine. He was completely devoid of any facial hair, but she couldn’t remember the last time she had heard him shave. Pulling the covers back from his frame ever so slightly, Lana looked over him. Ryan’s body hair was non­existent, his hips looked somewhat girly, and the football player physique she remembered him having had been replaced by the body of a young effeminate man. His nipples looked puffy, the area around them looking swollen. One of his feminine hands rested between his legs just below his tiny, flaccid dick. It was hairless and couldn’t have been more than three inches. Just looking at it sent feelings of dissatisfaction through Lana. Looking down at her own sore breasts, she massaged them and felt herself grow wet at the thought of Cassandra finding Ryan like this.

With thoughts of his humiliation in her head, Lana quietly got out of bed and found her sex toys in her underwear drawer. Cassandra had gotten her one almost as long as her actual penis as a gift. Even a ten inch dildo felt like barely enough to satisfy her anymore. As Lana pulled the massive member free from her drawer, a small pink buttplug rolled into view. Seeing it reminded her of something; and so, Lana grabbed it as well, along with her phone and quietly closed herself in the bathroom. The buttplug was 4-­inches in length and was one of her first anal toys. Placing it next to the large dildo, Lana placed herself behind them in front of the mirror and took a picture with her phone.

Lana: [ im so horny! look what I found. i call them ryan and Cassandra lol. tho ‘ryan’ is to big to be right and Cassandras not big enough xD ]

Selecting Cassandra on her phone, Lana sent the message and began to finger herself as she waited for a reply. Lana had already begun to fuck herself with the dildo by the time her phone vibrated in response.

Cassandra: [ Dumb slut. You better not be doing anything with those. The meeting is tonight and I want you and Ryan both ready to pop. ]

Lana felt both arousal and anger upon reading the text. She squirmed a little while longer on the cock, but eventually felt compelled to stop, hating how easily Cassandra had her wrapped around her finger. Reading the text again she began to start fingering herself again, imagining Cassandra calling her a dumb slut to her face. Despite having grown accustomed to her new love of degradation it still irked her somewhat at her core.

knock knock

“Lana? Um­-HUM...it’s uh m-­me Ryan. Can I use the bathroom please?” His voice broke as he spoke, lending even more credit to Lana’s theory that Cassandra’s kiss was turning him into some kind of sissy. He had become more docile too, annoying Lana to no end that she now effectively lived with a prissy little girl that claimed to be her boyfriend. Feeling no shame or need to hide them, Lana grabbed both the toys and swung open the door.

Ryan’s face was red, and he held his legs together as if he was a child ready to piss himself. He wore one of his old button-­up shirts and a pair of boxers, but on his new frame it looked like he was a teenage girl wearing her boyfriend’s clothes.

“It’s, like totally free to use now, Ryan. No need to fucking rush me.”

Pushing past him and putting her toys back in the drawer, Lana pulled out a pink lace thong and laid it on the bed. Looking over she could still see Ryan staring at her, his hands lost in the long sleeves of his shirt, his expression pained as if he looked to find something to say.

“Weren’t you just, like, begging to use the bathroom? Or would you rather, like, have an accident on yourself, like, when you try to fuck?” As soon as the words came out of her mouth, Lana had regretted it. Looking hurt, Ryan quickly turned into the bathroom and locked the door behind him.
Leaving her underwear on the bed, Lana ran to the door to comfort him; only the doorbell rang before she could get to the door. Deciding to ignore it, Lana took a few steps further before her phone began to ring. It was Cassandra.

“Hello?” Lana’s answered.

“Hey cutie. I’m at the door. Let me in, we have to get a move on.”

Lana began walking to the front door, surprised that Cassandra had showed up so early, “B­-but I thought the meetings were at night.”

“Nah, not all the time. Today’s is almost all day because of the special occasion.”

Unlocking the door and opening it, Lana continued to speak into the phone even as Cassandra stood in front of her, “What’s the special occasion?”

“Sweetie, I hung up. I’m right here, put the phone down and get some clothes on, you airhead.”

Lana’s sudden realization of her lack of clothing kept her from noticing that Cassandra had deftly ignored her question. Lana felt a sudden desire to obey Cassandra’s command. She made the excuse to herself that she needed to cover her naked body; but when Cassandra spanked her ass as she turned to do as she was told, Lana knew deep down that she wanted to remain undressed.

I wouldn’t mind another spanking…

“Get a move on, slut.” Cassandra said, her hand raised as if to slap Lana’s ass again.

“Oh! B­-but also Ryan is, like, really upset! I was being a meanie this morning to him and he’s in the bathroom.” Lana replied, her arms pressed together and forcing her breasts out without realizing. Cassandra admired Lana’s subconscious gesture, but rolled her eyes nonetheless.

“Grab your clothes and get dressed in here. I’ll talk to him.”

Following Lana down the hall, Cassandra watched as she grabbed some clothes from her drawers, leaving them open in the process, and quickly exited. Placing her hand on the door, Cassandra knocked and called out, “You in there, Ryan?”

After a moment’s silence, a tearful Ryan answered the door, “What do you want?”

“Aww you look so precious Ryan, is this why you’ve got your panties all up in a knot? Cause you look like Lana’s innocent little sister and not her boyfriend?” Ryan scowled at her and moved to close the door, but Cassandra was quicker. Pushing herself through, Cassandra grabbed Ryan by the hand and pulled him into the bedroom. Yanking down his boxers and bending him over the bed, she raised her skirt and pressed her crotch firmly against Ryan’s ass, “Do you feel that Ryan?”

Ryan squirmed underneath her, whimpering and unresponsive at first, but as she hardened against him he shamelessly began to turn his squirming into grinding, “Looks like you do. You like how vulnerable you are, don’t you, sissy?”

“W-­why do I like this so much...why are me and Lana so different?” Ryan whimpered.

“You’ll learn today, sissy. Do you like it when I call you that? Sissy.”

“Yessss...” Ryan raised his ass ever so slightly. He wiggled his rear, getting a good grip on Cassandra’s cock and gasping as she pulled her panties down. The feeling of her exposed skin on his own sending shivers down his spine.

Pulling back, Cassandra allowed her cock to harden fully before pressing her tip firmly against Ryan’s tight hole, “Beg for it sissy slut.”

“Please fuck me...I need your cock so bad...I­”

“Wait my little fucktoy. I think there’s someone that needs to hear this.”

“What do yo­-wait, Cassandra please no. She already thinks I’m pathetic. Pleasssse...” Cassandra silenced Ryan with a firm slap to his ass. Cassandra then called out to Lana, who ran into the room eagerly.

Seeing her boyfriend, pinned down by Cassandra, his small erection poking out off the edge of the bed, his puffy nipples hard as can be Lana found herself terribly aroused and horribly jealous.

“Tell her what you told me sissy...” Cassandra commanded. She pulled back and placed the base of her cock on Ryan’s back. She let it slide downward and drag in between his cheeks, which caused the sissified Ryan to shiver and whimper in ecstasy. “...tell her and I’ll give you your treat.”

Ryan couldn’t believe himself as the words immediately began to spill from his lips, “Please...fuck me...I need your cock so bad...”

“What do you think Lana? Should I pound this sissy’s tight little ass?”

Lana looked at Ryan, his face nearly buried from shame in the sheets, “Go ahead. As far as I’m concerned we’re just roommates. There’s no way in hell that tiny little cock could satisfy me now. He’s probably been jerking off in my panties every night...he could use a good fuck.”

“You hear that sissy? Looks like you and Lana both have some things in common: you’re dumb little sluts, you’re single, and you’ve both begged for my dick. Don’t fret, I’ve got a solution to all of your problems; but first, let’s give you what you so nicely begged for. Lana, come here and lube the little slut with your tongue.”

Lana obeyed without hesitation and got to work fingering and licking Ryan’s ass. Even without stimulation to his cock, Ryan was already terribly close to cumming. He couldn’t believe how much he loved, even craved things being stuffed in his ass. Lana grew more jealous as Ryan squirmed to the rhythmic movements of her tongue. She could feel Cassandra’s cock graze her cheek as she loosened Ryan’s asshole for her. Unable to control herself any longer, Lana turned and took the full length of Cassandra’s cock down her throat. She nearly gagged around it, but she found greater pleasure in doing so.

“Alright slut, down. Bad girl. This isn’t yours right now.”

Ryan could hear the small annoyance in Lana’s voice as she quietly apologized. He couldn’t believe it, but he actually felt happy to steal Cassandra’s cock away from her. He was ecstatic to be fucked in the ass like a slut while the girl who had just effectively broken up with him watched.

“Fuck me Cassandra! Make me your bitch!” Ryan said, hardly surprised at his own lack of dignity.

Cassandra slapped his ass in response, “That’s the spirit! Ready your ass, cumdump; I’m making you mine.”

With a single thrust, Cassandra slowly pushed the entire length of her shaft into Ryan’s ass. All thirteen inches of her massive cock easily slid into Ryan’s tight hole. Much like Lana, the transformation had made it easy for Ryan to take large and even multiple insertions. It still hurt somewhat, but for Ryan this only made his humiliating ass fuck all the better.

Lana watched in anger as her limp dicked ex­-boyfriend moaned like a girl with each thrust of Cassandra’s cock. She was the one who had degraded herself every day. She had wholeheartedly allowed herself to be used and abused and now she had to sit out while this sissy took her cock. Then it occurred to her, if she was a good little slut; if she waited patiently, then maybe she would be rewarded. Maybe she would be allowed to clean Cassandra’s cock with her tongue. Lana’s brain grew warm as she found her fingers slipping beneath her shorts. This was how she had to be, obedient. A good little bimbo.

Ryan felt as if each time Cassandra’s cock pushed further into him, he was becoming more and more her dumb little sissy slut. Maybe it was what he wanted and his mind was just trying to make sense of his feelings, or maybe something really had changed him. Part of him wanted the latter to be true, so that he could continue to become the pathetic sissy he so craved to be.

“After this we’re going to play dress­up, Ryan. Doesn’t that sound fun? You’ll get to pick out your pretty panties and everything! Just pick something that covers your butt pretty well; my cum will be dripping out your ass for the rest of the day.”

Lana watched as precum dripped from Ryan’s cock. It amused her to note that this was the longest he had lasted all week.

Looks like it will be anal for Ryan from now on.

Ryan could feel himself get close to climax. He could feel Cassandra’s cock. Every vein, every inch of it. As soon as he felt Cassandra’s head begin to spasm, he knew he was close to cumming. Cassandra’s cock punishing his tight ass had made him realize that nothing in this world would get him off more than a large cock in his ass filling him up with semen.

As soon as he felt the first of her cum shooting into him, Ryan’s whole body began to shake. Her ejaculate was already dripping freely from his ass as she continued to thrust into him. He moaned, sounding far girlier than he ever remembered. His own cock couldn’t compare to Cassandra’s as it shot it’s meager load onto the sheets and floor in erratic spurts as Ryan begged to be fucked harder.

“Lana, your pussy is good, but Ryan’s got you beat in the anal department. Looks like I’ll have to keep you both around for quite sometime, huh?” With that Cassandra pulled her cock loose, leaving Ryan to fall to knees on the floor, still shaking and moaning from his orgasm.

“Now help get the sissy dressed, and plug him so he doesn’t ruin his panties.”

Feeling glad to prove herself useful, Lana grinned and quickly ran to pick out something nice and embarrassing for Ryan to wear. With Cassandra’s cum beginning to run down the back of his now feminine thighs, Ryan felt himself become more clear headed. His cheeks growing redder with each passing second, as he suddenly realized where he stood in his relationship: Lana’s sissy ex-­boyfriend and Cassandra’s personal fucktoy.

Holding aloft a pair of pink lace panties, matching bra, and a pink butt plug, Lana walked back to Ryan and grabbed him underneath his stomach, hoisting him back to being bent over the bed. Foregoing lube, Lana pressed ‘Ryan’ the butt plug into Ryan the sissy’s still sore and sensitive ass. He hissed in a mixture of pleasure and pain tensing his ass as the plug was fully inserted. Lana marveled at the amount of cum displaced by the toy, feeling slightly jealous that the sissy got such a large load for his first ass fuck.

“Clean yourself off and put these on. Cassandra wants that plug to stay in, understand?”

His face burning crimson, Ryan nodded meekly and took the clothing offered to him, “Personally, I’d let you go just wearing that, but I don’t think Cassandra would like that. Just go try those on and try not to cum in them, okay? I’ll bring you more clothes when you have those on.”

---

Walking into the bathroom, Ryan took a look at himself. He looked even girlier now than he had not an hour ago. His hair had grown a staggering amount over the course of the last week, and had grown to the point of touching his shoulders. His nipples couldn’t be called puffy any longer; he had breasts and, by the looks of it, he’d easily fit well into any of Lana’s old bras. His cock had remained the same size, although it looked smaller in the cold of the room. Holding the prissy panties aloft, Ryan sighed as he wondered if he’d really let them take away the last of his dignity willingly.

Finding himself strangely compelled to obey, Ryan stepped into the silken fabric. He could feel himself becoming aroused again as he pulled them to his waist. Turning in the mirror, Ryan admired his growing bubble butt and the faint impression of the butt plug pressing against the panties. Next came the matching bra, the frills of which made his cock twitch upon seeing them fitted to his small breasts. Rubbing his boobs through the bra, Ryan marveled at the sensitivity of his nipples. He had to catch himself from getting too into it, he had already been told not to ruin the panties and he was already feeling close.

With a quick knock, Lana opened the door and walked in. Placing the clothing on the counter, she took her time in looking Ryan over, “You don’t look anything like your old self. If I saw you, like, on the street in these, I’d assume you were totally some college freshman girl. You like that don’t you? Now put those on, Cassandra is getting, like, really imp-­impaytent...impai...she’s, like, mad.”

Ryan found himself watching Lana’s ass jiggle as she left the room. She had changed a whole lot too. He had become too meek and too scared of his own changes to question it, and now they were both helpless to whatever was altering them. Ryan knew far too well that he was starting to like what was happening to him. As much as he tried to fight and ignore the feelings, the thought of looking as slutty and growing as stupid as Lana had become made his cock twitch in his panties.

Looking at what Lana left him, Ryan picked up the top. Holding the white cloth aloft, Ryan watched as the crop top unfolded itself. He pulled it over his head, and cringed as he realized that not only would his stomach be exposed, but his bra could easily be seen through the sheer fabric.

Next came the bright pink mini­skirt. It was tight against his skin, any movement causing the skirt to shift and display his pantied rear. His cock stretched strained in his frilly panties at the thought.

Finally dressed, Ryan looked himself over, he couldn’t believe he was actually considering going out like this. He didn’t really have a choice anymore, and he looked girly enough. He wondered if he was more concerned if people would know it was him or if they’d just think him some random slut. Ryan’s thoughts were then interrupted by another quick knock, followed by the door opening. This time Lana and Cassandra both entered.

“Lana has some heels for you sissy. I’m sure you’ll love them. After that, I’ll be doing your makeup and then we really need to go.”

“M­-makeup? A­-are you sure I ha­-”

Cassandra silenced him with a firm slap to his nearly exposed ass, “You want to be my pretty sissy slut don’t you? We’re going to doll you up, so put your heels on and hold still.”

Desperately trying to force his stiff cock back down, Ryan meekly stepped into the pink heels placed before him. They were far taller than he was comfortable with; at least four inches, and they caused him to wobble as he placed himself next to Cassandra in the mirror, “You’ll get used to them, Lana’s are even taller and she walks like a pro; then again she is a huge fucking bimbo slut.”

Lana giggled as she began to apply makeup to her own face, “Thank you, Cassandra.”

Holding Ryan firmly by the chin, Cassandra positioned him how she wanted and then began her work heavily coating his face with foundation and applying blush, lipstick, eyeliner, and mascara gratuitously. By the time she was finished, Lana had already done the same to herself, looking every bit the bimbo Cassandra claimed her to be. Looking in the mirror, Ryan felt as if he looked like a sex doll; almost absentmindedly he opened his mouth to form an ‘o’ and was astounded by how much he did.

“What sissy? Pretending you have a cock stuffing you right now? Come on, I’ve already spent enough time spoiling you two. We need to go before we’re late. Hold hands and follow me down to the car.”

Grinning like an idiot, Lana took Ryan by the hand and led him along behind the speed walking Cassandra. Stumbling a lot at first, Ryan felt his legs becoming weak and exhausted by the time they reached Cassandra’s car. Sitting in the back with Lana he found himself glad that no one had seen them during their brief public excursion. But for just how long would that last?

Stepping out of the car, Ryan found himself compelled to obey Cassandra’s earlier orders as run to the other side of the car to hold Lana’s hand. Together they walked behind Cassandra through the small but packed parking lot and into a plain looking, unmarked building. Ryan was too distracted by the fluttering of his heart to realize that he had already mastered his heels and swayed his hips almost as sexily as Lana without even thinking about it. Already his breasts and ass had begun to grow, easily filling out his bra and panties to the point of beginning to overflow. His lips had grown fuller much like Lana’s and he had unknowingly adopted a more feminine and vulnerable stance.

As they approached the front, a tall brunette woman stood at the door. Nodding to Cassandra, she opened the door but motioned for them to stop, “Afternoon, Cassandra. These the toys you promised? The sissy looks especially good. You must hold quite the influence over him.”

Cassandra smirked as she slapped Ryan’s rear, knocking him off balance and causing him to fall into the stranger’s arms, “Of course Hannah, the sissy is plenty obedient to me. Give him a feel and see just how good a job I’ve done.” Ryan gasped in embarrassment and pleasure as Hannah’s hands fondled his breasts and lightly patted his rear. Turning him around, she lifted the front of his skirt and laughed as she cupped his tiny bulge, “I don’t think I’ve seen a sissy with such a tiny dick.” Spinning him around, Hannah pushed him back to Cassandra lightly by the ass and grabbed Lana next, “And this one, by god, Cassandra you really went all out with her. There’s no way in hell you can pretend she’s anything else but a dumb slut.”

“She’s still improving too. As is little Ryan here. I wouldn’t be surprised if Ryan ended up looking like Lana does now.”

Ryan and Lana both found themselves aroused at the casual conversation discussing them like objects. Neither spoke for fear of being rude or disobedient, not realizing just how deep into their training they were. Their almost constant arousal kept them nearly helpless and aching for the degrading treatment they were receiving.

“Well you best get these two inside before the higher ups punish you for being late.” Waving goodbye, Cassandra positioned Ryan and Lana in front as she ushered them inside. Ryan and Lana’s nipples hardened almost immediately as they walked down the cold empty hallway. The clacking of their heels echoed loudly as they approached the far off double doors, the faint sound of people growing louder as they approached.

Lana remembered her first meeting. It had seemed all so different than what she was experiencing now. A few beautiful women chatting and laughing, Cassandra eventually mentioning her, and then a kiss from a gorgeous red­head. Cassandra was taken elsewhere for a few minutes as she was granted full membership, and she sat nervously awaiting her friend’s return. When Cassandra returned they left. Nothing had been simpler. Now Lana was returning practically enslaved along with her sissy ex­-boyfriend. Had everything before just been a front? Lana didn’t think about it for too long. Thinking was becoming difficult for her and she was finding that she liked it that way. Ryan too, had stopped thinking, deciding that it would be easier to accept what was about to happen to him if he just let it happen.

As they reached the door, Cassandra stopped them and opened her purse. From within she pulled out two matching pink leather collars, “It’s time we stopped pretending this is anything different than what it is. Both of you, on your knees for your mistress.” Cassandra watched as Lana gladly dropped to all fours and Ryan burned red with embarrassment as he unsteadily followed suit.
Holding the first collar in front of Lana, Cassandra showed her the metal tag on the front, “This is your new name precious. Tell me what it says.”

“C...Ku...ku...” Lana stammered for a moment, her face growing crimson for the first time in nearly a week, “What’s the matter slut? Are you so dumb you can’t read? Are you that much of a stupid bimbo?” Ryan couldn’t believe what he was hearing. Had Cassandra really changed them that much?

“I­-I can’t read it Cassandra, like, um...I don’t know what it says...I’m sorry...” Lana muttered, her eyes downcast.

Cassandra grabbed her firmly by the chin, “You’ll call me mistress from now on bimbo, do you understand?” Speaking through pouting lips, Lana responded, “Y­-yes mistress.”

“Good. Let’s see, can my little sissy still read? Why don’t you be mistress’s good little girl and tell the bimbo what her new name is.” Looking from Lana’s face to the collar, Ryan felt himself grow aroused at the thought of being his mistress’s ‘good girl’.

“Her new name is ‘Cumdump’ mistress.”

“Thank you sissy,” Cassandra then placed the collar around Lana’s neck and locked it in place, “What is your name slut?”

“Cumdump, mistress.”

Cassandra smiled and patted Lana on the head before motioning for her to stand back up. Turning her attention to Ryan next, she held aloft an identical collar in front of him, “And what is your name sissy?”

Between the plug in his ass and having Lana watching him as he degraded himself in front of Cassandra, Ryan had already begun to grow close to orgasm. He couldn’t believe how much his body and mind had betrayed him; how much he had grown to like the humiliation heaped upon him, “My name is Cockslut mistress.” Ryan shivered as he was collared, the sound of the lock sealing his fate to wearing his new name for all to see making his knees weak as he stood at Cassandra’s command.

“Now that you two know your place, let’s go in. Shall we?” Opening the door for them, Cassandra pushed the two inside, slapping their asses as they stumbled past.

The room was large and, for the most part, full of women. Looking around as he followed Cassandra, Ryan began to see lots of women similar to her. Most were tall, toned, and gorgeous. Some flaunted their thick cocks, keeping them nearly erect and obvious in tight shorts or yoga pants. It was clear that these women were in charge. Everyone else was wearing a collar. Despite the fact that those that were collared outnumbered the dominant dick-girls, they all remained docile, allowed themselves to be humiliated almost constantly, or performed some menial task or another. It took the two of them some time to realize that, given the collars around their necks, they were to join the ranks of helpless individuals. 

--- Beginning of Part 2 ---

 If Lana had any smarts left she might have been outraged by the sudden realization that she had been tricked. That this entire time, she and Ryan had been used as payment so that Cassandra might augment herself and become part of the elite group in charge here. Lana instead found herself dripping wet as she said her new name over and over in her mind, looking from cock to cock. She couldn’t wait to do her name justice.

Ryan looked over the collared slaves in the room. Many were bimbos like Lana, and many were in various stages of sissification. Some men had retained their masculine appearance and were instead humiliated in other ways or were dressed as babies or little girls. Some women had been diapered and were drooling in the laps of their big dicked owners. Others had been put in a cage of sorts in the corner of the room and were fucking one another to their hearts’ content. Women and sissies wearing cages and chastity belts underneath short skirted maid outfits walked the room offering food, drinks, and their holes to be fucked. Ryan was astounded and horribly aroused, worried that he might cum at any moment.

Eventually the three stopped in front of a few of the women. Ryan noticed that Lana looked down at her feet as they approached and found himself compelled to follow suit.

“Well if it isn’t our newest member, Cassandra. Are these the two sweets you promised us? Tell me love, what are their names?”

“The blonde bimbo to my left is Cumdump and her sissy ex-­boyfriend is Cockslut. Say hello girls.”

“Hello mistress.” Answering so quickly and in unison like that continued to push Ryan further. He could feel himself beginning to leak precum into his panties. Despite how small his cock had shrunk, it still managed to cause a small yet noticeable bump as it reached it’s full length in his panties.

“Looks like the poor sissy can barely contain himself. Tell me Cockslut, do you like your name? Do you want to show how well it describes you?”

The sudden attention heaped upon him by the nearby women pushed Ryan over the edge. He gasped before he could answer, stammering as his pathetic cock began to spasm in his panties, “Y-­yes m­-m­istressss.”

Laughing at his display, the tall blonde in charge bent down to his eye level and reached forward to lift his skirt. Ryan stared at her large, DD-­cup breasts and swollen cock as she gripped his penis through the fabric. Moaning like a girl, Ryan ejaculated into his panties. He could feel his cock twitching with each shot of cum hitting the fabric of his panties and dripping down his shaft. He watched as his semen dribbled through the fabric and into the waiting hand of the headmistress as Cassandra and the rest of her friends laughed at his pathetic display.

“That’s quite the load there Cockslut. Did me merely mentioning your use as a group fucktoy really do that to you? Tell you what slut, you get on your knees, beg and lick my hand clean and I’ll let you and that bimbo that dumped you be the stars of the show; how does that sound?”

Without a moment’s hesitation, Cassandra kicked the back of his knee putting Ryan on all fours. Looking up at the headmistress, Ryan found himself staring yet again at her cock as it stretched the fabric of her tights, “Does seeing a cock make you an idiot? Beg slut or no treat.”

“P-­please mistress. Pretty please let me clean my mess. I’m begging for you to use me as you see fit.” With that the headmistress, stuffed her fingers in his mouth and called to the women next to her as Ryan dutifully cleaned his sweet tasting cum off her fingers, “Grab Cumdump and clear a space in the center of the room. These two have so gracefully begged to be public fucktoys for the evening. I think it’d be rude to deny a request from such an obedient sissy.”

Ryan watched as Lana was dragged happily toward the center of the room. Many of the well-endowed women left their collared charges and headed to what would be the night’s entertainment. Licking the last bit of his semen off his fingers, Ryan was pulled up abruptly and dragged after Lana. As he stumbled forward on his heels, Ryan could feel the number of hungry eyes on him growing rapidly. Many of the gorgeous women had already been erect before and others had grown aroused at the sight of Lana being stripped and positioned on her back on the floor. Ryan watched as Lana began to grow hot at the sight of all the cocks being pulled out around her, popping free of their skirts and thongs and growing harder by the second. Her nipples grew erect and her already wet pussy began to drip in anticipation. Her eyes wandered to Ryan and she watched as some of the dickgirls began to strip the tight clothing from his skin. Upon seeing his sticky panties, they decided to leave him in them and ridiculed his tiny cock as they pushed him to the floor next to Lana.

“Oh my god, Cassandra’s only been working on him for a week and look what he’s become!”, someone teased.

“The way he’s going he’ll probably end up looking like more of a bimbo than Cumdump.”, another woman called out.

“That tiny cock of his has already ruined those pretty panties. I heard he was ready to get fucked the moment he walked in here.”

“Let’s see how much of a Cockslut he is.”

With that the women converged on the two. Lana lifted her ass in anticipation, practically screaming in pleasure as the first cocks entered her pussy and ass. Her eyes watered as two massive cocks pushed their way into her mouth. Unable to do much else, Lana did her best
to jerk off those others that waited their turn for a go at one of her holes. Many simply masturbated around her, knowing full well that they would have plenty of time to coat the slut in cum and get a go at her.

Ryan found himself in a similar position, only the woman forcing their way into his ass and mouth had a fondness for degrading their sissies. Many laughed at his pathetic cock, making a game of comparing their massive members to his own tiny dick before beginning to jerk off above him. It wasn’t long before the taste of precum began to fill his mouth, then the erotic feeling of the massive head of the blonde above him beginning to convulse and shoot it’s load down the back of his throat. She hadn’t backed out for a second before two more cocks replaced her, eagerly face-fucking the poor sissy until semen began to drip from his mouth and nose. His ass already felt full from the amount of cum that had been forced in, each cock that followed pushing out more into the seat of his panties as they fucked him. Ryan could feel himself cumming again and again each time women ‘awwed’ and cooed at his pathetic display. When no more cum would come from his own cock, the women not currently plowing him decided to ‘help’ and jerk off on his panties. By the end of his first hour, Ryan had become so covered in their semen that he could barely feel the cold of the room. So much of their hot loads continued to coat him, that none but some in his hair had time to dry. As some grew bored with their normal play, they began to flip Ryan over, spanking him and forcing him to beg for more cock. Which he did without question.

By the time the meeting had come to a close, Lana and Ryan both had become effectively stuck to the floor by the semen coating them. If they had not been broken in before, they were now. Many of the dickgirls had already gone home, some taking their slaves with them. Others leaving them leashed where they lay. Ryan and Lana were allowed the good fortune of being dragged from their near comatose state on the floor to a nearby room where they were gagged and restrained to the wall.

Cassandra stood next to the headmistress as they looked them both over, “When will I be able to get them back? I worked hard on turning them into the dumb sluts they are now.”

“And I praised you for that Cassandra, but in all the commotion earlier tonight I didn’t get a chance to get my own fun in. Your work will not be ruined by me, trust me. You’ll get them back after the weekend is over. Now leave.” Looking annoyed, and showing an expression of actual concern for her two pets, Cassandra turned and left in a huff, leaving her two playthings in the hands of her mysterious head mistress.

With the door closed and locked behind her, the headmistress pulled her cock free of her panties and began to stroke it slowly, “You two are absolutely the pick of the litter. If you have any hope of returning to your normal lives, I’d leave them behind. You answer to my cock now.”
Almost out of habit Cockslut and Cumdump opened their mouth. Together they pleasured the headmistress’s cock late into the night, thoughts of their bimbofication intensifying with each
load. Soon they’d forget entirely about what it was like to be their old selves and learn to embrace their new cum filled lives.

---

Over the past week, Ryan had grown used to the color pink. Bed sheets, panties, dresses, lip gloss, dildos; everything he was allowed to touch, use, or have was a bright neon pink. Now that he was their bimbo sissy slut, he was becoming used to things he had never thought he’d even experience; foremost among them, being his new name: ‘Cockslut’.

Ryan had been a man at one point, a wimp and sissy bitch for a brief period; but now, he was more Cockslut than Ryan in his own mind. It had become difficult to not bring Cockslut’s own valley­girl­esque inflection into his thoughts; the very voice that he had been trained to beg for cock with and had spread to the rest of his speech. Which was fitting really, given how dumb Ryan had become. It seemed that with each hot load shot into his ass or mouth, Ryan lost some of his intelligence.

Already Ryan answered eagerly to Cockslut whenever a cock was stuffed inside of him. The feeling of being pinned down and used was like none other to Ryan’s body and it drove him to stupidity, which his captors loved. It was so hard for Ryan to think when he was horny; the only thing that seemed prevalent in his mind was his own now perfectly feminine voice moaning and begging for sex. With Ryan horny nearly constantly, thinking had become nearly impossible. Even now, Ryan laid on his stomach in the pink bed he had been provided by the club, his miniscule cock stretched against the silken fabric of his pink frilled panties. It was so difficult for Ryan to not begin to move his now wide hips against the embarrassing princess sheets of his bed. Grinding his pathetic cock against the mattress, and stimulating his head as he perked his own ass in the air, wishing that someone would take advantage of his vulnerability and short skirt. His nipples had grown hard which was a clearly noticeable thing as bras weren’t allowed unless by request of his current sexual partner. Ryan’s nipples had grown large with his breasts, and much like his ass, the mockery of a schoolgirl uniform he wore could barely contain it all.

With his head nearly buried in the fluffy pillow before him, Ryan could see Lana in her own ‘bed’ across the room. On her back in a steel dog cage, Lana’s wrists and ankles had been restrained to the bars on either side of her. Her mouth was forced open by an o-­ring gag and she was stark naked save for the collar around her neck. The collar’s tag read the only name Lana or Ryan could remember for her: Cumdump; not that either of them could read anymore in their stupor.

Ryan oftentimes felt jealous, of Lana’s treatment and the sheer amount of cock she got on the daily basis. The headmistress had made it abundantly clear that she favored her ‘little sissy Cockslut’ and even went so far to revoke ownership from Cassandra; a decision Cassandra was far from happy about. What this meant for Ryan was that he had been made exclusive to the headmistress; an act she was certain would drive Ryan insane with lust. Teasing Ryan had become a favorite pastime of hers, and not a day would go by without Ryan begging for an orgasm in her lap as his pathetic cock was milked of its load.

After his first week spent on his hands and knees pleasuring cock, Ryan had gotten used to it; he learned to crave and beg for it, and now it was almost completely forbidden to him. There hadn’t been a single night in recent memory that didn’t involve Ryan sucking on the headmistress’ balls as she and the rest of the senior members jerked off over Lana. The women in charge of him would make games of his impossibly horny state. They would rip his frilled panties down to his knees, and rub their throbbing cocks against his asshole as he begged to be fucked. Ryan would oftentimes be allowed to kiss their cocks, but nothing more; usually finding himself being punished for trying to take their heads past his lips.

If not already distracted by his own enormous lack of intelligence, Ryan had gotten used to becoming absorbed in his own sexual fantasies and thoughts; alas, this brought him no pleasure beyond the sensitivity of his cock head against whatever he humped. Cumming without another cock to play with had become impossible for the sissy Cockslut Ryan had become.

Ryan re-positioned himself, placing one of his pillows between his legs and raising his ass in the air. His miniscule cock hardened in anticipation to something he couldn’t understand and he found his now effeminate fingers clutching at the cotton of the sheets before him.

Emily waited just outside the cell door. From the one­-way mirror positioned at eye-­level she could see her prizes waiting for her, breathless. Becoming headmistress of their little club gave her benefits she could have never foreseen; Lana and Ryan being two of them. The club had grown by word of mouth over the last couple months under Emily’s leadership, gaining new members and, with them, new slaves like the two before her. Cassandra had been cross when she took the two from her, but that only made disciplining her all the sweeter.

Unlike the previous club headmistresses, Emily took pride in her slutty nature. Just because she lorded over people didn’t mean she couldn’t enjoy the carnal pleasures and lust like the rest. Just seeing her pets in their cell made her hard. She could feel her massive foot-­long cock stretching the silken fabric of her black lace panties as it grew to its full size. Looking down she could see it becoming terribly apparent underneath her tight red mini­-skirt. Pressing herself against the cool metal of the cell door, Emily grinned at the sight of her sissy humping his pillow. Hormones exuded from both the sub and the dom during the transformation process; Emily and Ryan were both outliers in this aspect.

From the moment Ryan stepped into the club building he had become overwhelmed with hormonal influence. It was a process that rendered many of their slaves practically helpless, docile, and malleable. For Emily, her weekend alone with Ryan and Lana had almost left her helpless herself. She had become so enthralled with fucking them, that she could barely think to do anything else. Emily had wondered if anyone else had felt similarly but kept both the thought and Ryan to herself to avoid complication. Lana, while intoxicating in her own right, had proven to be a fan favorite of the club without any negative side effects. As such, Emily kept them imprisoned together; to see how the differences in their treatment might drive them wild.

“Headmistress?”

Emily turned her head slightly, keeping her raging erection hidden against the cool metal of the door. Cassandra stood before her, her eyes downcast.

“Yes, bitch?”

Cassandra flinched at Emily’s sharp tone, an act that seemed more manufactured than instinctual; Emily knew to keep her eye on Cassandra even after her public humiliation. Cassandra hadn’t taken Emily’s acquiring of her slaves too well; going so far as to try and dominate Emily in front of several of the senior members. It had been a quick engagement. First words, then a physical struggle. Cassandra had a strength and flexibility about her, but Emily was headmistress for a reason. In a matter of moments Cassandra had been pinned, stripped, and collared to a nearby wall. She had been used for the rest of the day, before Emily had allowed her to come crawl to her and apologize.

“The meeting is starting. The other girls are excited to see Lana and Ryan aga­­-”

Cassandra wore next to nothing save a thong and a lace choker; an additional punishment heaped upon her by her headmistress. Turning her body to face Cassandra directly, Emily grabbed her by the nipple and pinched. The nearly naked girl hissed in pain and, although trying her best to hide it, a degree of pleasure.

“When you speak to me you use the word headmistress in every sentence, understand? And their names are Cockslut and Cumdump. Or are you too thick to remember that? Maybe I need to give you a new name too? Maybe then you’ll remember.”

Emily watched Cassandra bite her lip, her eyes darting down and then away as she mumbled her apology. Easing up on her nipple, Emily cupped the breast in her palm. Running her thumb over Cassandra’s stiff nipple she found herself remembering her own arousal, “Cassandra, there’s something you need to attend to before I’ll let you run back to the rest of the girls...”

Showing neither affection nor annoyance, Cassandra dropped to her knees and pressed her face to Emily’s crotch. She pressed her bright red lips to the fabric as she tugged it down with hands. Emily watched in delight as Cassandra’s long pink nails dragged along the lace of her panties, pulling it down and freeing Emily’s throbbing cock from it’s silken prison. With both her hands occupied with Emily’s balls and lower shaft, Cassandra brought her lips to the swollen head and ran her tongue along the tip.

Despite Cassandra’s recent disdain for her headmistress, merely tasting the dominant woman’s precum, hardened her thoughts to anything other than sex. She could feel her thong move to the side as her cock stiffened and swung free of the flimsy fabric. Bringing her lips around Emily’s cock head, Cassandra began to bob; her eyes raising to finally meet Emily’s in a small but required act of degradation. Thoughts of Ryan and Lana exited her mind as she focused on the bittersweet taste of her headmistress’s shaft.

Cassandra’s eyes began to fog over, acquiring a glazed look to them that alerted Emily to her lesser’s almost trance like state. Turning her head back to her pets, Emily calmly looked back in at Ryan fitfully humping and staring at Lana from his bed. With her hand wrapped firmly in the hairs of Cassandra’s head, Emily occasionally thrusted into the horny girl. Only the sounds of Emily’s wet cock and Cassandra’s moans sounded in the room.

Feeling something wet on her foot, Emily looked down to see cum dripping from Cassandra’s cock to the ground around her toes. Feeling hardly closer than before, Emily released Cassandra from her crotch and allowed her to fall to the side, as she returned to her inspection of her prizes.
“Tell the other girls that they’ll have their other playmate.”

Cassandra, wiped her hand across her mouth; confusion apparent on her face. “Just Lana?”
Emily smiled as she turned back to Cassandra. Leaning down that she might smell the excitement drying on Cassandra’s stomach, “No, just you.” Cassandra made to stand, a look of annoyance clear on her face.

“Stay down, you know they prefer their treats to come crawling in; you always did.” Her anger palpable, Cassandra turned on her knees and crawled back down the hallway from whence she came. Emily took a moment to admire her backside as she did; one of the few features Cassandra sported that still excited Emily amidst her sea of sexual partners.

Pressing himself further into the bed, Ryan positioned his cock into a crease in the pillowcase. The stimulation to his head was unbearable without any release; any release that only another cock stuffing him could provide. He continued to grind, watching Lana’s legs twitch in her fitful sleep. Clamps affixed to her nipples moved ever so slightly, in time to her breathing. The bottom of the cage was damp around her crotch and ass, the sound of moist flesh on plastic sounding with each movement of her hips.

Other than the sounds of Lana sleeping in her cage and Ryan’s petulant moans over his pillow, the room was quiet. A quiet that was quickly dispelled as the locking mechanism on the door began to bang. In a quick series of loud metallic clicks, the door swung open and in walked their headmistress.

“Girls, you’re being moved on account of good behavior. Cockslut, sweetheart, wait on your knees by the door while I free your bimbo ex from her restraints.”

Ryan found himself just as aroused at the prospect of waiting obediently on his knees by the door as he did anything else that had happened over the course of the past few days. Maybe if he proved obedient and depraved enough, they might just let him get fucked senseless like Lana. He watched from across the room as Lana was pulled free of her cage, the restraints on her wrists and ankles having been released from the cage and reattached to her; Lana was reduced to wobbling behind Emily with each step, her arms bound behind her, still drooling around her gag as her feet desperately tried to keep balance with the little room the restraints allowed.

With a snap of Emily’s fingers, Lana positioned herself directly next to Ryan and fell to her knees. Her tongue traced the metal of the gag as she stared helplessly at the bulge in Emily’s skirt, an act that Ryan too had fallen into.

Emily smiled as she turned back to the closet behind her, never had she had such obedient and willing slaves. It pleased her to see one fucked senseless almost constantly and another deprived both equally so desperate for her cock. Opening the double doors, she pulled out a matching ring-­gag and restraints for Ryan; she figured she could let him have a little fun.

Emily watched Ryan’s tiny penis bob up and down in uncontained excitement as she approached with the gag. She marveled at just how feminine the sissy had become. Having only seen pictures of his old masculine form, Emily felt all the more aroused to see just how far her obedient pet had lowered themselves. Positioning the gag in the willing slut’s mouth, she could see the old Ryan’s features and grew terribly turned on at just how minuscule it was in comparison to the overall femininity.

Any self­-respecting man Emily had ever met would never want to be caught dead even wearing the things Ryan sported now. With his plump, pink lips; rosy cheeks; curvy frame; and airhead attitude, no one would ever mistake Ryan for a real man again. That was what turned on Emily most; that and how despite all this, Ryan was looking at her cock as if it might grant him a wish.

She teased him as she restrained his wrists and ankles, ‘accidentally’ positioning herself so that her cock might stretch against her panties and push itself against the bare skin of his lower back. Emily could feel Ryan shiver with delight as she placed her hands on his back and lowered him to his hands and knees.

Ever so slightly, she gripped Ryan by the hips and pressed her cock up against Ryan’s asshole. Despite the fabric of their panties and skirts between them, with one thrust Ryan’s upper body lowered to the floor as he gasped. Grabbing his nub of a cock, Emily could feel the cum still
pumping from the twitching member seconds after she had thrusted and applied the restraints to his ankles.

“Someone had some pent up energy!” Gripping Ryan’s cock even harder, Emily bent over her effeminate prey, “Do be sure to save some for later...”

Standing abruptly, finding herself in little need of effort to keep herself so elegant on her heels, Emily tugged ever so slightly on her pets’ leashes pulling them forward and leading them at a crawl out of their cell.

Despite the heels, Emily’s steps did not sound when she walked as the floors were just soft enough to damage the knees of the many sex-­slaves that traversed the building on their hands and knees. Looking behind her, Emily could see her pets quicken their pace to keep up with her own long strides. Lana looked pleased to serve as she always did. Ryan still looked lost in his last orgasm.

Turning back to the corridor before her, Emily took a sharp left and headed toward the large open room where the club held their events and gatherings. Even though nothing was planned for today, the sounds of rough love making could be heard. Many of the club members took to using the space for their own fun and games throughout the week; oftentimes teasing slaves of their own or those for free use by the club.

Emily took a brief moment to question who she would imagine more surprised by what they might see when she entered the room: Cassandra or Ryan. 

---

 Cassandra gasped, an act that she was surprised to find was only half forced. Ever since Emily had commandeered her pets and punished her for being rightfully upset, she had gotten used to acting like the many dumb sluts that swarmed the club’s event room on weekends; however, she had never had to act like one for so long.

“M­-Mistress, would it be too much to ask to pleasure your cock? It looks in desperate need of service...”

The tall red­head in front of her was one of the newer members of the club, a girl both younger and naturally bustier than Cassandra had been initially; a fact Cassandra couldn’t help but notice. Having been one of the many women present for the girl’s initiation, it was far more humiliating for Cassandra to be on her knees pretending to be a submissive slut to her now.

“Awwww...is that why they have you all dolled up like this, slut? Couldn’t handle the monster between your legs so you wanted to get back to where you belong?”

For the past week Cassandra had been something between a laughing stock and a curiosity among the members of their club, getting passed around more often than some of the sissies. She was used to the treatment she received at this point.

“Yes, Mistress. I missed being on my knees so much...” The red­head’s cock was much like every cock in the club: obnoxiously large. Many of the initiation’s failures quickly adapted as they adjusted to their new lifestyle, but Cassandra didn’t have that luxury. Gripping the red­head’s cock through her skinny jeans, Cassandra teased it through the tight denim. Kissing and biting lightly at her dominant’s member, Cassandra did her best to hide her intent: getting her to climax, without resorting to getting face­fucked. This act had yet to go in Cassandra’s favor.

“Michelle! Is that a new slut? Where’d a sissy get a dick like that!”

The red­head, Michelle, grinned from ear to ear and grabbed Cassandra by the chin to turn her as well, “Old slut, free­use, and all dick­girl. Where you been, Lisa? This bitch has been getting pounded all week.”

A blonde, taller than Michelle, approached, “Cassandra?! Wow...you must have pissed off Emily something fierce. Hey Michelle, you mind if I put my bag down and take this one with you?”

Cassandra struggled to hold in her annoyed grumbling as the two small talked. Cassandra flinched as Lisa slapped and gripped her ass. With her head practically buried in Michelle’s crotch, her ass being fondled, and the perfect posture she maintained as she sat patiently on all fours, Cassandra was beginning to feel like more and more the bitch everyone kept calling her.

“So, I’m assuming you’ve got her face reserved? You don’t mind if I stuff her ass nice and tight do you?”

Michelle lowered her jeans slightly, her purple and blue striped panties peeking out from underneath the denim and the smell of precum began to fill Cassandra’s nostrils. She grimaced as her own nipples began to harden as her cock slipped free of her flimsy thong and lightly touched her stomach as it stiffened.

“Oh, I’d be delighted if you did. Looks like the little slut is too. Maybe we should cage her before she gets too excited?”

Cassandra felt herself hold her breath as more and more of Michelle’s panties revealed themselves. Soon she was face to face with an over footlong cock stretching the cotton fabric of the panties that barely contained them. In a voiceless answer, Cassandra was grabbed around the stomach and tossed onto one of many nearby beds; in an effort, she realized, for their comfort rather than her own.

“I’m too fucking horny Michelle. Let the little cunt have some fun, she’ll probably be punished more than enough later for something. Besides, look how hungry this bimbo is for my dick! Tell her!”

The sound of flesh on flesh was heard only moments before Lisa’s cock was pressed firmly against Cassandra’s spread asshole. Cassandra shivered despite herself, wanting to answer with the bare minimum and instead practically whimpered out a lust filled, “Yesssss M-­M­-Mistress!”

Lisa’s cock was big; Cassandra didn’t need to see it to know that. Even as just the tip pressed into her, she knew she’d have to start enjoying the pain of having her ass destroyed over and over again by her overzealous peers. Michelle still remained content stretching against the blue and purple stripes of her panties, taking her time enjoying the various expressions of pleasure washing over Cassandra’s face.

The sheets of the bed were silken and already slick with Cassandra’s sweat and precum. It took a great amount of effort to remain in a comfortable position as Lisa continued to slowly push her member further into Cassandra’s ass. Eventually, at the height of Cassandra’s gasping, just as it seemed her eyes would roll into the back of her head, and all thirteen inches of Lisa’s cock was snugly fit inside of Cassandra’s rear, Cassandra felt Lisa’s hips press against her ass.

“God she’s tight...Michelle quit teasing the bitch and let’s spitroast her; she looks ready doesn’t she?”

Cassandra was too preoccupied by the intense amount of pain and pleasure emanating from her lower region to wonder just how she must have looked to Michelle. Her cock already stood ready to ejaculate at a moment’s notice, a slightly embarrassing fact that Cassandra did her best to ignore.

For Michelle, nothing was more enjoyable than teasing a slut. There was no doubt in her mind that some part of Cassandra didn’t want what was about to happen, but she knew that part was slowly being taken over by the part that was waiting, willing, and erect on the bed before her. Slowly she placed her thumbs underneath the lace waistband of her panties and pulled them down ever so slowly, keeping a close watch on Cassandra’s expression; she looked like a bitch in heat. Michelle took pleasure in feeling her panties slide down her plump cheeks and finally freeing her cock as it bounced up and out.

Lisa too found herself enthralled watching Michelle. The girl had a habit of taking her time, making her a favorite among the other members for group sex acts; though she ate up time, Michelle certainly put on a show. Her panties around her knees, Michelle pulled herself back a bit much to Cassandra’s annoyance; using her cock like bait, she lured the humiliated dick­girl forward just enough for Lisa’s dick to begin to be pulled out of her. Taking Michelle’s hint, Lisa grabbed Cassandra about the waist and pulled her back in, eliciting a moan from Cassandra’s lips. Lisa continued to thrust in and out slowly at first, taking delight in seeing Cassandra’s legs shake from the pleasure.
With her body swaying from her increasingly quickening pounding from behind, Cassandra found difficulty in taking Michelle’s cock in her mouth.

“What’s the matter slut? Don’t you want it bad enough?” Cassandra nodded profusely, grunting her approval in between the wet sounds of her fucking, “Tell you what, you give it a proper kiss, and I’ll fix your little problem.”

Cassandra nearly fell forward as her entire body quaked. The feeling of Lisa’s cock dragging inside her almost too much to bear. She eyed the massive cock before her as it wagged from left to right, mocking her and her entire predicament. Cassandra hated how badly she wanted it.

Eventually, sloppily, Cassandra was able to plant her lips on the tip of Michelle’s eager cock. She barely had time to register in her brain that her mouth needed to be opened wider before Michelle had her long hair wrapped in her grip with her cock so far down her throat that Cassandra’s nose was pressed firmly up against Michelle’s taunt stomach.

“No more worries bimbo, we’ve got it from here.”

“Yeah, you just enjoy being useful for once in your life!”

---

The sounds of the club event room were the same as always: wet, primal, full of laughter. Emily moved quickly between many scenes and group acts with her eyes firmly set on one particular bed. She could see it, in the distance. It looked as if Cassandra had found herself some use as a fucktoy to two of the club’s newer girls: Lisa and Michelle. They had joined the club together and were tight, going so far as to promise willing obedience to the other should either of them have failed the initiation. Though it was not common for the club members to engage in acts with one another without a slave present, Emily would not be surprised if these two did it regularly.

Lana and Ryan followed behind Emily obediently, far more use to their past weeks of training than their entire lives’ worth of common sense. They were having more difficulty not wanting to offer themselves to the various women around them, than they were struggling with thoughts of escape.

Emily was looking forward to what would happen next, thrilled to see that, as she approached, Cassandra was too enthralled with her cock pleasuring to notice that Emily stood right within her vision.

“Lisa, Michelle would you girls be so kind as to step back for a moment, I have need of the fucktoy you two have pinned between you.”

“Yes headmistress!” They answered in unison. Emily was pleased to have so many members that understood the chain of command. Unlike the unfortunate dick­girl getting spitroasted before her, most of her members understood that they were dominant to all but their superiors. If she wanted to, Emily would need only snap her fingers and they would be on their knees before her; an act she would rarely ever ask of them, but one that needed to be made clear.

Ryan watched in awe as the two members standing tall above him, pulled their almost impossibly large cocks free of Cassandra with an audibly wet ‘pop’. Seeing the enormous cocks before him reminded him of his own tiny dick tucked between his legs. The subsequent humiliating thoughts filled him with lust.

“Enjoying yourself, slut? I was taking the girls here for a walk to their new home and I figured I’d stop by.”

Cassandra was slumped over on the bed, her ass and mouth both dripping body fluids. Her breaths were ragged and her face was red from equal parts exertion and anger. Handing off Ryan and Lana to Michelle, Emily flipped Cassandra onto her back with a heeled foot and snapped her fingers to Lisa, “Go get me a cock cage and riding crop for her. I’m beginning to believe she gets off on disrespecting me.”

Though their eyes never met and Cassandra remained silent, Emily knew better than to assume this meant obedience from the feisty girl, “Cockslut, sweetheart, show your mistress that pretty little clit of yours.”

As Ryan sat up on his knees, his feminine fingers lifted the hem of his tight plaid mini­skirt and pulled down the frilly panties underneath. In front of the girl he had crushed on, his ex girlfriend, and multiple other women, Ryan gladly revealed his miniscule penis. It barely reached two inches hard and was hairless; even though he had grown used to displaying it, the feelings of humiliation never left him, especially next to such well endowed women who had all satisfied his ex girlfriend in ways he never could.

Cassandra hissed in pain as she felt Emily pinch at the skin of her cock, in an attempt to turn her flaccid enough for the cage. She wanted to fight it, finding being caged a beyond embarrassing experience in this club, but decided that the consequences of her not complying would no doubt be worse on her. Cassandra could only look as high as Emily’s smirk as she felt the cage close around her cock, ensuring her continued obedience to the bombshell tyrant.

“Now that you’re nice and stretched out down there, all nice and comfy in your cage, and in your favorite position: on your back; you’re ready for what I have in store...Cockslut, how’d you like to pretend to be a man again?” Emily was the only one whose eyes didn’t widen at the question.
Ryan gurgled behind the ring gag, drool having already collected on both his chin and the cheap white fabric of the blouse he wore. Emily was truly pleased with the sissy Ryan had become. As he sat on his knees before her, she could feel herself becoming aroused at just looking at him. Ryan’s breasts practically popped out of the flimsy top he was wearing, the drool coating it turning it somewhat translucent and granting anyone the ability to see his swollen and perky nipples underneath. His plump lips looked so fuckable Emily found herself almost wanting to rescind her previous thought, and just exert her dominance through throat­fucking her sissy bimbo.

In addition to her sissy, Lana was also one of her favorite fucktoys; made all the better by her relationship, or lack of one, with Ryan. Despite all the hormones, lack of intelligence, and constant fucking Lana received, Emily would oftentimes see the bimbofied woman looking Ryan’s way whenever someone began to tease him. While Ryan was only allowed to be Ryan in such a way that he might still feel all the humiliation heaped upon him, Lana had been intended to be a brainless fucktoy; she had proved somewhat resiliant if left alone away from club members for too long. Cassandra had seen this, but had used Lana’s friendship and crush on her to keep her in line; Emily lacked this, but found herself growing all the more aroused at the thought of her more ‘awake’ pets. It was this clarity that Emily saw now in Lana’s eyes as she watched her ex-­boyfriend, now sissy, crawl with his frilly panties around his knees over to their once mutual friend.

Emily positioned Ryan just in front of Cassandra’s ass and pulled him up to stand. She found herself having to keep her hands from wandering too much as she aligned his hips. Even in her cage, Cassandra’s cock dwarfed Ryan’s pathetic member; an observation that everyone watching took notice of. Grabbing Cassandra’s legs, Emily practically laughed aloud as she placed them on Ryan’s shoulders. The ridiculous idea that Ryan would ever be caught in a position like this again almost being too much for her.

“You look so good like this Cassandra; this position really suits you. Now why don’t you beg your limp dicked sissy boyfriend to fuck you.”

Cassandra’s face was scarlet as she heard Emily’s newest command. Her lips quivered as she fought internally over what to do, but eventually she succumbed: “Pretty please, Cockslut, stick your itty bitty dick inside me.”

Leaning into Ryan, Emily nibbled on his ear as she slipped her hands underneath his blouse and began to fondle his sensitive nipples, “Doesn’t that just make you quiver, slut? Go ahead, give the bitch her treat.” Emily could see Lana from the corner of her eye as she helped guide Ryan’s little dick to the cusp of Cassandra’s asshole; even Emily knew not to leave a bitch in heat for so long, “Michelle, Lisa go use Cumdump for your entertainment, we’re a little busy here.”

“Yes headmistress.”

With everyone now seemingly occupied, Emily turned her eyes back to the events going on before her. Fully cupping Ryan’s massive breasts, Emily pressed her own tits against his back as she pressed her crotch into his ass. Looking over him, with Cassandra’s legs now going over her own shoulders as well, Emily pressed Ryan ever so slightly forward. Cassandra’s subsequent lip bite nearly put her over the edge. Freeing one hand from Ryan’s chest, Emily gripped Ryan’s shaft with her thumb and forefinger and circled Cassandra’s asshole with it; eliciting sharp intakes of breath from the helpless dickgirl before her with each full rotation. Helpless to his arousal in her grip, Ryan’s feminine moans began to pick up behind his gag, coming off as intelligible gibberish as drool continued to drip from his full pink lips and cum spurted from the tip of his ‘clit’. Emily was pleased with Cassandra’s involuntary quivers as Ryan’s load coated the bottom of her ass, “I wonder if the bitch can bark? Does she want her cock? Does she? Bark bitch. Bark for it.”

Using Emily’s shoulders, Cassandra pulled herself forward into Ryan’s cock with her legs in an attempt to circumvent the humiliation Emily heaped upon her; however, even when fully erect, Ryan’s penis could barely muster anything close to something hard enough to just push easily into. Cassandra would have to obey if she wanted even this pathetic amount of cock.

“W­-wuff, wuff...”

Emily felt herself go flush with arousal. There was nothing like seeing such a well endowed dickgirl being used like this, “You don’t think you’re a big bitch do you? Begging for this little sissy’s cock like you’ve been? Why don’t we try again? This time you’ll beg with a cute little lisp while Lisa pulls down my panties and lubes my cock with her mouth. Isn’t that right Lisa?”

Cassandra’s face burned even brighter red as Lisa untangled herself from the threeway occurring on the floor behind Emily, “Yes headmistress.”

“P-­pwease...”

Emily found herself biting her lip in anticipation as her panties were tugged down to her ankles. She stuck her ass out to give more room between her cock and Ryan’s ass, and found herself fighting a moan as the head of her cock was taken past a pair of plump lips.

“P-wease headmistwess...”

The lips around Emily’s cock soon reached the base of her shaft, retreating with a wet pop before repeating the action faster and faster again. Emily could feel her legs shaking atop her heels as she massaged Ryan’s breast and continued to tease Cassandra’s asshole.

“Can I pwetty pwease have my cock fwee?”

This brought a pause to Emily’s fingers, as she looked down at Cassandra’s clearly engorged cock in its cage, “And why should I let you cum?”

Keeping her eyes downcast, Cassandra continued to lisp out her reply, “‘Cause I wike what’s happening and I want to humiwiate myself for you headmistwess...” Emily was too horny to really think, and instead removed her other hand from Ryan’s boobs to grip Lisa by the hair, “The key is on the table on my keyring, slut, free Cassandra and start eating out my ass.” Only it was Lana who crawled from Emily’s feet to the table nearby. Emily cursed under her breath as she turned back to see Michelle with her eyes nearly crossed as Lisa rammed her from behind. She should have known they’d be too busy fondling themselves to be bothered to serve properly.

Even with her restraints, Lana managed to eventually make it to Cassandra’s side and free her cock. Emily watched it lighten in color as the blood in it flowed freely as it stiffened to its over a foot length. Looking down at the plump ass of her sissy, Emily watched her own cock in ecstasy as she pulled back then pressed the tip firmly into him. Every inch she moved further in was absolute pleasure, causing her to lose her grip slightly on Ryan as she struggled to keep balance on her high heels. She could hear more moans coming from Ryan as she pressed herself further forward; more ejaculate began to drip down to his and Emily’s feet coating his panties as his own legs shook with hers.

As much as her purposeful denial of Ryan’s orgasms had caused pent up energy for the sissy, so too had it left Emily almost completely helpless to her sexual whims now that she was inside of him. With each involuntary spasm of pleasure from Ryan, Emily felt it coursing through her own body. Somehow, Ryan ended up falling forward and found himself bent over the bed. Not caring where Cassandra or Lana had gone, or that the the dickgirls behind her had grown quiet in their lust, Emily followed Ryan and began to fuck him in earnest as his gurgled in delight laying in his own semen.

“When I’m done with you...we’ll have some more fun with Cassandra...how’d you like to collar her? A slave owning a slave...I bet she’d love that...oh god...I’m so close...I­-” Emily’s words caught in her throat just as the o-­ring gag wrapped in place.

Too shocked to do much else than pause mid thrust, Emily found herself being pulled off of Ryan and gripped by her hair as she was dragged onto the bed. Weak and stupid from her lust, Emily could do little to ward off her attacker as they secured her to the bed posts from behind.

“Aaaaallllppppp! Asss appannn?”

It wasn’t until Cassandra reentered her vision leading an unrestrained, but still collared, Lana that Emily began to put together the pieces.

“Some of the girls were beginning to think you were acting a little immature and horny for a woman supposedly in charge of a place like this,” Cassandra leaned over her, and Emily hated herself for wanting to rub her face in her perky tits, “I’ll give you a chance. Poor, spent Cockslut’s going to pretend to fuck you and if you cum...you’ll become not only the club’s plaything, but freeuse for slaves too. If you can last it out, then I’ll let give you the best orgasm of your life and become your utterly helpless and docile plaything. Sound good?”

“Uuuuugaaaa,” Emily could already feel herself beginning to drool. Michelle and Lisa had put a hold on their love making to watch as had the majority of the other club members and slaves in the event room. They could just look at Emily’s hardened nipples and willingly spread legs, to know just how fucked she was.

Cassandra took pleasure in stimulating Ryan for the show. She took her time stripping and pleasing the willing sissy much to Emily’s chagrin. Emily’s cock bounced up and down against her stomach and Ryan’s shirt was ripped free of his body, his obnoxiously large tits jiggling with each movement on his or Cassandra’s part.

“Tell me, sissy, how does this cock feel inside you?”

Emily watched as Ryan’s eyes widened, the eyeliner on his face beginning to run as his eyes grew wet, “Uhhhhhhh”.

“Does it feel better than hers?” Cassandra thrusted again and Ryan fell forward atop Emily, nodding furiously as his ass was torn open by the massive cock thrusting into him. Emily bit her lip as Cassandra positioned the sissy between them, the drool on her tits from Ryan becoming increasingly problematic to her rising libido in addition to his tiny cock trying to find her asshole.

“You like being a little sissy fucktoy, don’t you? Such a good little bitch. Don’t worry sweetie, you were never a man.”

Emily’s body worked against her as Ryan’s cock managed to press ever so slightly inside her only moments before he gasped and shot his load in her ass. She could feel her back arch in time to his orgasm, she could feel the pleasure emanating from her cock and nipples, and she could hear the distinct sound of her own moans being practically screamed from around the humiliating gag she had been fitted with. Worst of all, she could hear the laughter of the woman and even the slaves around her as her as Ryan’s face and her tits became covered in her own semen. She had lost Cassandra’s challenge, and with it her freedom.

As Ryan’s cock slipped out, Cassandra’s replaced it. Emily resigned herself to the further humiliation and did not struggle as her head was pulled back with a yank to her hair and her mouth was stuffed with a nearby cock. She could hear the ridicule as a collar was fitted securely around her throat and she found herself far more aroused than she had ever been as Cassandra fucked her silly.
“This is how you fuck a dumb slut, sissy. Go pleasure someone with Cumdump while I finish breaking in this bitch...”

---

“You’ve been such a naughty girl Emily. What ever am I to do with you?” Cassandra stood with her hands on her hips, braless and wearing a tight fitting bright red mini­skirt and black crop top. As it came to no surprise to any of the senior members of the club, Cassandra had gone much the way of Emily and the woman before her over the course of the past few days. Hormones, lust, power all of it went to their heads and pushed out everything else. While Cassandra refrained from committing certain sex acts for fear of appearing weak, she had become little more than a glorified bimbo much like the woman before her.

Emily was restrained before her, on her knees with her legs spread and doing her best to remain still on the 5­inch heels she had been forced to wear; one of the few things she had been allowed to wear. Her cock stood erect and dripping with precum as she was almost always on the verge of orgasming. She was chained to the wall via the collar around her neck and gagged as she almost always was. Like Cumdump and Cockslut, who were leashed and on their knees on either side of Cassandra, Emily was one of many of Cassandra’s ‘trophies’ that she fucked regularly.

Unlike the club leaders before her, Cassandra had also taken to inviting many of the well endowed male slaves into her chambers. She claimed to be using them exclusively to humiliate her pets, but many knew that she herself partook in their cocks many times. Even now, she eyed those men in her chambers now. The one to her left throat­fucking Ryan, while the one to her right had taken Lana over to the bed for his own use.

Ryan had only just started pleasuring the cock before him, feeling his mind torn between feeding his urge to pleasure cock and feeling utterly humiliated by having real men pleasure not only his ex­-girlfriend, but himself. The shame he felt only further fueled his arousal, and soon his little nub of a cock found its way out of his hot pink g­string and was on display for the man gripping his long blonde hair.

“Slave, take Cockslut to the bed. Your fellow cock has almost finished with the bimbo and the sissy has special needs to be fulfilled.” The man in charge of him pulled Ryan to his feet and took the leash from Cassandra. Ryan giggled stupidly as his ass was slapped and he was pushed forward to his waiting ex-­girlfriend.

Lana was on her back as she almost always was, the look of satisfaction on her face was plain and the man that had fucked her stood back with a used condom still hanging from his half-­erect penis.

“Put the condom on and fuck me Cockslut...if you can even get that little thing excited near a pussy anymore that is...” Ryan found himself thankful for the hard cock pressed against his back, at least now he could actually keep it up while he did as commanded.

Getting back down to his knees, Ryan removed the condom from nine inch long cock before him with his lips and spat it into his hand before cleaning the cock with his mouth. After standing, Ryan held the condom around his cock, having to pinch it just to hold it in place as he bent over and spread his legs for the man behind him. As the cock pushed its way deep into his ass, Ryan found himself unable to hold his tongue as he moaned aloud. Once the dick was snug inside him, Ryan looked down at his own pathetic cock trying its best to fill out the comparatively massive condom around it and then asked permission, “May this little sissy still her cock inside you?”

Although a slave herself, Lana had been fortunate enough to receive special treatment from Cassandra and was now officially one rung higher on the ladder than Ryan; meaning that Ryan had one more person to be utterly obedient too.

“You can certainly try. Let’s hope that real man behind you can actually keep that nub of yours up long enough.”

Ryan felt his face turn red in embarrassment, an act that was lost on Lana as Ryan hardly looked anything like his old self anymore. With his overly feminized features, thick ass, massive tits, and puny cock, Ryan looked more like a girl with an unfortunately large clit. To Lana, allowing Ryan to fuck her like this was purely because she had been commanded to; if she had her way, Ryan would sit in the corner and beg to lick the cum from their bodies after. Seeing that condom around his dick was comical to her and that made it somewhat bearable.

Crawling onto the bed, Ryan pushed his cock as far as it would go inside of Lana’s pussy. For a moment he just sat there, allowing the thrusting of the man behind him to do his work for him; both arousing him and stimulating Lana’s clit with the gyration. Lana just wished the man fucking Ryan would pull out and pleasure her; Ryan would no doubt whimper and cum as always from just being so close to another cock.

“Are you in yet? Maybe you should ask for some poi-­”

Lana didn’t get a chance to finish her humiliating sentence to Ryan. Gripped from behind fiercely by the hair, the cock that was previously pleasuring her pussy was now ramming itself down her throat. Ryan found himself embarrassingly jealous of Lana and humiliated as his own partner picked up speed inside him. Lana’s body finally began to respond to his movements, only Ryan’s movements weren’t his own, and he had already gotten close to orgasm from watching the cock in front of her.

Even with his cock as far as he could get it inside her, Ryan wasn’t fucking her at all. Ryan was just getting fucked on top of her while she sucked off some slave. As degrading as all this was, Ryan knew he preferred this to whatever they had before.

“Th-­thank you sir!”

Lana mustered as much as a laugh as she could around the cock fucking her throat. She knew from Ryan’s convulsing, whimpering, and the phrase that Cassandra had trained him to say, that Ryan had just came into the condom; however, they weren’t nearly finished. With Ryan’s cock spent, Lana wrapped her legs around his frame and pulled him further on top of her. Taking the hint, the cock in Ryan’s ass, quickly pulled out and pushed itself into Lana’s leaving the girl moaning. Ryan’s hole was left dripping with precum and despite the humiliation of merely lying between two people fucking, his nipples still stood firmly erect.

From the corner of his eye, Ryan could see that Cassandra had freed Emily and was fucking her ass wholeheartedly from behind; the two looking absolutely enthralled by one another. Underneath him, Lana began to quiver; the first of many orgasms for her in the span of seconds as cum began to spurt out from the sides of her mouth. Ryan could feel the dampness of semen on his thighs as well.

Across the room, Cassandra grew more vocal with each thrust and soon the room was filled with the sounds of lustful moans. It was a sound Ryan would get used to, much like his new body and his new position in life; although leadership of the club may change, and Ryan may be passed around like a prize from one cock to the next, he would never stray too far from the floor.