His Crush is a Cruel Girl (Patreon)

Ryder lifted the red cup to his lips, took a long, slow sip and used the opportunity to surreptitiously stare at Riley, the vivacious redheaded goddess he’d spent years crushing on. Her presence at the party was a thrilling surprise, though it meant that Ryder wasn’t doing much in the way of socializing. Instead, he largely did his best to find different ways to stare at the girl he’d never found the courage to approach.

“Dude, just say something,” Dave, Ryder’s friend, said as he sidled up next to him.

The sudden interjection caught Ryder off guard and he spilled a healthy amount of beer down his shirt as he tilted his cup just a little too far forward.

Dave laughed uproariously and added, “I’m pretty sure Riley’s not into dudes that can’t put down a drink without making mess.”

Ryder looked down to see a long wet streak on the front of his shirt. Some of it had even leaked onto his jeans. He’d made quite a mess.

“Look at that,” Dave said. “She’s finally looking your way.”

Ryder looked up to see Riley looking at him with a smile on her face. It wasn’t quite how he imagined it. She wasn’t offering a flirty smile, after all. She was laughing at the fact that he’d spilled half a beer down his shirt and pants.

“Damn it,” Ryder said. “Where’s the bathroom?”

Dave pointed across the room and said, “Down the hallway. Last door on the left. The laundry room is across the hall from the bathroom if you want to give your shirt a quick dry. Though you’ll still look like you pissed your pants, so, you know, there’s that.”

“Thanks for the words of confidence,” Ryder said.

Dave laughed and slapped him on the back before Ryder made his way through the crowd and down the hallway. He gently pushed the bathroom door open – he didn’t want to surprise anyone that might have forgotten to lock it – and stepped inside.

Ryder looked at himself in the mirror and saw just how ridiculous he looked. He had a thick wet streak down the middle of his shirt and the front of his pants. He looked like he’d drooled all over himself. He unbuttoned his shirt and took it off in the hopes of using the dryer Dave mentioned.

Ryder turned on the faucet to try and wash away the beer smell before he dried his shirt. A knock on the door caught him off guard and Ryder smacked his hand on the faucet and sprayed water all over his shirt and pants. “Sorry, occupied,” he said.

“Ryder?” a soft, feminine voice said from the other side of the door.

“Um, yeah. Can I help you?” he asked.

“You could open the door.”

Ryder knew there were other bathrooms in the house and he couldn’t imagine why someone needed to get into the one he was using so badly, but it didn’t seem like she was going to go away and he still had pants and a t-shirt on so Ryder turned the faucet off and opened the door.

“Hey,” Riley said.

Ryder couldn’t quite find the right words to greet the girl he’s spent years pining for.

“Is it okay if I come in?” Riley asked, though she didn’t give him a chance to answer. Instead, she stepped into the bathroom and closed the door.

Riley stepped towards him and Ryder realized it was the closest he’d ever stood to the girl of his dreams.

“You made quite the mess there,” she said with a smile. “I’m sorry if it seemed like I was laughing. I kind of couldn’t help it, you know?”

“Sure,” Ryder said. “That’s okay.”

“So, are you in here trying to get cleaned up, or are you doing something else?” Riley asked.

“Something else?” Ryder asked.

Riley flashed her bright smile and said, “I know you like me, Ryder. I’ve seen the way you look at me. I saw the way you were looking at me tonight. I thought maybe you used the mess you made as an excuse to come to the bathroom and…well, you know.”

She glanced at his crotch and it dawned on Ryder that she was implying he might have come to the bathroom to jerk off to thoughts of her.

“Oh…no, that’s not…no, that’s not what I was doing,” he said.

Riley stepped closer and Ryder instinctively backed away as he felt a distinctly predatory vibe emanating from the girl he’d spent so much time dreaming about.

“Ryder and Riley,” she said. “That has a nice ring to it, doesn’t it?”

“I…I guess,” he replied.

“You do have a crush on me, don’t you Ryder?” Riley asked as she took another step towards him.

Ryder backed up against the wall. The bathroom was too small for him to go anywhere else. “I…I don’t know…I mean…I’m not sure I’d say it was a crush.”

“You know, you’re cuter than I ever gave you credit for,” Riley said as she reached out.

Her fingers stopped just short of Ryder’s arm as he looked down. Part of him hoped he’d get to feel her skin against his. Part of him hoped she’d step aside so he could run out of the room and be done with it. Riley hadn’t been quite so assertive in the fantasies he’d conjured about her.

Riley took a half step closer and ran her fingers up Ryder’s arm. A shiver of pleasure rushed through his body and his knees nearly buckled.

She leaned closer and said, “Do you have a crush on me, Ryder?”

He held her gaze for a few moments before nodding and looking away.

Riley reached up, took Ryder’s chin in her fingers, and pulled his eyes back to hers. She took another half step closer and leaned in. Ryder’s pulse raced as he was certain Riley was going to kiss him.

“I just broke up with my boyfriend,” she said.

Riley tilted her head and leaned closer. Her lips parted and Ryder closed his eyes as he waited for her to kiss him.

Her lips brushed against his cheek as Riley stepped closer and gently pressed her body against his. She gently bit his earlobe and Ryder winced.

“Do you want to be my boyfriend, Ryder?” Riley asked.

Goose bumps raced down Ryder’s arms as he felt Riley’s breath against his neck. “Yes,” he said.

Riley stepped back and leaned against the marble counter. She crossed her arms and smiled. “Of course you do,” she said. “Every guy at this part wants to be my boyfriend. Four guys have already asked me out. I turned them all down. Do you know why?”

Ryder shook his head. “No, I don’t.”

Riley stepped closer again and smiled. “I turned them down because I’ve been waiting for you to ask me out, Ryder. I turned them down because I want you as much as you want me.”

Ryder studied her face for a few moments and asked, “Really?”

Riley smiled and nodded as she leaned in and tilted her head once more. This time she wasn’t teasing, though. This time she kissed him. This time her impossibly soft lips pressed against his. This time her lips parted and she offered just a little hint of her tongue.

It was a moment of pure, wondrous bliss for Ryder. The rest of the world disappeared as he was swallowed into a vortex of joy and more than a little arousal.

“That was incredible,” he said as Riley stepped back.

She glanced between his legs at the bulge in his pants, looked up at Ryder, and said, “You know what would turn me on?”

“What?” Ryder asked.

“If you got on your knees,” she replied. “It turns me on to see a man on his knees.”

Ryder stared at the beautiful redhead as the low beat of the party’s music seeped under the bathroom door. She held his gaze and he tried his best to ascertain if she was serious or trying to put together some sort of prank.

With the arousal generated by her kiss still coursing through his body, Ryder ultimately chose to sink to his knees. If Riley was being honest and she was turned on by a man on his knees then that was the only place Ryder wanted to be.

He looked up and saw Riley smiling at him. She reached down and slowly pulled up the bottom of her dress, revealing her creamy, smooth thighs and coming tantalizingly close to showing him the space between her legs.

“Unzip your pants, Ryder,” she said.

Ryder looked up at her and again studied her face. Riley looked a little bit aroused, like she was genuinely eager for him to unzip his pants. It felt risky to do it – it seemed to him that there were so many ways something like that could go wrong – but Ryder did it anyway.

Riley rewarded him by lifting the bottom of her dress a little more, revealing a pair of white lace panties in the process. Suddenly it all seemed worth it. He was staring at her panties. He was looking between the legs of the most beautiful girl he’d ever seen and he was one thin layer of fabric away from looking at her pussy.

“I like sex,” she said.

“What?” Ryder asked.

Riley smiled. “Sometimes guys think that girls don’t like sex. They think we use it as some kind of weapon, or a way to get free dinners or flowers or whatever. I like sex, though. I like to get fucked. I like the way a big cock feels inside me. I like it when a man moves between my legs and slides into my pussy. I like it when he fucks me well enough to give me the kind of orgasm that makes me tingle from head to toe.”

Ryder was speechless and painfully erect. In all his fantasies about Riley he’d never really imagined her as the kind of girl that would talk about sex that way.

“Are you the kind of man that could fuck me that way, Ryder?” Riley asked.

“I don’t know,” he said.

“Take your cock out,” Riley demanded.

For a few moments Ryder’s brain seemed to short circuit. He couldn’t speak. He couldn’t move. He couldn’t even hear the music anymore. It was just the sound of his heart pounding wildly.

“Do it,” she said.

Ryder reached into his fly. His fingers found his cock. He hesitated for a moment and then pulled it out.

Riley laughed. She dropped her dress and Ryder’s view of her panties disappeared. He looked up to see her staring down at his cock. She was still laughing.

“Stop,” he said. “Please.”

The laughter stop and a scowl replaced the bright smile that Riley had worn. She bent over and her blue eyes were alive with what seemed to be genuine anger. Then it all washed away. She smiled at him. The kindness returned to her eyes. Riley reached up to caress his face and Ryder felt his cock throb as the softness of her touch turned to arousal as the sensation moved through his body.

“Tell me, Ryder. If I went back out to the party and told everyone that you trapped me in the bathroom and took out your cock, do you think they’d believe me?” Riley asked.

“What?” he said.

“If I told them that you locked the door and made me watch as you masturbated like some kind of deviant, would they believe me?” she asked.

Ryder moved to put his cock back into his pants and Riley slapped him across the face with such force that he fell over. He caught himself on the edge of the bathtub and reached up to try and soothe the exceptional pain that radiated from the source of the slap.

“Did I say you could put your cock away?” Riley asked.

Ryder said nothing as he stared at the bathroom floor.

“Answer me or I will slap you again,” she said.

“No, you didn’t,” Ryder replied.

“No, I didn’t. Now quit acting like a baby and answer my fucking question,” she demanded.

Ryder sat up on his knees once more and put his hands at his sides. “Yes, I think they’d believe you,” he said. Of course they’d believe her. If the choice was between the beautiful, popular girl and the guy who was decidedly less popular when they’d all gone to school together, of course they would believe her.

“Hold your hand up,” Riley ordered.

Ryder held his hand up and Riley leaned over and spit in it.

“Wrap your fingers around your cock,” she said.

Ryder looked at the spit in his hand and then up at the beautiful redhead. Even in this decidedly cruel state she was still impossibly good-looking.

He waited too long to do as she was told, though. Riley delivered another slap, this one with a little less force.

“You’re not getting it,” she said. “The moment you walked into this party and directed your disgusting, pervy stare at me I decided I was going to teach you a lesson. That’s happening either way. I can leave this room and tell a story about your pervy desire to make me watch you masturbate, or you can do as you’re told and what happens in this room doesn’t have to leave this room. It’s your choice, but you better make it quickly because I’m getting tired of your inability to do as you’re told.”

Riley was not, in any way, shape, or form, the girl Ryder thought she was. She was the not the fantasy he’d created in his head. She was, however, in control, and Ryder believed that she would use that sense of control to do whatever the hell she desired. He gave in and wrapped his fingers around his cock.

Riley smiled and said, “Look at your cock. Do you see how your fingers wrap all the way around it with ease? Do you see how the head barely pokes out when you’ve got your fingers around it?”

Ryder nodded.

“That means you have a small cock. It means you have a sad, pathetic, small little dick that couldn’t fuck me – or any other woman, for that matter – to a satisfying orgasm. It’s thin and it’s short and it’s sad. If you surprised me by having a big cock there was a chance I would have let you fuck me right here on the bathroom counter, but that thing is pathetic and it’s not coming anywhere near me,” she explained. “Oh, and just in case your delusional little mind hasn’t gotten the message yet, I was not waiting for you to ask me out. I would never, ever date you, Ryder. I said no to all those other guys because I can do better than them, just like I can do better than you.”

Ryder felt some of the life draining from his cock as Riley offered her torrent of insults.

“I am going to get what I need, though,” she said. “Now jerk off for me.”

“What?” Ryder said. He regretted it, but it was like he didn’t have control. He was so surprised by her command that the words just spilled out.

Riley raised her hand like she was going to slap him again and Ryder flinched. He closed his eyes and turned his head. Her laughter filled the bathroom.

“Jerk off for me. Right now,” she said. “Stroke your small dick. Stroke it with my spit as lube.”

Ryder stroked his cock as commanded and Riley laughed at him.

“Open your mouth and stick out your tongue,” she demanded.

Ryder did as he was told and Riley bent over. He thought she was going to spit in his mouth, but instead she wrapped her lips around his tongue and sucked on it. She took as much of it as she could into her mouth and sucked hard enough for it to hurt a little, like she was trying to pull his tongue from his mouth.

“You’re a fucking loser,” Riley said after releasing his tongue from her grasp.”You’re on your knees jerking off your little dick like a fucking loser.”

Ryder felt an unsurprising surge of pleasure between his legs. The situation was strange, but he was still masturbating and there was no denying it felt good.

“Do you dream of my pussy, loser?” she asked.

Ryder nodded.

“Do you dream of fucking it? Do you dream of sticking your sad little dick in my pussy and fucking it until you cum?” she asked.

Ryder nodded and stroked a little faster. He’d had those dreams. He’d had countless dreams of that variety.

“Do you want to see my pussy?”

“Yes,” he answered.

Riley spit in his mouth with such force that it caught Ryder off guard. His head snapped back and he banged it against the wall, setting off another round of laughter.

“Swallow,” she said.

Ryder swallowed her spit and she laughed once more.

Riley stood, spun around, and bent over the bathroom counter. She lifted the bottom of her dress and he stared at her beautiful, milky white ass with the thong running down the crack. He felt a surge of pleasure between his legs as his cock swelled.

“I’ll bet you’re the kind of loser that likes to kiss a girl’s ass, aren’t you?” she asked.

Ryder nodded. He’d never really thought about it before, but the idea sounded quite pleasing.

“Do it,” she said. “Kiss my ass. Be a good little loser boy and kiss my ass as you stroke that pathetic cock of yours.”

Ryder crawled closer and pressed his lips against the warm, soft, pale skin of Riley’s ass.

She surprised him by reaching back, grabbing a tight handful of his hair, and pulling his nose between her ass cheeks. She smothered him with her flesh and laughed once more.

“Fucking loser,” she said after releasing her grasp.

Ryder sat back and looked at her ass and then up at Riley. She looked down at him over her shoulder with pure disdain in her eyes.

“Get on your back,” she demanded. “On the floor. Now.”

Riley spun around as Ryder moved to his back on the cold tile of the bathroom floor. She unzipped her dress, stepped out of it, and carefully hung it from one of the hooks on the back of the door.

“Don’t bother with the fantasy, loser,” Riley said. “I’m not going to sit on your cock. I wasn’t kidding. That dick of yours isn’t remotely worthy of being inside me. I’d barely feel it if I sat on you. I’d be doing it strictly for your benefit, and I think we both know you’re not worthy of that kind of pleasure from me.”

Ryder was a little embarrassed that she’d seemingly read his mind. The first thing he’d thought when she unzipped her dress was that he was about to get lucky.

“No,” Riley said as she stood over his body and stepped forward until her pussy rested three feet above his face. “I have other plans.”

She pulled aside her panties and Ryder stared up at the most beautiful pussy he’d ever seen. Her lips were bright pink and they looked wondrously puffy. Short red hair surrounded her loins and all Ryder could think about was how joyful it would be if she did sit on his cock.

“You’re pathetic,” Riley said as she lowered her pussy until it was hovering just above his face. “You can be useful, though. Now open your mouth and stick out your tongue.”

Ryder opened his mouth and stuck out his tongue as he dreamed of tasting Riley’s pussy. Surely she was going to let him lick her clit and make her cum.

“I’m going to sit on your mouth now,” she said. “If your tongue moves without permission I will slap you silly. Do you understand?”

Ryder nodded and a moment later Riley sat on his face. Her pussy lips spread open around his mouth and his tongue disappeared inside her. Just like that he was tasting the most beautiful girl he’d ever seen. Her warmth and wetness enveloped his tongue and he stroked his impossibly hard cock faster.

“Keep your mouth open,” Riley said with a smile. “I’m going to show you what I think of you.”

Ryder felt a hot, salty liquid flow from Riley’s pussy into his mouth. It took a few moments to realize she was pissing. He reacted before he could think. He thrashed beneath her, but Riley refused to relent. She grabbed two handfuls of hair and pressed down as the flow continued. Piss poured out of Ryder’s mouth and down his cheeks. He felt it pooling beneath his head and soaking his hair.

Riley wore a wild look on her face as she emptied her bladder on Ryder. When the flow stopped she began to move her pussy over his lips and tongue. He thought she was using him like toilet paper, but a quiet moan escaped her lips.

“You’re disgusting,” Riley said as she closed her eyes and continued to ride his face. “You’re a disgusting little pig. You’re a disgusting little piss pig. You filthy, piss-soaked piece of shit.”

Ryder saw that he was nothing more than a toy for Riley. Her eyes were closed and the dirty talk was unquestionably for her pleasure as she let out a series of lusty moans between each round of verbal degradation.

“You’re fucking filthy,” she said as her thighs began to tremble. She tightened her grip on his hair and moved her pussy swiftly over his face. “You’re a filthy little pig that’s going to make me cum.”

Riley leaned forward, lifted her pussy from his lips, and climaxed as she turned Ryder’s head and pressed it into the floor, smearing his cheeks in her warm piss in the process.

When she was finished Riley stood up, wiped the bottom of her shoes on his shirt, adjusted her panties, and put her dress on.

“You’re welcome to finish jerking off if you’d like, but I won’t be sticking around for that,” she said before turning to check herself in the mirror. “I might want to do this again sometime. I’ll let you know.”

She walked out and Ryder stared at the ceiling. He released his cock and reached up to wipe some of the piss and pussy juices off his face. He hesitated for a moment and then wrapped his fingers around his cock once more.

Ryder closed his eyes and masturbated furiously. Not long after his body shook with pleasure and his cum spurted into the air. It felt humiliating to cum after the ordeal Riley had put him through, but all Ryder could think about was how badly he wanted to do it again. He wasn’t sure why, but he wanted more of the cruelty she’d just doled out.