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G'day! Update number 3! Standard disclaimer: I would suggest not reading this, as it  will most likely be improved on later edits. This one is extra rough! I wanted to get it out now to see what those of you who do read it thought of the direction. So, if you do read it and want to provide feedback, that would be greatly appreciated!

Chapter 5 word count: 11429


Emily awoke feeling excited, but not quite remembering why. Eventually she remembered what she’d done yesterday, remembered the video she had sent Bill. She was off the pill! She’d had her period like a week ago, so she was already getting into her most fertile period! And it only took a few days of being off the pill before its effects would be almost completely gone, before her womb would be completely unprotected. She wondered when she should organise her next date with Bill.

She’d get to feel him raw inside her again! She couldn’t believe that she had only lasted one night before agreeing to let him fuck her without a condom again. And she’d agreed because he’d convinced her to go off the pill, so that she’d be more motivated to get him to pull out! She was already getting horny again at the thought of the risk, imagining herself riding him right up until the last moment before jumping off and letting him coat her body in his cum. She would be able to get off him, right?

Emily rolled out of bed and crept out of the bedroom, too excited to be able to fall back asleep, as Tom remained sleeping blissfully on his side of the bed.

Tom slowly awoke, sunlight flooding the room and crashing into his eyes, burning the last wisps of whatever dreams he’d had away. He blinked and stretched out, letting out a grunt of contentment as felt pulled his muscles taught. He sat up and noticed his dick was rock solid, a remnant of his forgotten dreams. He wondered what he might have been dreaming about, then everything that had happened the night before came flooding back to him. Emily had gone out to that seedy bar with Bill! Then it had been several more hours before she got home, legs scratched up, makeup completely ruined, hair a mess and a handprint across her cheek.

He felt his cock twitch and groaned. What was wrong with him to get so turned on by his sweet girlfriend's descent into more and more debased behaviour with another man. And not just any man, an ugly old man with a loathsome personality who had basically served her up to his rapist buddy. Although, it seemed like Emily had been more of a willing participant in that than he had previously thought. His cock once again lurched at that thought, that his girlfriend had been leading on a man she thought might try and take her forcefully. What the hell had he brought out in her?

Had he pushed her too far? He wasn’t going to lose her to this, was he? He pictured her leaving him for Bill, to become his personal, full time sex slave, taking his obscene cock every day, doting on his every need when she wasn’t getting fucked. His heart ached imagining the scenario, yet his cock throbbed almost painfully at the same time.

He got up and headed to the kitchen to see if Emily had cooked up anything for breakfast. He found her sitting at the table, dressed in one of her skimpy workout outfits, eating some toast as she worked on her laptop.

“Hey sleepy head,” she said cheerily. “Sorry, didn’t cook any brekkie ‘cause I didn’t know when you’d be up. You’ll have to help yourself to some toast or cereal or something.”

Tom just grunted in response, seeing her shown off in her incredibly brief clothes, and knowing who would have got to see her, not doing anything to help his arousal, or his worried mind. As he set about readying himself a bowl of cereal, his brain continued to think about various scenarios involving Emily and Bill, wondering what their next date might entail. How would they raise the bar from last night? Would they go out to some place more popular with a younger crowd? His stomach lurched at the thought of them running into a mutual friend of him and Emily, yet so did his cock, pressing against the rough material of his pants. He let out a quiet groan, feeling like he was already on the verge of cumming.

He shook his head and poured the cereal into his bowl. He wondered how long it would be before Emily and Bill’s next date. He was fairly certain it wouldn't be tonight, yet he really wanted it to be. Just then he had an idea. Maybe he could give them too good an opportunity to pass up.

He sat down at the table and pulled out his phone as he absentmindedly spooned the cereal into his mouth. “Oh, looks like the new Christopher Nolan movie is on today at five, I might go watch that. You weren’t too interested in that one, right?”

Emily looked up at him, her eyes wide. “Oh, umm, no, I think I’ll stay home, if that’s all good?”

Tom had to hold back a grin at Emily’s response, knowing what she was thinking. His heart thumped with a sick excitement. “Yeah, that’s totally fine, I know it’s not your kind of movie.”

Tom went back to scrolling through his phone as he ate his cereal, surreptitiously watching Emily as he did. After only about a minute, out of the corner of his eye he saw her look over at him, before grabbing her phone and sending off a text. His heart beat thudded louder in his ears, every pulse making his cock jump, the painfully sensitive head rubbing against his pants.

After breakfast, Emily got up and had a shower, changing into a casual but still incredibly sexy outfit of a denim miniskirt and a small, cream coloured crop top.

Tom spent the rest of the day trying to concentrate on uni work, but couldn’t help but keep looking over at Emily whenever she was texting someone on her phone. Several times throughout the day he was pretty sure he saw her take her phone into the bathroom, and he could only imagine that it was to send some sexy pictures to Bill. Tom realised that Emily had never sent him a sexy photo, let alone a nude, and he guessed she must have sent Bill quite a few by now. The only naked pictures he had of Emily were the ones that Asha had sent him, and the videos he had taken or the security cameras had captured of Bill and Emily’s first few encounters. That meant the only pictures he had of Emily naked all included Bill!

He also took the opportunity when Emily was busy to check the security cameras set up around the apartment were all still working and had a good view.

Finally the supposed start time of the movie was drawing near. Tom got up and had a shower and got dressed into some casual clothes.

“Good bye sweety!” he said, ducking his head into the loungeroom. Emily seemed to jump when she heard him, before turning to face him, her face slightly flushed, one hand holding her phone and the other clutching the bottom of her top. The rest of her body was hidden by the couch.

“See ya, enjoy the movie!” she said sweetly.

“Will do! Catch ya!” Tom said, heading for the door.

“Actually, wait a second! Umm, would you mind just, umm…” Emily suddenly called from the loungeroom before trailing off.

“Yeah?”

“Umm, oh sorry, uuummmm,” Emily continued, appearing out of the loungeroom, tugging her skirt down her thighs. “Oh! Can you please grab the sandwich toaster down from on top of the fridge before you head out?”

“Oh, yeah, sure,” Tom walked over to the fridge and stood on tiptoes to grab the toaster before setting it down on the bench. He turned back around again to find Emily facing away from him, once again tugging down her skirt. “Umm, there you go…”

“Oh, thanks!” Emily said, quickly jerking her hand up to adjust her top before turning around to face Tom again, her other hand still holding her phone.

Tom looked at her with a confused look on his face. She leant back against the kitchen table, her face still slightly red. “Well… bye!” she said.

“Uh, yeah, bye,” Tom mumbled before making his way out the door. He was still trying to work out what had just happened as he climbed into the car and started it up. Why had she been acting weird? Why had she been constantly adjusting her clothes? Suddenly it hit him. She must have just snapped a quick selfie of her flashing the camera to send to Bill, with Tom standing oblivious in the background! He groaned and his face turned red at the thought of the humiliating image being sent to Bill. His own girlfriend, posing naked with her loving boyfriend completely unaware in the background. He could imagine the cheeky grin on her face, looking so innocent yet so devious at the same time.

He wondered if Bill ever forwarded any of the pictures to his friends, his dick jumping and face burning at the thought of them all seeing that picture as well. They’d all see an incredibly cute girl flashing right behind her boyfriend’s back, just so she could send it to a man over three times her age. Tom desperately wanted to get his hands on that photo, but he didn’t know how he would do that.

Instead he pushed it from his mind and got back to the current plan. He reversed out of the spot and then drove off. He only drove a few minutes away to a quiet car park. On the way he heard his phone ding several times. He pulled it out as soon as he’d parked and saw several messages from Asha.

Asha: Emily just said that you were going out and to keep an eye out in case you got back early because she was inviting Bill over.

Asha: She also sent me this photo and asked if she should send it to Bill

Next up was the photo Emily had apparently taken while Tom had been grabbing down the sandwich toaster. In it she had her skirt pulled up, with one hand holding her glistening pussy lips apart as the other held the phone. She was partially squatting to better present her pussy, and had her top pulled up to reveal her perfect teen titties. She had a massive grin on her face, and her cheeks were glowing red with a mixture of arousal and embarrassment. And sure enough, there behind her was Tom, setting the toaster down on the bench.

Tom: Did you tell her to send it?

Asha: I’m pretending to be on her side, so yeah, sorry

Asha: Sorry, maybe I just shouldn’t have told you about the picture, that must be so humiliating!

Tom let out a shaky breath. His heart beat rapidly in his chest, his stomach fluttered and his hard cock pushed up painfully against his pants. He closed his eyes and took several deep, slow breaths, worried that he might actually have a medical episode with how aroused he had been for so long. After several minutes of deep breathing and trying desperately to think of anything other than Emily, Bill, or Asha, he finally felt his heart slow down, and his erection finally fade.

Finally calm, and no longer worried his heart was going to burst, he pulled out his phone and started up the app to watch the security cameras still set up around the apartment. Soon he was looking at the loungeroom. It appeared empty, so he swiped across until he found Emily striding through the dining room towards the door, dressed in an obscene pair of booty shorts, and a tiny tube top. She pulled the door open to reveal Bill standing there.

Tom swore in shock. Emily certainly wasted no time in inviting Bill over! Bill pushed through the door with his large, well padded frame and pulled Emmily in for a kiss, his hand pulling her head back by the hair to tilt her lips up to meet his. The door was still wide open behind him as he sloppily traded saliva with Emily, reaching his free hand down to grope her mostly uncovered ass with his pudgy fingers.

Emily’s hips were already humping forward against Bill’s crotch, her arms wrapped around his head. Tom was sure he even saw the glint of saliva dripping down her chin and onto her exposed cleavage. They continued to make out in front of the door for several minutes. Tom’s eyes kept flicking between the unmatched couple sensually kissing and grinding against each other, and the wide open door behind them, desperately hoping no one walked past. Actually, he hoped none of the neighbours had been looking outside at all during the last couple of minutes. They would have seen the boyfriend of the young couple leave, only for the girlfriend to instantly invite the fat old bully from across the street over to fuck.

Finally they parted, Emily quickly pulling Bill towards the bedroom. Bill absentmindedly kicked the door shut as he began to follow her. Tom breathed a sigh of relief and swiped through to find the bedroom camera, not wanting to miss any of the action. He found it and waited for them to appear, but after waiting for what felt like too long he switched back to the dining room camera. There he found Bill must have stopped Emily and lifted her up onto the table. She lay back as he yanked her tiny pair of shorts down her luscious thighs. Once he’d pulled them off her feet, Emily spread her legs wide, revealing her dripping pussy to the camera.

Bill roughly massaged her pussy with one hand, squeezing her lips and running his finger up through her slit and over her clit, while he pulled his cock out of his pants with the other. He appeared to struggle to get the enormous member out with just one hand, but he eventually managed, leaving him standing fully clothed with just his massive cock sticking out before the almost naked Emily. He spread her lips open and lined his cock up with her pussy, before thrusting forward, driving the first six inches into Emily. She let out a satisfied moan. Bill then had to shuffle forward slightly before he could thrust forward again, burying several more inches into Emily’s stretched pussy. Emily let out another moan, her eyes fluttering.

Tom looked on in shock. Even though he’d been picturing Bll fucking Emily every time she’d headed out on one of her dates with him, seeing it confirmed made his chest ache with intense worry. He couldn’t believe how much of his cock she could take either. He was extremely surprised when he managed to just slide into her first try despite the insane girth of his cock, and then completely shocked when he’d managed to get almost a foot of his cock inside her with only two thrusts! And Emily hadn’t even shown any discomfort as she’d basically had something the size of hand shoved forcefully into her. Instead she had just moaned contentedly!

Bill began to slowly thrust in and out of Emily, causing her to let out more sensual moans as she rolled her hips, working her pussy on his cock. Tom looked down at his own cock, which was as erect as he’d ever seen it, pulsing with each beat of his racing heart, and back at Bill’s freak of nature on the screen. Would Emily even be able to feel him if he had sex? Would she even want to have sex with him after she’d been fucked by something like that?

Tom grabbed his cock with his hand, letting out an accidental moan as his fingers brushed the extremely sensitive head. He looked down and saw that his cock was nearly fully engulfed within his fist, with just half the head sticking out. He looked back at the screen, at Bill’s gigantic cock and let out an anguished, aroused groan, knowing that Bill was fucking places he would never even reach. He began squeezing his cock to the pace of Bill’s fucking, gradually increasing the pace as Bill did. All too soon he began cumming into his hand, his legs shaking and abs tensing as he finally got his release.

He loosened his grip on his cock and continued to watch the live stream on his phone. Bill was still thrusting into Emily, who was still laying back on the table, legs spread wide. Her moans were shorter and louder, coming every time Bill thrust into her. She was getting pushed back with every thrust, sliding back across the table. Bill would then have to drag her back to the edge every couple of seconds.

“Wait, hang, umph! On a aagh! Second!” Emily managed to get out.

Bill paused for a second and Emily wiggled her body down a little until she could grab the edge of the table with both her hands. She spread her legs back out as wide as they would go, and then looked up at Bill, her pussy spread out invitingly and her hands firmly gripping the table either side of where her ass hung partway off the edge.

“Ok, I’m ready,” she said eagerly.

Bill didn’t need any more instructions, and got back to pounding her pussy. With Emily held firmly in place now, he could put even more force into it, and soon the table was being pushed back with every thrust. Tom’s jaw dropped as he realised that there was still a couple of inches of Bill’s cock that couldn’t fit into Emily when he bottomed out, meaning it wasn’t his hips that were pushing her and the table back, it was entirely his cock smashing into the back of her pussy. He couldn’t believe Emily was enjoying it, but she definitely was, screaming and moaning with every thrust.

The chairs on the opposite side of the table were being slowly pushed backwards, until one eventually toppled over after a particularly savage thrust from Bill. An intense orgasm took hold of Emily , making her gasp and shudder as the chair clattered to the floor behind her. Bill didn’t slow down his rhythm or let up on the force, keeping Emily shaking with orgasm for an impossibly long time, her eyes rolling back in her head by the end of it. Finally she collapsed back to the table, desperately trying to catch her breath.

Bill finally let up his assault as well. He didn’t give Emily a chance to rest though, instead pulling her up so he held her with one hand on her ass cheek, and the other on the small of her back, his dick still filling her pussy. She looked up at him with adoring eyes, her mind still obviously still awash with dopamine. He leant in and began kissing her with his flabby mouth, and she eagerly responded, sucking his tongue into her mouth. She slobbered all over it with her own tongue, and Tom swore he saw her gulp down several mouthfuls of his saliva.

All the while, his hand on her ass was working her up and down his shaft, making her work her hips to massage the cock buried deep inside her. Emily enthusiastically gyrated her hips as if trying to twist the head of Bill’s cock against the sensitive spots in her pussy as it tightly embraced his cock. Without even realising it, Tom had begun to mimic her motions with his hand, squeezing and rotating it, imagining what Bill must be feeling right now. He wondered if he’d ever get to feel what Bill was feeling, or if Emily’s pussy would be too stretched out.

Emily wrapped her arms around Bill’s neck, grasping her tightly behind his head, and wrapped her legs around as much of his waist as she could. She used her legs to begin humping her pussy back and forth on Bill’s cock, while her arms kept her face pressed up to his, still hungrily making out with him. She pushed back further and pulled herself down harder onto his cock with each thrust, making Bill’s fat belly wobble and ripple under his stained shirt with every motion. She was moaning into his mouth, and Tom could hear the wet sounds of their tongues sliding over each other even over the low quality mic in the camera.

Before long Bill had to move his other hand down to her ass to keep his grip. His pudgy fingers dug deep into the perfectly sculpted globes. THe flesh that spilled out between his clawed fingers was half honey-coloured tan, half unblemished white. While Emily was doing an awe inspiring job slamming herself onto Bill’s cock as hard as she could using her powerfully athletic legs. Bill evidently wanted to punish her pussy more, as he began meeting her thrusts, pulling her onto his cock even harder with his hands grasping her ass.

His assistance made her speed up her pace, and soon she was desperately clinging onto his head to keep her lips locked to his as her pelvis was rapidly moving in and out almost the entire length of his cock at a rapid pace. She still kept up her half of the effort, her thighs flexing as she pulled herself as hard as she could back to meet every one his thrusts. She didn’t falter until eventually her body was overcome with a second orgasm. Her legs tensed up as if pulling her as far onto Bill’s cock as they could. She never lost contact with his lips, letting out short, muffled grunts and moans around his tongue still filling up her mouth.

When the orgasm had eventually ended, Bill held her relaxed body in his arms as she rested her head on his shoulder. He carried her through to the bedroom. Tom quickly swiped through the cameras to reach the right one in time to see Bill lay Emily gently onto the bed. She smiled up contentedly at him. He stood over her, his erection still standing obscenely out from his body. He reached out and started stroking up and down her thigh, making the occasional pass of her dripping pussy. She lazily reached out and stroked his cock up and down with one hand, exploring every bump of it.

Tom watched on, his heart in his throat. This was so intimate! Seeing her give herself completely to Bill’s brutal fucking had been heart wrenching enough, but seeing them just relaxing and enjoying each others slow, sensual explorations of the others body was even worse. Yet, the more his heart ached, the worse the butterflies in his stomach, the harder his cock was. Seeing the fat old man softly caress his teen girlfriend's perfect thighs after just giving her two incredible orgasms was almost enough to make him cum without even touching his throbbing cock.

Emily’s hand drifted to the head of Bill’s cock. She wrapped her fingers around it, drawing a moan from Bill as her fingers brushed over the sensitive ridge. It completely filled her hand. She slowly began rubbing it, twisting her hand around it, stimulating the head with her fingertips. Bill continued to let out moans of pleasure, along with the occasional expletive filled praise. Emily brought her other hand up and cupped his balls, gently squeezing them. She looked up at his face with a grin as he let out an extra appreciative moan. THen, keeping her eyes locked on his face and the grin not leaving her face, she leant her face in until it was practically touching his cock, the shaft towering over her. Then she gently kissed his shaft. Then again. And again. And again. She covered the length of his shaft in gentle loving kisses as she continued to massage his balls and caress and squeeze the head.

The only time she stopped looking up at him with wide, adoring eyes was when she paused her kissing briefly to look his shaft up and down with a look of awe on her face, before looking back up at him with a grin and getting back to worshipping his cock. Tom also noticed her squirming the whole time, rubbing her thighs together.

It wasn’t long before Bill was moaning, his pudgy face scrunching up in pleasure as Emily’s hands played with his balls and the sensitive head of his cock at the same time. Emily’s smile widened. She let go of his cock and balls, gave his shaft one last lingering kiss, then lay back on the bed, with legs spread as wide as they would go. Her pussy was pulled wide open, dripping juices. Her thighs were shining with moisture as well.

“Please, fuck me and make me cum one last time before you do,” Emily said, squeezing her breasts together enticingly.

Tom’s heart rate spiked hearing her say that, seeing the way she looked at him. He looked like he was practically on the verge of cumming, and she wanted his cock back in her pussy? What was she thinking? He closed his eyes and took several deep breaths, trying to let his stomach settle. ‘She is on the pill, so it’s not like it’s extremely risky,’ he thought to himself, ‘but it is still a little risky! Plus, it was one more thing Bill got to do before me!’

“Are you sure?” he heard Bill say demeaningly. “You know how bad you are at letting me pull out!” he added with a laugh.

Tom groaned at the revelation that Bill had apparently cum inside Emily before. His head was spinning, filled with images of Bill’s massive cock blasting torrents of cum into Emily’s womb. He had to keep reminding himself that she was on the pill, so the images of one of her eggs being inseminated with one of Bill’s billions of sperms was not very likely. ‘But it was still possible!’ he thought to himself, his cock spasming at the thought.

Or maybe he just meant that Emily had gotten close to letting Bill cum inside her before? Yeah that must surely be it, right? There was no way she had taken this that far, right? Tom decided that that must be what he meant, he wasn’t ready to accept the alternative.

“Mhm, don’t worry, I’ll make sure it doesn’t happen this time,” Emily moaned, Bill having started to work his cock into her pussy. “Just make sure you pull out when I tell you to.”

“Haha, will do, I’ll pull out as soon as you tell me to!” Bill said with a smirk, slowly and forcefully pushing the head of his cock into Emily’s pussy, causing the lips to be stretched out obscenely. Emily moaned, her legs quivering slightly. Bill continued to slide his cock steadily into her, causing her to moan, her abs tensing and legs shaking, whenever he hit a sensitive spot.

“Oh fuck yes,” Emily moaned as he bottomed out in her tight pussy. He started to thrust in and out of her, using his full body weight to push into her still tight pussy. His fat, still fully clothed body dwarfed her completely naked, athletic teenage form below it.

Bill was grunting with each thrust, a cruel look of concentration on his face. His face became more strained as he continued to powerfully thrust into Emily’s writhing body. By the time Emily looked like she was approaching her orgasm his teeth were gritted and he had sweat dripping from his scrunched up face. Emily latched her legs around his waist and began pulling herself up onto his cock. Her head was thrown back and she was grasping the front of his greasy shirt in her clenched fists.

“Hey, Emily,” Bill said.

“Huh huh, what?!? Ahhh!” Emily gasped out.

“I’m about to cum!” Bill said with a grotesque grin on his still grimacing face.

“No! No! No! Please, I’m about to cum!”

“Too bad bitch, you’ve got five seconds before I cum inside you.”

“Noo!”

“Four.”

“Fuuuck!”

“Three!”

“Aaaaaagggghh!”

“TWO!”

Tom’s heart was in his throat, his stomach was clenching and fluttering and rolling all at the same time. Emily still had her legs wrapped around Bill’s waist, desperately pulling herself up onto his cock, trying frantically to get herself over the edge. With a sudden cry of desperation she suddenly let go of his waist and pushed herself off Bill’s cock, leaving it hovering threateningly over her pussy, pulsing rhythmically.

Bill let out a groan and scrunched his face up with effort. Emily was leaning back on her elbows, catching her breath, staring at Bill’s cock looking like it was right on the verge of spewing immense amounts of cum all over her body. She moaned and reached out to stroke it, hips still bucking ever so slightly, as if her pussy was searching in vain for the pleasure it was just denied. Bill slapped her hand away, before grabbing his cock himself and rubbing the head up and down her slit.

“Come on ya dumb slut, just let me stick it back inside that tight pussy of yours and you’ll get to cum!”

“Mmm, no, I can’t! I don’t want to get pregnant before I get married!”

Tom was still watching nervously, silently begging Emily to push Bill’s throbbing cock away from her pussy, but also immensely relieved that she’d at least managed to get Bill out of her before he came, and was definitely aware there was still a risk despite being on the pill.

Bill slowly lowered himself down so that his head was down next to Emily’s, his cock head still nestled at the opening to her pussy. Tom saw Emily slowly gyrating her hips, her eyes closed and lips parted. He saw Bill start whispering something in her ear. She let out a moan, and the motion of her hips became more pronounced. Bill pulled himself back and looked down at Emily with an evil grin.

“Well, is that a yes?”

Emily just moaned, shaking her head back and forth, still gyrating her hips.

“Come on cunt, you know you want to do it!”

“Mmm, fuck! Ok! Yes, just shove it in!” Emily finally gave in.

Bill thrust forward and buried his cock as far as it would go in one go, causing Emily to shriek and throw her head back. He pulled back out and started rapidly thrusting into her, before suddenly burying himself inside her as far as he could and holding himself there, groaning. Tom could only assume that he must be cumming, cumming in his teen girlfriend and hopefully future wife’s pussy. Tom suddenly felt his own cock spurt pathetically without him even touching it.

Meanwhile, Emily was also cumming, seemingly triggered by Bill flooding her womb with his sperm. Her back was arched, thrusting her tits up to jiggle in the air, her legs shaking violently.

Bill rolled off Emily, leaving her pussy gaping open, its aroused, wet insides visible even to Tom on his phone screen. He could even see it slowly close up, forcing a sizable trickle of cum to ooze out of her.

Bill didn’t let her rest on her back, instead pulling her over onto her hands and knees, before pushing her shoulders down onto the bed so her ass was sticking up into the air.

“There, be a good slut and let that soak in.”

Tom felt his dick already hardening again seeing Emily’s in such a vulnerable position, legs slightly parted to give a perfect view of her aroused pussy, cum leaking lewdly out of it. Emily looked over at Bill and started wiggling her ass invitingly.

“Hey, I reckon you might as well put another load in me while we’re waiting,” she said with a grin to Bill.

“Fucking hell you are one insatiable slut, your boyfriend doesn’t stand a chance,” Bill replied, using one hand to jack his cock back to life, and the other to pull Emily’s ass cheek to the side and admire her cum-filled pussy. His cock was very quickly back to full hardness. He waddled over and positioned himself behind Emily’s upturned ass, lined his cock up with her pussy, and rammed into her all in one go. She quivered underneath him, letting out a long moan.

“Oh fuck,” she finally managed to get out, “I just felt your cock push even more of your cum into my womb!”

Bill just laughed and grabbed her hair, before beginning to ram aggressively in and out of her, forcing her back to moaning and quivering underneath him. Her upper body was forced down into the mattress with every thrust. Her youthful flexibility allowed her to arch her back so Bill could slam into her from almost directly above her, allowing him to use his bodyweight to its maximum potential and force as much of his oversized cock into her teen pussy as he could.

Bill had his hand on tightly grasping Emily by her hair, pushing her down hard into the mattress. Each thrust of Bill’s pushed her down into the mattress with a jolt, making her upturned ass cheeks jiggle. When she came after only a few minutes of Bill’s aggressive pounding, her shrieks were mostly muffled by the duvet her face was being roughly pushed down into.

She came twice more before Bill let out a bellow and pushed down extra hard into Emily’s pussy. He pulled out of her and zipped up his pants. Emily remained on the bed, her ass even higher than it was before, even more cum running out of her pussy.

“Make sure you stay like that as long as you can!” Bill ordered her as he made his way out of the bedroom.

Tom sat in his car, his eyes wide and his dick saw from having jacked off two more times. Was Emily actually trying to get pregnant despite being on the pill? Or was she just getting off on the risk? On being so subservient to Bill?

He looked at the clock in the car and realised her;d already been out a half hour over the three hour runtime of the movie. He tucked his dick back into his pants, started the car and pulled out of the parking lot.

On the way home he realised they hadn’t gotten anything organised for dinner. He made a quick detour to a Chinese restaurant. The knowledge that he was giving Emily extra time to let Bill’s cum soak into her pussy forced him to have to put his hands in his pockets as he was ordering to hide his boner. The restaurant was pretty busy, and it took almost forty minutes before his food finally came out.

When he arrived home, he quickly pulled up the security camera app one last time. On it he saw that Emily was still lying with her face buried in the duvet, and her ass sticking up in the air. Her hand was between her thighs, rubbing her cum soaked pussy lips, dipping into her pussy every now and then to bring out more of the immense amount of cum to the surface. Was she trying to get caught? Unsure of what else to do, he made sure to make extra noise as he unlocked the door to the apartment. He heard the bedroom door quickly slam shut, just before he opened the front door.

“Hey Emily, I’m home!” he called out in his best cheery voice. He looked at the table, still pushed out of its usual position, with the chair still on the ground.

“Oh hi sweetie! I’m just jumping in the shower!” Emily called out from behind the bedroom door.

He cautiously approached the bedroom door and pushed it open. Emily had hastily folded the duvet over double to cover up the wet spots. The bathroom door was closed, and Tom heard the shower being turned on. The smell of sex was still heavy in the room, and he could still smell Bill’s sour musk.

Emily emerged from the shower in a set of flannelette pyjamas, her hair wrapped up in a towel. She grinned when she saw the takeaway on the table.

“Aw, thanks honey! I’m starving!” she said with a smile. She sat down and they both dug into the food. Neither talked for some time, Tom trying to appear at ease as he saw Emily happily enjoying the food.

Eventually, after polishing off several servings of the Chinese, Emily spoke. “So, how was the movie?” she asked easily, serving herself up yet another helping of the Mongolian beef.

Tom almost choked on his food. “Ahem, uh, yeah, it was good!”

“Oh yeah, do you reckon I would have liked it?”

“Oh, um, no, I don’t think so. Probably a good thing you stayed home.” Tom could already feel his face turning red at his lies. Damn he was bad at this!

As they pulled the duvet over themselves that night, Tom couldn’t help but think about the cum that had been left on it. It had dried by then, but he could definitely see the stain from it without even looking too hard. And that was probably nothing compared to how much Emily had inside her! He eventually fell asleep to the thought of his girlfriend's womb awash with Bill’s sperm.

Tom spent the next several days waiting with a nervous excitement for Emily’s next rendezvous with Bill. Every time his mind wandered it went straight to thinking about Emily’s submission to Bill, about how she let him pump his cum into her twice. His stomach twisted in knots every time, yet his dick also surged to life. He knew he shouldn’t be getting this turned by the young love of his life taking such a risk with her future, yet he couldn’t deny that he was. And Emily was doing it all without his explicit permission, and pretending to do it without even his knowledge. At least, he was pretty sure she was only pretending to be sneaking around behind his back, right?

There was no doubt if she was enjoying it, she wouldn’t be putting herself through Bill’s aggressive fuckings if she didn’t enjoy it. And Tom was sure she couldn’t fake those orgasms.

He got home Wednesday night, after another day of struggling to pay attention as his mind kept straying to imagining what Bill might do to Emily on their next date, to be surprised to find Emily preparing herself for a date. Asha hadn’t sent him a text to say that Emily was planning anything, so he had not been prepared for Emily to be planning on going out. Maybe it was just a regular night out?

Then he took a second look at her outfit and quickly decided that was unlikely. She had her hair done up, gentle, shining curls falling around her shoulders. But, more importantly, she was wearing a scandalously see-through dress. It was a tropical pink colour with flowers on it, and looked like it had been designed to be worn over a swimsuit before Emily had modified it. She’d adjusted it to tightly wrap her figure, and it looked like she’d shortened the hemline as well, with her smooth thighs shown off completely. Tom could clearly see where Emily’s tan ended, the white skin drawing extra attention to what she was showing off. As if it didn’t already show off enough of her, the dress also had a hole to show off most of her tanned stomach. Every time Emily shifted you could see her toned stomach flex and move hypnotically.

Tom just stared in shock at the outfit, not believing that she was going to go out in public in that.

Emily giggled. “Hey baby, I’m just about to head off to go out with my uni friends again! Do you like my outfit?” she asked, striking a pose to better show off the outfit, or more accurately, better show off her very visible body underneath the outfit.

“You don’t think it’s a little bit too… see-through?”

“Oh, I guess I didn’t look that closely, it’s not too bad, right?” she asked distractedly as she began looking at something on her phone.

“Oh, um, I guess it’s probably fine…” Tom said, the image of Emily going out with Bill in the almost nonexistent dress too much of a turn on to say no to.

“Phew, that would have been so annoying to have to pick out a new outfit. Anyway, I better head off!” Emily said, putting her phone in her purse and heading for the door.

“Oh. Are you taking the car?”

“No, that’s all good. I’m just going to walk around to my friend’s house then get picked up there. She lives pretty close.”

Tom gulped. “Ah ok, have fun.”

“Bye!” Emily said, swinging the door shut behind her. Tom stood there in stunned silence for some time, the picture of her ass cheeks perfectly visible through the dress burned into his mind. His girlfriend was out there right now, walking down the street in a completely scandalous outfit. Wait, where was she walking too? He rushed to the window and looked up and down the street, before seeing her disappearing around the corner. He deliberated for a moment before quickly dashing out the door and power walking down the footpath. He reached the corner just in time to see her turn the next corner, setting her walking back towards their apartment, just on the other side of the block. And towards the back of Bill’s house, Tom realised.

He snuck up towards the next corner and peaked around to see her strutting along the path still, her butt flexing and jiggling slightly with every step, completely visible in the late afternoon light. Then she stopped and turned into an overgrown lot that Tom guessed must have been roughly behind Bill’s house. He waited a while longer before slowly approaching the lot. It was quite overgrown, so he couldn’t actually see Bill’s house, but he knew it was there based on the neighbouring houses. He wondered how Emily had managed to get through the dense mess of plants when he suddenly remembered the scratches she’d had the other night! She must have snuck back in this way then as well!

Now being sure of where Emily was, Tom slunk back to the apartment, hands in his pockets to hide his boner as he thought of the lengths Emily was going to please Bill. Once back in the apartment he stood, staring out the window at Bill’s house. Eventually he got tired and pulled a chair from the dining room table over and sat down and looked out the window while wondering if he should message Asha and ask her if Emily had said anything about her plans that night.

He eventually decided against it, feeling too embarrassed about having to ask someone else if they knew what his own girlfriend was up to. As he sat in front of the window he thought about how much more blatant Emily was being each time. If she kept this up she’d be walking naked straight across the street and fucking Bill on his verandah. It wouldn’t be too long before she was just inviting Bill around and kicking Tom out of the bed to fuck him. Tom felt his dick jump in his pants and went to pull it out before realising he was sitting in front of the window, visible to the whole street.

After growing bored after a while, Tom pulled out his phone. He started scrolling through social media, keeping one eye on Bill’s house. It didn’t take long before he realised he’d switched over and was scrolling through the pictures that Asha had sent him from Emily’s past excursions with Bill. Just as he was about to give in and go and jack off quickly in the bedroom, he saw movement from Bill’s house. Bill emerged from the front door, dressed in a button up shirt and some mildly stained jeans, and headed for his car. Tom watched intently, wondering if Emily was going to follow Bill out. But Bill started the car and began to back out without any sign of her.

He reversed onto the road and then drove off, but heading in the opposite direction from where you’d usually go to get to the main road. He must be heading around the block to pick up Emily from the other side! Tom wasn’t quite sure why Emily was still keeping up the appearance of cheating on him, pretending to sneak around and not be seen by him with Bill. It was all a ruse right? Surely Emily knew that he knew? Maybe she just enjoyed the thrill of it? Or she knew that he was still getting a kick out of the small doubt he had that she was actually just cheating on him.

Tom opened the door and listened to the sound of Bill’s truck as it drove back down the other side of the block, stopping for a moment on the other side of Bill’s house, before continuing on towards the main road. He guessed that confirmed his theory about him picking up Emily from the other side of the abandoned lot.

He wondered where they were heading off to. Surely they wouldn’t go anywhere Emily thought she might be spotted. Then he realised what Bill had been wearing. A button up shirt! He never wore anything like that! Tom was surprised he even owned one. And jeans! Sure, they’d been a little stained, but that was pretty good for Bill. Fuck! They must be headed to some place that was at least kind of nice. That significantly increased they’re chances of being seen by someone he and Emily knew! Tom groaned, already imagining the situation, how humiliating it would be when whoever saw them came and told him they’d seen his girlfriend in a ridiculously slutty dress cheating on him with a disgusting old man.

Tom spent the next three quarters of an hour pacing nervously about the kitchen and dining room, wishing that Asha had been involved in this date, desperately wanting to know Bill and Emily’s whereabouts. Then he realised he should just text Emily. She was apparently on a night out with some friends, there was nothing weird about texting her. He wondered if he should just straight up ask her where she was, but felt like that was weird. He figured he should just start out with a basic question, and then ask her that next when she replied.

Tom: Hey! How’s the night going?

He sat there for the next fifteen minutes, constantly checking his messages until she finally replied.

Emily: Having a great time!

Tome had just started typing out his next message when another text came through.

Emily: Guess who I just saw

Tom’s heart quickened and he had a sinking feeling in his stomach. Just then a photo came through from Emily. It was a selfie, showing her sitting in the corner of the dining area of a pub. You could see most of Emily from the waist up on one side of the picture, showing that her breasts were clearly visible even in the dimmer light in her corner of the pub. The other side of the photo showed the pretty busy pub behind her. Dead centre, shown in profile talking to someone else, Tom was shocked to see Brian, one of the friends he’d invited around for the board game night they’d hosted. They’d also seen him together a couple of times at uni, so he should be able to recognise Emily by now.

His fingers were sweaty and felt like he could barely move them as he typed out his reply.

Tom: Did he say hi?

Tom waited for an agonising five minutes before Emily finally replied, his heart in his throat. What the hell could be distracting her? Surely Bill wouldn’t be doing anything to her in such a public place? He felt like he was going to have a breakdown before she eventually replied.

Emily: No, I don’t think he recognised me. He must have liked my outfit cos he was too busy checking out my body lol

Tom breathed a sigh of relief. It made sense Brian wouldn’t be able to recognise Emily, with her hair done up, her scandalous outfit, and on the arm of some old creep. She must look like a total slut. The polar opposite to the conservatively dressed girl he’d met at the board game night. Now he just had to hope Brian wasn’t with any friends that were better at recognising faces.

His heart rate dropping slightly, he found himself stroking his cock to the thought of someone he knew ogling Emily, not even recognising her because of her slutty look. Brian probably saw her getting felt up by Bill as well, probably felt jealous of the fat old man getting to take liberties with the absolute goddess hanging off his arm.

He tried to imagine what was happening right then. He pictured Brian trying to catch glimpses as Bill toyed with Emily’s body over in their corner of the pub; Brian noticing Emily shudder, her eyes fluttering as Bill slipped his fingers into her gushing pussy. Would they go as far as making out in the busy pub, risk getting kicked out? Tom felt himself almost cum at that thought, picturing the scene as they were escorted out of the building, everyone staring and muttering at the incongruous couple. Emily trying to hold the bottom of her dress down as she was pulled along behind Bill, even though everyone could see her pussy through the sheer material anyway. Finally, the image of everyone watching her perfect ass cheeks bouncing with every step as she hurried after Bill, the same image as he’d gotten as she’d left the apartment, pushed him over the edge. He grunted as his body quivered with orgasmic pleasure.

Tom remained seated, drawing in shaky breaths, his heart still a gnarled tangle of emotions, no longer shielded by his arousal. As clarity slowly set in, he realised he had to put an end to this. They couldn’t carry on like this without everyone they knew finding out. Eventually even their parents would find out if they kept it up! He pulled out his phone again, and sat there trying to think what to send to Emily. Should he finally let on that he knew she was cheating on him? Eventually he worked out that he should just mention that the dress was more see-through then he’d originally thought.

Tom: Hey sweety, I just looked at that photo you sent, and I think that dress is actually more see-through than it looked at home! Maybe you should try and head home soon?

Emily took her sweet time answering, leaving Tom to imagine a hundred scenarios were she was recognised by a friend, or Bill took things too far and caused a scene, or they drew the attention of too many guys who also wanted to cop a feel of Emily’s barely covered treasures. When her text came through he jumped, startled out of his thought spiral, ashamed to realise his cock was hard  again.

Emily: It’s not too bad, is it?

She sent through another photo. It showed her sitting down, her legs slightly parted to show the bottom of her slit, the top barely obscured through the diaphanous material. Tom could see the sheen of her arousal on her inner thighs and wondered what Bill had been doing to her to get her that turned on, or if it had just been her exhibitionism that had done it. Her tits still might as well have not been covered, every detail of them visible to anyone who looked at her. When he finally tore his eyes from her extremely visible body and looked at the background, he saw that Brian’s girlfriend was now with him. His anxiety spiked and he was just thankful that Emily was facing away from them. He quickly texted Emily back, desperate to get her out of there as fast as he could.

Tom: It’s really bad!

Emily: Oh, is it? I hadn’t really looked. What can you see?

Tom groaned at the game Emily was playing, he wanted her to hurry up and make her escape! Plus he didn’t want to spell out what his previously innocent girlfriend was now showing off to anyone who wanted to sneak a peek.

Tom: Half your pussy is out of your dress, and I can see your whole boob!

Emily: Lol, I guess you’re right. I’ll have to go with the person who brought me, so I might as well just go back to theirs. Is that all good?

Tom: Yep! Sure!

Tom breathed out, it looked like she was going to get out of there, even if it was back to Bill’s place. Then his phone pinged again and he swore under his breath.

Emily: So you’re all good with me begging the person who brought me here to take me back to their house? Telling them that I really want to go right now?

He groaned. He felt like he was agreeing to something here that he didn’t know about. He didn’t really have a choice though, she had him backed against a wall.

Tom: Yes. That’s fine.

It was another night of nervous waiting for Tom. He was pretty sure he heard the sound of  Bill’s car pulling up behind his house about ten minutes after he’d messaged Emily, but he didn’t see lights turn on in the front of his house. He had to presume that was because they just went straight to Bill’s bedroom. He guessed that was the price of Emily begging Bill to take her straight home. He wondered if Bills was going to cum inside her again. Now that he’d gotten a taste of it, and knew that he could push Emily to let him, Tom had no doubt that he would. He still couldn’t believe that Emily had let him do that. He desperately wanted to know that he had whispered to her to convince her to let him do it, to risk getting pregnant by a man considerably older than her father.

He couldn’t help but open his phone and find the video of Emily letting Bill cum inside her. He pulled his cock out of his pants, and, sitting down on the couch, watched the encounter from the beginning. He had to hold himself back to stop himself cumming to soon, watching Bill’s ferocious fucking of Emily on the dining room table too much of a turn on. Towards the end he had let go of his dick entirely and was just stroking it every couple of seconds, feeling like it was going to burst at any moment. When he finally made it to the end he couldn’t touch his dick at all as he watched Bill whispering into Emily’s ear. As he watched Emily agreeing to let Bill cum inside her his dick erupted all on its own. He quickly grabbed it and jerked it, desperate to feel some stimulation as he came after holding out so long.

It didn’t take long for the worry about where all this was headed to set back in, so Tom pulled out his phone and spent the next several hours scrolling through social media to take his mind off it. At about ten thirty Tom realised he was hungry. He got up and made himself a sandwich. As he put it together he looked across to Bill’s house. With the sun fully set now, he could make out the faint glow of the bedroom lights making it to the front window, but the front lights were still all off. He knew that had to mean that Bill and Emily had to have spent the whole time fucking. He had no idea how he was ever going to match Bill’s stamina when he eventually got to have sex with Emily. He felt his cock twitch as he imagined her disappointment. It grew even harder as he imagined Emily going back to cheating on him, unable to keep herself away from Bill and his sexual prowess.

He took his sandwich to the table and sat down. He methodically ate it bite by bite as he stared across the road to Bill’s house. It was almost two more hours before Tom finally saw movement from across the road. The door swung inwards and Tom gasped when he saw a dishevelled Emily stick her head out, look up and down the street, then jog down the path, her tits bouncing wildly in the sheer dress. Even from twenty metres away, Tom could see that her body and face was coated in liquid and her hair was a mess. Her makeup had been ruined by whatever her and Bill had been doing to her for the past five hours. Tom could also see her pussy gaping open, leaking fresh fluid down her thighs with every step.

Emily darted across the road and Tom rushed to open the door, eager to get her inside, away from the eyes of any of their neighbours who might be looking out a window. Emily gasped when she saw him standing in the doorway, before quickly stepping inside. Tom closed the door behind her and turned to face her, noticing the extremely strong smell of sex coming off her. She was shifting nervously, looking down at the floor.

“Hi baby,” she said uncertainly.

“Hi. Were you just at Bill’s house?” Tom asked nervously.

“Yeah, I was. I’ve actually seen him a few times recently.”

“Umm, yeah, I actually knew…”

“Wait, you knew?”

“Yeah, Asha sent me some photos, and then I watched you on the security cameras the other day…”

“You saw Bill cumming inside me the other day, and you still let me go out with him wearing this ridiculous dress tonight?!?” Emily asked incredulously, finally looking up to meet Tom’s eyes. He was relieved to see the familiar glint in her eyes.

“Umm, yeah, sorry.”

“Oh, don’t be sorry, I loved feeling his massive cock filling up my womb with his cum until I felt like I was going to burst.” Emily reached out and grabbed Tom’s erect dick. “But, there’s something I need to show you. Come with me to the bedroom.” She turned and strode to the bedroom, her hips swinging seductively. Tom walked quickly after her and followed her instructions to get undressed and sit on the bed. She stood at the end of the bed looking down at him, idly rubbing the cum leaking from her pussy into her engorged lips. She then reached into her purse and pulled out her phone. She navigated to a video and handed it to Tom.

“Here, watch this,” she said as she reached out and began stroking his dick with her cumm coated hand.

Tom’s eyes slowly widened as he realised what he was seeing. “Wait, is that… Is that your birth control?”

“Mhm,” Emily replied, feeling his dick throb in her hand.

“When…” was all Tom could get out before letting out a moan filled with despair and arousal.

“Sunday.”

Tom suddenly exploded, sending cumming spurting up his chest, his eyes rolling back in his head. Emily kept stroking his cock, wringing every last drop of cum from it as Tom moaned at the overstimulation, before finally letting it fall flaccid onto his belly. She watched him with a pleased smile as he lay back, catching his breath. After a minute he opened his eyes and stared at her, eyebrows drawn together.

“Is that… real? Are you really off birth control?”

Emily nodded, unable to keep the excitement off her face.

“But what happened to waiting until we get married? It’s already been three days since you’ve taken the pill, and you’re full of Bill’s cum!”

“We’ve already thought of that,” Emily said, her excited smile growing bigger.

Tom looked at her, his eyes wide open with worry. “Wha-, how?”

“I agreed to Bill’s idea to hold a competition. Whoever gets me pregnant gets to marry me. And trust me,” she said, leaning right in, “I will be a very devoted wife.”

“But…” Tom started, eyes wide, still trying to work out if Emily was telling the truth. Or if this was the next level of the game. “But Bill’s already got to cum in you twice since you stopped taking the pill! Do you want to end up marrying him?”

“Hmm, he does know how to treat me right,” said, putting her finger to her lips as if weighing it up, inadvertently leaving a smear of Bill’s cum on her lips. “And I do love his cock, I’d miss that if you somehow manage to be the one who gets me pregnant. And, anyway, Bill cumming inside me on Monday was probably fine, I’d only missed one dose, and tonight was your fault. You were the one who made me beg Bill to take me straight back to his house.”

Tom gulped. It  was seeming more and more like she was being serious.

“Well, I’m home now, so do you want to have your turn of trying to impregnate me or not?”

Tom looked down at his still limp cock. “I don’t know babe, I’ve already cum three times tonight.” He looked back up at Emily, almost in tears.

Emily couldn’t help but giggle. “What? You already jerked off twice while I was out? While you knew your precious little girlfriend was out being a slut for your ungrateful, fat, old neighbour? You really do get off on this, you freak!” Emily grabbed his cock and began squeezing and stroking it. “Bill managed to cum inside me four times tonight, surely you’re not going to let him beat you in size and stamina?”

Tom felt his cock twitch and begin to harden slightly. He saw Emily’s eyes widen slightly and she gave him a grin. His heart lifted a little. Maybe he could do this, could manage to beat Bill and get Emily pregnant. And it seemed like Emily really wanted to get him to cum inside her tonight. The realisation that he was going to finally get to have sex with Emily hit him.

Then Tom realised his cock was going soft again. He desperately tried to think of Emily and her incredible body to get it hard again, but it stayed limp in Emily’s hand. She was still desperately trying to get it hard. Come on! His girlfriend needed him to get hard and that’s the one time he can’t do it! Seeing her with Bill gets him hard every time, but now Emily wants to actually fuck him and he can’t do it. That gave him an idea though. He knew what got him turned on.

“Sorry baby, maybe you should just marry Bill, he can fuck you for longer and better with his massive cock.”

Emily looked up at him, shock in her eyes, but only took a second before she noticed the pleading look in Tom’s eyes.

“Mmm, I think you’re right, there’s no way I could be happy married to a guy with a puny, useless dick like this one. Maybe I just won’t even let you cum inside me. I was going to do a paternity test to see who won, but if I knew that there was no way it could be yours that would save all that hassle.” They both smiled at each other when they felt his dick twitch and start to rapidly swell in her hand. She instantly wiped the grin off her face. “Pathetic! I almost don’t want to marry him, because I know you’ll be jerking your puny little dick thinking about what he’s doing to me. But, I think I’d still do it, because he makes me cum so much! I think I must’ve cum almost twenty times tonight. He made me finger myself while I gave him a blowjob, and I came twice just thinking about how much I loved his cock.”

Tom’s cock was at maximum hardness now, and Emily was rapidly stroking it. He wondered if he should tell her to stop so he could put it in, but it seemed like she was in the zone with her dirty talk.

“I love the way he treats me as well, I’d miss that so much if I had to marry you. I especially love it when he does it in public. It was so hot when he acted like his submissive little slut girlfriend at that dive bar the other night, showing me off and even finger fucking me right in front of all those jealous guys.” Tom groaned as he heard the story for the first time. “But it was even hotter tonight, knowing someone might recognise me and know that I was betraying my wimpy boyfriend for this gross old guy. They’d all know I was a slut!”

“Oh fuck, I’m close babe, let me put it in!”

“Hold out baby, you need to make sure you cum lots, Bill’s already pumped four of his massive loads in me tonight!”

Tom moaned and tensed his legs, trying to slow down the impending wave as much as he could. Meanwhile, Emily kept jacking him off with one hand. She used the other hand to fiddle with her phone. Tom briefly wondered if she was messaging Bill before that almost made him cum and he desperately tried to think of something else. She revealed she’d been setting a one minute timer. Tom gave her a puzzled look.

“This is when I’ll put you inside me, so make sure you hold out so I can get a nice big load of you cum!”

Tom grunted his ascent, pretty sure he could make it. A minute was so short, he could last that long! And Emily was right, he wan’t to make sure he could give her as much cum as he could after Bill had already cum inside her four times.

“That’s it baby, clench that little dick shut tight, save me up a big spurt of cum. There’s soooo much of Bill’s thick cum inside me already! And because his cock is so much bigger than yours he basically sprayed it straight inside my womb, so you’ll have to spurt out lots to even have a chance of getting any in there!”

Tom moaned, clenching every muscle in his body. He forced his eyes open to look at the clock. Twenty five seconds left! He could do this! He felt Emily tighten her grip on his dick, squeezing the head between her slippery fingers with every stroke.

“Good job holding out baby! Almost there, which is good, because I’m starting to get addicted to Bill’s cock pumping his cum into my womb until it feels like it’s going to burst. It’s so good I might have to start sabotaging you in the future to make sure he wins.”

Tom trembled then broke, his orgasm tearing through him like a cannonball. He heard a roar reverberating in his ears as his entire body rhythmically clenched, wringing the cum out from him with enough power to splatter it onto the bed behind his head. Just then he heard Emily’s phone playing a happy little tune as the timer ended as Tom sent a second spurt of cum up onto his own neck. He sent five more spurts up onto his chest and stomach, each falling a little shorter until the last only dribble over Emily’s still pumping fist.

Tom opened his eyes to see his girlfriend covering her mouth as she giggled uncontrollably. “Oh my god babe! You couldn't even last a minute! You should have seen your face, you were trying so hard!” Emily shut off the timer and reached out to rub Tom’s belly. “That’s alright sweety, you’ll just have to try harder next time, I’m sure you’ll get it!”

Tom grunted and let his head fall back, giving in to the overwhelming tiredness that was finally catching up with him.

Comments

robert

Holy fuck! That is an incredible twist! Masterpiece! Chef's kiss!

Jorm

Great Job! I'm kind of torn. There's a part of me that is hoping the rest of the story is from Emily's perspective. I really want to know where her head is actually at in all this and what did Bill say to convince her. The cuckold part of me likes the not knowing.