Lucky Break
Devin's friend Jacob seems to have everything go his way without needing to try at all, but maybe this stupid "Get Pregnant" challenge will be the one time Devin's able to one up him.
Inspired the "Get Pregnant" Challenge story written by donedonedone on FA. Couldn't get the image of those jocks at the start of the story out of my head
“No way am I going to lose to you, bro!” Jacob boasted with a smirk on his face.
“You’re on, man,” Devin sneered. But in reality, the ginger jock’s heart was leaping inside his chest. He had always come second to Jake no matter how hard he trained. He could spend hours practicing, working with specialists, and getting hyped up by his coach, but when it came to it, Jake was always the star player despite how little effort he put into it. It’s not like he was jealous of Jake—Devin was happy with his results and his progress—but he couldn’t like that there was always a little inkling of rage at how effortlessly it all came to his friend and how oblivious Jake seemed to be of that fact. If things rolled in Devin’s way, this could be his one chance to finally get one over on him.
Jake tossed off his gym shorts, only leaving on his white tank top and backwards baseball cap. Fuck, he was bigger than Devin, and he wasn’t even hard yet!
“What, stunned to finally see a real man’s dick?” Jake said with his signature shit-eating grin that made Devin want to smack him.
Devin’s face turned red. He refused to be one upped again. He quickly took off his pants as well, revealing his thick—but noticeably smaller—half-hard member.
“Whoa dude, looking clean!” Jake whistled. “You’re packing quite a bit. Girls are gonna love the red bush. But not as much as my dick.”
“Well, they can’t love your dick if it’s gone,” Devin retorted as he started stroking himself.
“Yea? We’ll see about that!” Jake started jerking himself off too, his shaft quickly growing to full hardness. But Devin noticed that Jake was still focusing on him with that same competitive glint in his eye, and that only made Devin stroke faster. He refused to lose to Jake, not again!
Once both of them were sufficiently hard, they spread their legs, placing their cocks close together. Jake took out his phone, holding his arm out wide to get both of them in the camera. Devin felt his heart pace. Jake still had that stupid grin on his face. He was so confident, so sure that he would win, that it was starting to make Devin worry that he would lose to him again—this time for good as his dick would be gone forever.
Jake his record, and Devin held his breath.
Then he saw the phone fall out of Jake’s hand.
He heard Jake whimper in surprise and looked over at him to see the jock’s hefty balls begin to twist and shrivel away, pulling into his muscular body. Jake’s long, thick shaft that he was teasing Devin with started to shrink, regressing down from above average to an average length to a little cocklet before it dipped below his hips. Jake fell backwards onto the bed, and Devin could see his friend’s former cock repurposing itself into a sensitive little clit as the skin of his scrotum folded inwards and a deep fleshy hole pushed into the jock’s perineum.
Devin heard a ping coming from Jake’s phone. He picked it up. A small window popped up, showing the vaginal tunnel inside of his bro’s body deepening. His friend’s testicles—or former testicles, that is—were at the front, pushing deep within his body to form a womb and placing themselves to the side of the new organ. New tubes protruded from the top of the former testes as they began to shift in shape slightly. Jake’s new ovaries began to pulse, and Devin saw a singular egg pump out of each of them, moving down the fallopian tubes and presenting themselves in his friend’s new womb.
Another popup appeared, accompanied with the sound of fireworks.
“Look dude, we got the rare event!” Devin grinned. “Two eggs means you’re gonna have twins!”
“Wait… what? Fuck…” Jake tried to move, but an intense heat washed through his body as he felt himself drip from his new sex. He held onto the bed frame for support, unintentionally presenting his new hole to his friend.
“No… no, I can’t, this wasn’t supposed to happen…” Jake breathed out.
“What, luck didn’t go your way this time?” Devin chuckled. “Welcome to the real world, bro.”
Devin pushed Jake back onto the bed and lifted his legs. He pressed the head of his cock at his friend’s wet entrance and pushed himself inside. Devin groaned, feeling the jock’s newly-formed pussy hug tightly around his shaft. He started thrusting slowly, wanting to savor the confused, angry, but also pleasurable expression on his friend’s face, but that warm cunt was so good that he couldn’t help but speed up. Devin made sure to keep holding the camera up, first pointing it at their hips as his red bush collided with Jake’s clit, then moving it up to his friend’s chest and face. Jacob’s beefy pecs bounced with each thrust, his body covered with a glisten of sweat as his face held an exasperated expression of pleasure.
Devin started to speed up feeling a familiar pressure buildup in his loins. Fuck—usually he lasted longer, but seeing Jake’s muscular arms grip the sheets as his bearded face grit its teeth was pushing him faster toward that wonderful climax.
As he panted, he remembered what he was supposed to do. Jacob had sent him several videos of this trend, teasing him about how Devin was going to be the next one on the receiving end. All the tops in that video kept repeating one phrase over and over:
“Get pregnant! Get pregnant! Get pregnant!” Devin shouted as he slammed his cock into the backwards-baseball-cap-wearing bro’s cunt at maximum velocity.
“Fuu—aaaah!” Jake moaned, his walls tightening around his friend’s invading member. His head rolled back as half-familiar muscles clenched round that massive cock inside of him, making him feel all sorts of pleasure that he didn’t know was possible.
Devin groaned, feeling himself reach over that peak. He thrust forward as his balls drew up to his body
“Get! Pregnant!” he shouted one last time with dramatic staccato.
Both men moaned. Devin felt his dick throb, and he held the phone up with both his hands to keep it steady. Jake’s mouth widened into a moan, his eyes rolling back as Devin felt his bro’s vaginal walls convulse around his orgasming dick to milk it for his virile fluids. He watched the internal video on screen of his cock throbbing, spurting shot after shot of cum and quickly filling up Jake’s vagina. His cervix dipped into that pool of cum over and over, letting his seed inside his vulnerable body. The video zoomed in closer to show Devin’s potent seed filling up Jake’s womb, his sperm swimming upwards to his bro’s tubes before surrounding those defenseless eggs. They bumped into those thick walls over and over before one of his little swimmers pushed their way inside of each egg. Words in an impact font appeared on the screen, reading “Impregnated!” with graphics of pink hearts scattered about.
Devin hit the record button again to end the video. He and Jake both panted as rivulets of potent cum oozed down onto the carpet between their legs.
Jake, who seemed to be in an orgasmic haze, finally came to his senses, worry suddenly filling his eyes. “Wait, dude, did you cum inside me??”
“Suuure did,” Devin smirked proudly.
“What the fuck, dude?! That means I’m stuck like this forever! What’s my girlfriend going to say? I just got her pregnant last week, and now I’m some pregnant bitch!”
“Hey, maybe she’s going to be proud. Gingers are getting rarer these days; you’re helping the cause.”
Jake sighed in defeat. “I guess so… She was always a proud conservationist.”
“Who knows, maybe she’d want in on the action too.”