All sexual activity is with characters 18 years of age or older.
---
Keifer pulled away from the lips of the slim brunette who'd been grinding on him in his car, getting an eyeful of her B-cup breasts below her pulled-up bra and shirt. "Michelle? Um, I gotta tell you...I, uh, I'm not very big."
"What? Like below average?" The senior high school student took the interruption as a chance to pull off her tights and underwear. "It's not the size of the tool that matters, but how you use it." She was determined to make the massive, handsome, brown-haired 6-foot-2 quarterback her boyfriend, even if he had a little dick.
"Well, if you're sure..." He lifted his ass and pulled down his jeans, freeing his pale, hard member.
She peered down between his legs in the dim light of the moon, the only light source available in their remote parking location. It was indeed small, like three inches erect, and skinny. Any but the nicest of women would have ended their makeout session right there, but then she blinked. It was perfect, and she wanted it inside of her overheated body.
"It's perfect..." she murmured as she climbed back astride him, rubbing his diminutive phallus along her soaking cunt lips.
"Uh, Michelle, condom?"
She angled his cock up and sank down upon it. "Mmh...no condom would fit that tiny thing..." She began riding him hard, "but it's perfect...perfect..."
Despite his athletic build and obvious talent at football, this was actually the likewise 18-year-old Keifer's first time. He'd been oblivious to all the girls that had shown less-than-direct interest, and had instantly agreed when cute Michelle asked him out. After going to a movie, she'd suggested parking out near the woods, and now her clasping cunt was pushing the virgin to a quick finish. "Shit...Michelle, I'm gonna cum..."
She moved upon him faster. "I want it...inside..."
"Ohh shiiitt!" Then he was shooting his load inside the girl's unprotected depths.
"Yess!" she hissed as she came hard. "Uh! UH!"
"Ohh..."
"Yesss..." She collapsed upon him.
"Sorry I couldn't hold it."
Michelle lifted her head. "Oh shit, you came inside me! What the fuck, Keifer!?" She quickly dismounted and grabbed for her purse.
"Uh...you said you wanted it inside..."
She used some tissues to wipe away his escaping seed. "I did? I, uh...I don't remember..." She continued wiping furiously. "This isn't a safe day..."
Keifer looked over at the slim girl's sexy body. At the thought that he might have just impregnated her, he felt his little dick hardening once more.
"Oh wow..." She was staring at his penis again.
"Michelle?"
"Well, I mean, what's done is done, right?" She reclined her seat and held her legs apart invitingly. "C'mere..."
He rolled across the center console, making sure not to impale his junk on the emergency brake, and found himself on top of her, his erect member pointing right at her wide-open, fertile pussy. "You sure?"
"Yeah...do it...fuckkk..." she moaned as he pushed back inside her. "Yess...fuck me...cum in me again...so hot..."
Keifer managed to fuck the hot girl for another ten minutes before he felt the second load churning in his balls. "You...sure you want it...inside?"
She immediately wrapped her arms and legs around him, making her intentions obvious as she thrust her hips up at him. "Urgh...please...please..."
"Ohh..."
"PLEEASE..."
"Unhh..."
"DO IT! FUCKING DO IT!"
"URGHH!"
"OHHH! I FEEL ITT! UNHH! UHHH!" Her comparatively small body shook below his as she came again with him. "So good..."
"Phew..." he moaned as he felt his member shrink within her.
"Uhh...Keifer?"
"Yeah?"
"Get...get off me."
He quickly pulled back and awkwardly returned to the driver's seat.
"You did it again."
He looked over at Michelle as she examined her thoroughly-inseminated pussy. "You...you wouldn't let go..."
She glanced over at him but quickly looked away. "Put that away and take me home." She remained facing out the window into the gloom as she used more tissues to clean up the mess.
When they got back to her house, she quickly exited his car and didn't look back. The end of his first date was punctuated by the sound of her front door slamming shut.
Keifer texted her before bed but she didn't respond.
---
In the morning, he checked his messages; still nothing from Michelle. At school, he tried approaching her but her friends wouldn't let him get close and she waved him away. He took his frustration out on 'the other team' during practice as he mowed through them.
After practice, he hung back in the showers after everyone else left, thinking about what had happened with Michelle the previous night. She had definitely wanted him, and even demanded that he cum inside her twice, despite it being a dangerous day. What had happened? He looked down at his penis, which had hardened at the recollection. Did it seem bigger now? He reached down to stroke it...yes, it was definitely larger, though he couldn't say how much.
"Keifer, you need a tow...el?"
The big man turned to see Eli, the new team assistant, standing there, staring at Keifer's member. The small blond guy was new to the school, the same age as Keifer, and had always seemed a bit effeminate...there had been some rumors that he might be gay. "Oh, uh..."
Eli moved forward as he pulled off his shirt. "It's perfect."
"Whoa, Eli! I'm not...wait..."
The small newcomer pulled off something that looked like a restrictive undershirt, and all of a sudden, A-cup breasts popped out, preceded by wide areolas.
Keifer's eyes boggled...Eli was a girl?! So distracted was he that it gave time for Eli to pull off his (her?) shorts and boxer underwear, revealing a furry blonde muff. Yes, definitely female!
"Fuck me!" Eli yelled and leapt at Keifer, wrapping their arms and legs around the larger boy and putting their freshly-revealed pussy just above the quarterback's erect cock. "Mm!" Eli kissed Keifer as the team assistant managed to catch the tip of the larger boy's penis between their very wet pussy lips.
Keifer had no idea what was going on, but he knew how good it felt to slide his cock inside hot pussy now, so he did so, pushing the smaller student against the tile wall and ramming up inside them.
Eli broke the kiss to bury their face into Keifer's shoulder. "Fuck...yes...fuck me..."
Keifer wasn't about to stop, his massive body dwarfing the trans boy's nubile form as he slammed into them again and again, and soon enough, felt his load rising from his balls. "Gonna...cum..."
"Inside...insiiide..." Eli moaned and wrapped their legs around Keifer's hips, their heels digging into the football player's taut glutes.
"UNGH!"
"FUCK! YESS!" Eli cried out as they came upon feeling the larger student's hot, dangerous sperm splatter inside them. "Perfect...inside...ugh...mmm..."
Finally, Keifer let the trans boy down to their feet.
Eli seemed dazed. "Keifer?" Then they quickly covered their body with their hands. "What?! I...what?!" They raced out of the shower, grabbing their clothes as they went.
Keifer shook his head, rinsed himself off, and reached to turn off the water...his hand bounced off of the bottom of the knob and he frowned before correcting his aim. His body had seemed a little off all day.
As he dressed, he wondered what had happened with Eli. The trans boy had been acting like Michelle, just wanting to fuck and cum, and then afterward was confused and upset. What was going on?
He was on tenterhooks for the rest of the day, expecting to be called to the principal's office for assaulting Eli, but then the final bell rang and he went home.
---
Keifer, while a popular football player, actually didn't have any close friends that he could discuss his problems with. That night, he decided to load up some porn in his room to calm down from his suddenly-crazy life. As he watched a video on his phone while skimming his fingers along his member, he noted that it was bigger than earlier, probably a little over 4 inches long now, and a bit thicker. Was it all the sex he'd been having?
His door opened. "Keifer, you done your homewo--?"
"Mom! Get out!" He dropped his phone and tried to cover up, but the older woman's blue eyes had locked onto his dick. "Mom?" He was getting to recognize that look. "Wait, Mom..."
"It's perfect," she murmured as she approached, her hair still up in a towel from her shower.
"Mom...shit..." He'd never thought of his single mother in a sexual way, but as the 37-year-old woman pulled off her bathrobe, revealing her dangling D-cup breasts and womanly curves, he was caught like a deer in headlights.
She moved his hand aside and stroked his little dick. "I made this...with him...so perfect." She straddled his hips and looked up at her son's phone. "Is that porn? If you don't want to see your old mom...do this..." She rubbed his hard shaft between her prominent pussy lips, "watch your porn." Then she lifted up and took his entire length inside her. "Mmm..."
"Shit..." he repeated and grabbed his phone, putting the screen between his face and the bouncing form of the wanton woman moving atop him. On screen, a blonde with fake tits was badly acting like she wanted the other bad actor to fuck her from behind. But right on the other side of that screen, a real woman was riding him...but she was Mom...
"God...it's been so long..." she moaned. Her towel came loose, freeing her dark brown hair as she exulted.
The video ended and a 5-second timer came up to indicate another was loading. All he could hear was his mother moaning as she took her pleasure from him. "Fuck..." The next video started, but of course there's always the introduction leading up to the sex. He finally put the phone down and looked up at his mother, her eyes closed as she rutted atop him, her pretty features concentrating on her own pleasure. "I'm...gonna cum...Mom." But he knew what the answer would be.
"Inside...insiiide..." She moved atop him faster.
His mom didn't even date...there was no chance that she was on any sort of birth control. "No...get off..." He sat up to try to dislodge her.
"No!" She reached forward and grabbed his arms, shoving him back.
