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Chapter 16
by ShimoDragon
What's next?
Chasing Hunks
Riley strut into the gym with more confidence than ever before. His hips swayed rhythmically as he passed by a group of women on the treadmills. He waved and called out to them, "Looking good out there!"
The women waved back in response, "You too girl!"
He was more certain than ever that the women around him were finally paying attention to all the effort he had put into his appearance. How could they not be attracted to his tight little shorts and huge chest? But even with that certainty Isabelle's words revealed a truth. He wasn't ready for a relationship with any of these women. As he was now he would just screw it up and end up hurting the both of them.
Riley pushed the thoughts of any female gym goers out of his mind. Today he was on a mission: He had to find himself a man. One that he could get close to and understand their needs. Understanding is sexy. Riley looked around the space to find somewhere to begin his warm up and form a plan. His workout was secondary today, in reality all of his efforts would be centered around grabbing the attention of some of his fellow gym bros. As he settled in and began to stretch, one man in particular caught his eye...
Chase Donovan had always been popular with the ladies so he was no stranger to having gym bunnies come up to flirt with him, however, something about today was different. He first noticed her as she was stretching just across the floor from him. She was clearly trying to show off her body, and Chase was never one to turn down a free show. He expected her to look pissed off when she spotted him staring right at her tits, but instead she winked a fluttery eyelash at him and smiled. From that point on Chase didn't bother to be subtle anymore and completely paused his workout to watch the girl stretch and stick out her ass.
After she finished stretching, Chase was mildly surprised to see her start walking towards him. He hadn't seen a girl this forward in a long time, especially not one this hot. She spoke up with a singsong voice once she got close, "Hey there, I noticed you over here while I was warming up. My name's Riley, what's yours?"
Chase gave his most suave smile in response, "Cute name, I'm called Chase. You were looking good during that warmup of yours. Do you come to the gym often? I haven't seen you around before."
Riley's shimmering cheeks blushed a little at his compliment, "Thanks... I joined this gym not too long ago but I was working out at home before. I was thinking, since I am new... could you show me how this machine works?"
She pointed at the machine Chase was currently using. A simple leg press. He smirked. "Of course, I still have a few sets left anyways. Just watch and learn."
He sat back in position and began lifting the sizable weights with his powerful legs. "The most important thing- to remember- is to never- lock- your knees." He spoke between reps. On is side Riley watched his form intently while idly playing with her silky ponytail. She leaned forward to get a close look, allowing Chase to easily look down her tank top at her dangling melons. He tried not to let the amazing view distract him from the exercise but as he began to turn his attention back to the weights he noticed that Riley wasn't exactly focused on the exercise either. She was barely hiding the fact that she was staring at Chase's muscular thighs they flexed and he could've swore he saw her eyes flick over to his crotch once or twice. She was checking him out just as much as he was checking her out.
Chase finished up and locked the weights. He turned to Riley who gave him a dainty clap as she bounced up and down, "Wow! I can't believe you lifted so much! You're sooooooo strong." She reached out to touch his impressive bicep. "Are you an athlete or something?"
Chase resisted the urge to stare directly at her boobs as she jumped around. "Thanks. Believe it or not, I'm actually the captain of the football team over at Goldridge College. They call me the star player. GO EAGLES!"
"No way!!!" She excitedly pulled herself close to him, inadvertently pressing her jugs into his arm. "I'm actually enrolling at Goldridge next semester! What a coincidence!"
Chase's eyes lit up as he saw his chance. "Really? Well in that case we should exchange numbers. I can show you around campus once the school year starts."
"For real? That's so nice of you Chase, you're so sweet. Lets do it!" Riley smiled genuinely and the pair of them traded phone numbers. "Honestly though, how did you manage to get your body like that? You look incredible!"
"Simple hard work and dedication. Though... I bet you already know a thing or two about that." His eyes scanned Riley up and down. "You look pretty damn great yourself."
Riley blushed again, but before she could respond an alarm went off on Chase's phone. "Oh damn, it's later than I thought. I hate to cut this chat short but I gotta run. I'll shoot you a text later, see ya Riley."
He turned around to jog his way out of the gym. They may have parted ways then but Chase couldn't get Riley out of his head for the entire rest of the day.
"What a damn fine woman..."
What's next?
Crossdressing Stories
A collection of separate stories that all involve guys ending up in dresses
A collection of separate stories that all involve guys ending up in a dresses
- Tags
- Hypnosis, Misunderstanding, Crossdress, Halloween, Bet, Dare, Crossdressing, hormones, feminization, sissy, housewife, Stepford, Stepford wife, hucow, Maid, Fetish, Femdom, Thigh-highs, mistaken identity, mind control, manipulation, Accidental, Mr Handy, Vault, Fallout, Magical Crossdressing, Leather, Princess, Secretary, Fantasy, pokemon, Mindcontrol
Updated on Jun 20, 2025
by Mr Nice Guy
Created on Feb 1, 2018
by Dayeandknight
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