Disable your Ad Blocker! Thanks :)
Chapter 33
by
Mr Nice Guy
What's next?
The Way of the World
Stephanie sat cross-legged on her bed, pink gel pen tapping against her clipboard as she reviewed the final cheer roster. A candle flickered on her dresser—Pumpkin Sugar Swirl, her favorite—and soft synth-pop played from her phone speaker. Everything should have felt normal. This was supposed to be the fun part. Picking the team. Making it official. Feeling powerful.
But her eyes kept going back to one name.
GirleyRiley.
No listed experience. Zero years on a squad. And yet…
Stephanie exhaled and set the clipboard down. She reached for her phone, almost unconsciously, and opened Instagram.
There she was. Riley.
Her newest post had gone up just an hour ago, and already had thousands of likes. Riley was in some tiny sparkly halter top, holding two pom poms in front of her chest like she might drop them at any moment. Her eyes were wide and innocent. Her mouth slightly open. The caption read, Practicing for the real thing <3 Be honest... do I look like a cheerleader yet?
Stephanie stared at the screen.
“You look like The cheerleader,” she muttered, and felt a strange flutter low in her stomach. She tapped the heart automatically. Then watched the likes tick upward, like everyone else was hypnotized too.
GirleyRiley is interesting.
She is very sexy.
You want to follow her so you can see more.
The thoughts slipped through her mind like silk.
She closed the app, then opened it again.
“Ugh,” she groaned, rolling onto her back, clipboard sliding to the floor. “Why is she so hot?”
It wasn’t just the thirst-trap content. It was something deeper. A kind of grace. Control. Riley knew how to use her body—not just in front of a camera but on the field. At tryouts, Stephanie had been stunned. Not just by how Riley moved, but how confidently she performed. High kicks, flips, perfectly timed hip sways, cheeky little twirls—like she knew exactly how to keep eyes on her. Including Chase’s.
Especially Chase’s.
Stephanie swallowed hard, remembering Riley’s tryout outfit. That see-through fishnet crop top with nothing but pink heart-shaped pasties underneath. The pastel skirt that barely covered anything when she jumped. And those legs—shiny, smooth, and strong. Her skin had glowed in the sun like oiled silk. And every time her ass bounced in those panties, it had felt like a punch to Stephanie’s gut.
It was sexy.
She was sexy.
And it wasn’t just the outfit. It was how Riley wore it. Like she owned the field. Like she belonged in front of a crowd. Like every bounce and shimmy was designed to be watched, replayed, worshipped.
Stephanie knew that kind of presence. She used to have it. Still had it, technically.
But Riley?
She was more than a cheerleader.
She was a star.
Stephanie sat up, brushing her curls out of her face. Her gaze drifted to the clipboard again, where Riley sat at the bottom of the roster.
“She’s going to take my job,” she said aloud, and then laughed at herself. It wasn’t bitter, not really. Just resigned.
It was the way of the world.
The hot girls rose to the top. Always had. And Riley wasn’t just hot. She was unreal.
Stephanie could already imagine it—midseason, crowds chanting Riley’s name, new choreography built around her insane flexibility and bounce. Her following would double, triple. By then, no one would remember that Stephanie used to be captain.
And maybe… maybe that wasn’t the worst thing.
Because Stephanie followed her online. Had for a while. She was obsessed. She’d scrolled for hours one night, watching Riley’s little lip-syncs, her hauls, her OnlyFans teasers (not that she’d paid, but still). There was a softness to her, a girlish sweetness wrapped in raw sensuality. Stephanie had started mimicking her makeup. Even ordered the same perfume Riley tagged in a GRWM video.
Was it creepy? Maybe.
But it was Riley.
GirleyRiley.
If someone was going to steal her thunder, it might as well be someone she couldn’t stop watching.
She picked up the clipboard again and underlined Riley’s name in pink. Then drew a tiny star next to it.
Let the whole world see her.
Might as well start at football games.
What's next?
Disable your Ad Blocker! Thanks :)
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
Updated on Feb 22, 2026
by Dayeandknight
Created on Feb 1, 2018
by Dayeandknight
- 5,860 Likes
- 2,189,465 Views
- 931 Favorites
- 620 Bookmarks
- 384 Chapters
- 73 Chapters Deep
Comments moved below the chapter.
Jump to comments
Comments