Chapter 41
by
Mr Nice Guy
What's next?
Refinement
Isabelle sipped her wine and tried not to stare.
Riley sat across the table, legs curled beneath him on the chair, nibbling delicately at a slice of avocado toast like it was some sort of delicacy. He wore what he called his comfy clothes, though there was absolutely nothing comfortable-looking about them.
His yoga pants were a size too tight, the soft material sculpted to every curve. The word juicy glittered in rhinestones across his rear like a neon invitation. The T-shirt clung to his chest, so short that it barely covered his stomach, and so snug that the words daddy’s girl stretched across the fabric in a curve that left no question about his surgery’s success.
His hair was pulled up in a high, bouncy ponytail, makeup washed off from the stream but cheeks still flushed with post-performance glow. He was radiant. Drained, but radiant.
And he had no idea.
"So," he said between bites, trying to sound casual but failing completely. “I was thinking... do you think I should, like, get my face done?”
Isabelle nearly dropped her fork.
She blinked, recovering, placing her silverware down with a thoughtful grace. “What makes you say that?”
Riley shifted, toes curling under the bench, eyes darting down. “I dunno. I mean, I love what we did with my chest—like, thank you again for that—but now, when I look in the mirror, I just feel like… the rest of me hasn’t caught up, you know?”
She wanted to clap. She wanted to throw confetti. But instead she leaned back, hands folding beneath her chin.
“Oh honey,” she said, voice smooth as cream. “You’re starting to see it. The difference between average… and exceptional. Women don’t want to be with a man who looks like an ogre once his makeup comes off.”
Riley’s lashes fluttered.
“Don’t get me wrong: You’re gorgeous. But you’re right—gorgeous for you. Not yet gorgeous enough for him.”
That got his attention.
“You still want to be Chase’s girlfriend?” she asked gently, tilting her head. “You want him to look at you and want to let you take care of his needs? Not just once, not just after a good kiss or a meditation session… but every time he sees you?”
Riley nodded, biting his lip. “More than anything.”
“Then you’re on the right path,” Isabelle said. She set her wineglass aside and reached for a napkin. “But wanting isn’t enough. Not anymore.”
She scribbled something onto a piece of paper. A single word: refinement. Then she slid the paper and the pen across to Riley.
“This is what separates the girls from the girlfriends. You have to refine. Shape. Sculpt. You’re not changing yourself—you’re discovering who you were meant to be.”
Riley blinked slowly. “Like... nose, cheekbones, stuff like that?”
“All of it. Bone structure, lips, forehead contouring. But if you want to do it right? If you really want to become Chase’s dream girl?” Isabelle leaned in. “You need to know what that dream looks like.”
Riley’s eyes went wide.
Isabelle smiled.
“You need to go back through his socials. Deep dive. Scroll years back. Study the girls he dated. The ones he followed. The models he liked. Look at who got his attention, what features they had. Their makeup, their bodies, their styles, their energy.”
She paused, letting the weight of it settle.
“I want a list. Faces. Names. Photos. Descriptions. Once I see it, I’ll know what changes we need to make. I’ll help you become exactly what he’s always wanted. Without even knowing it.”
Riley sat back, breath caught in his throat.
“You’d do that for me?” he whispered.
Isabelle reached across the table and took his hand.
“Honey,” she said softly, “what do you think I’ve been doing this whole time?”
Riley beamed. The kind of smile that makes people trust. The kind that begged to be shaped into something even more exquisite.
She watched him rise, hips swaying as he went to grab his phone—probably to start his deep dive right away—and Isabelle sipped her wine again, savouring the moment.
Her masterpiece was taking shape.
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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
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