Chapter 8
by
vanillathunder
Where does Marshall want to go? Perhaps the pool? Or maybe the spa?
Marshall wants to go to the pool
"Go down to the pool for a swim." Marshall finished as he pulled a bathing suit out of a drawer.
"Have fun." Jules said, and sat down on the bed.
"You're really gonna do this? You know what? Why don't you just wear one of mine?" Marshall went into the dresser and pulled out another bathing suit, tossing it to Jules.
"Thanks." Jules smiled as he got up and went into the bathroom.
Jules returned a few minutes later, after Marshall had changed into his bathing suit, still holding it in his hands.
"What happened?" Marshall asked.
"It doesn't fit." Jules sighed, tossing the suit back to Marshall.
Marshall wasn't an overweight man, but he was taller and more physically fit than Jules was, and as such, they weren't remotely the same size.
"Didn't you try the drawstrings?" Marshall asked.
"It was still falling off my waist." Jules replied.
"Well, come on, there's gotta be something in that box, right? Let me take a look." Marshall grabbed the box and started rifling through it.
"Good luck, you're not gonna find a pair of trunks in there." Jules muttered.
"Aha!" Marshall pulled out a red bikini bottom. "How about this?"
"There's no way I'm gonna wear that!" Jules exclaimed. "It's a bikini!"
"It's a bathing suit, besides, it's just the bottom, not like it's a one-piece or the whole bikini, what makes it any different than a Speedo?" Marshall asked.
"Because it's for women!" Jules shouted.
"If I didn't know it was a bikini bottom, I'd never be able to tell that this wasn't a men's Speedo." Marshall said. "Now, are you going to sit here for the entire trip, or are you gonna suck it up and come down to the pool with me?"
"Fine..." Jules let out a small smile as Marshall tossed the swimsuit at him.
Jules quickly changed into the swimsuit, being **** to tuck his anatomy slightly so it wouldn't bulge as noticeably and risk poking out, and searched the box for the least feminine pair of sandals he could find, settling on a pair of red flip flops.
"Ready to go?" Marshall asked, putting on a pair of sunglasses.
"Yeah, let's go." Jules said, taking one last look in the mirror.
What was he so worried about? He looked nothing like a woman!
Does something happen down at the pool?
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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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