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Chapter 5
by
Dayeandknight
what happens next?
Bret misses and Liam wins (by Spooky)
As Bret leans over far onto the table to line up his final shot, Liam gets another flash of what he is now sure are panties Liam readjusted himself to try and hide his continuing erection.
“One turn, one bet. I sink this ball. I win, you do something for me. I miss? You win, you get whatever you want.”
"Like what?"
Bret pauses... Liam could swear he wiggled his ass as he thought, swishing his skirts... Was he doing it on purpose?
"I'll act like your devoted girlfriend for the night."
"You're on," Liam said before his mind realized what his mouth said.
Bret raised an eyebrow at how quickly Liam had responded but responded "Doesn't matter though, because this shot is so lined up I can't miss..." Clack! "Fuck!"
The Shot was lined up well enough but it must've been off by a degree or two as the 8 ball bounced right on the edge of the pocket but wouldn't fall in.
The rest of their friends were loudly chatting and laughing after hearing the terms of the bet and watching the result.
Bret to his credit, immediately responded with "Well, I guess you can call me Britney"
what happens 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
Updated on Feb 22, 2026
by Dayeandknight
Created on Feb 1, 2018
by Dayeandknight
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