
Crossdressing Caption – Persuasion
Of course when you got there you saw your frat brothers out on the lawn horsing around. Men sporting sundresses with chest hair sprouting where cleavage should have been. Big beards over slips, their junk tenting the smooth fabric and obviously not tucked thoroughly as you had. And certainly no one else had shaven their legs. They were parodies. No one came close to passing. Even though they’d all assured you there would be prizes for the most convincing getup.
Freaking out, you asked your girlfriend to pull away immediately before anyone saw you. She just took the keys, got out and started striding away, greeting your roommate loudly. Shit!
“Who’s your hot new frien-” your roomie started in, “Oh my god! Sam!?!? You’re smokin’! I can’t believe this worked- I mean, that your outfit is so good. The seniors need to see this!”
You were quickly ushered into the house – past many roving eyes, wolf whistles, and ass slaps – to the house elders. After much laughter and being made to twirl and bend over you were summarily declared the winner for the title “Queen Sissy”. Yay? Wait, the prize was to be the Party Hostess? You’d have to take everyone’s orders, drink and…otherwise. If everyone wasn’t pleased by the night’s end, you’d have to dress like this for a month!?
You looked to your girlfriend in panic. She just smirked and said in a sultry voice not to worry, that she’d teach you exactly how to please all the men. This was met with raucous approval.