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Chapter 5
by Haley_Hazel
Will you get dressed?
Yes
It's only fair you guess, you DID just attack your best friend with a random kiss... plus, you can't walk around naked.
Hesitant at first, you pick up the bra... "Hey Jess!, How do I even put this stuff on?", you shout through the bathroom door.
"Well, you like girls. I'm sure you'll figure it out... *Hahahaha...*", laughing at you, she walks away from the door.
Wrapping the bra around your chest, you struggle... but eventually you figure out to clip it and then pull it around your back and over your shoulders. It's tight, and very padded. The panties are next. They're soft as you pull the creamy white panties up your legs. Pulled up tight to your waist, you have a small bulge up front.
Looking in the mirror, you see a fairly un-hairy man in sexy woman's underwear... "Jesus! what the hell am I doing?!", you say to yourself. You pick up the black pantyhose, they're slick, but sort of thick as well...
You remember seeing woman on TV and in Movies putting pantyhose on. You roll the hose carefully up your legs, once on you pull them up your waist. Your legs tingle and the hose make your legs seem shaved and smooth.
You hope Jess has a good laugh at this when your done, but for now you feel silly.
The skirt isn't super short, but pretty tight... your cock bulge is showing so you put your hand down there and adjust. Your bits now pushed up under, the front of the skirt is flat like a girls now. It's giving you the willies!
It's tightness makes your legs stay together as you walk. You hate it, but it all feels kind of... nice?
The sweater is next, pulling it over your head, it stretches and clings to your new curves... you tuck it in to the skirt like you've seen women do before.
*Knock* *Knock* ... "You almost done in there Jane! *giggle*, or what?", Jess laughs from behind the door, "Girls... always taking forever to get ready!"
She called you Jane, it makes you feel strange. Coming from Jess's mouth it makes your cock stir in your panties.
You open the door, "Promise not to laugh?", you ask, as you turn around the corner and Jess see's the new you.
"Oh... Ummm... Wow! Maybe I should just keep calling you "Jane" then...?", After starring for a minute making you feel very embarrassed, Jess walks over to you. "Okay Jane, close your eyes for a minute or so... and keep them closed!"
You do, and feel her playing with your ears, and hair, stuffing something into your bra, and clearly she's putting lipstick or something on your lips... then your head feels heavy and you KNOW she put a wig on you...
"Alright, your done girlfriend!", she pulls at your skirt, then takes your hand and moves you towards a mirror...
"Open up Jane!", Oh god!
You immediately see a cute girl looking back at you, Jess smiling ear to ear behind her. She has shoulder length red curly hair, her breasts seem to be more than a handful to say the least, she even has a bit of cleavage! Her lips are pink and shiny, and in her ears are medium silver hoops that dangle a bit when you move (clipped on you assume). You would date this woman...
"Say hello to Jane, this was just a bit of a joke, but wow! you turned out pretty sexy!", you turn to face her as she plays with your hair... something strange is happening.
Jess licks her lips as she stares into your eyes...
You move in and kiss her again...!!!
Does she stop you?
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Sissy Escape
Paying Rent
You are a young man short on cash. Rent is almost due and there are only so many ways to make cash. The problem is, everyone seems to want you to do something out of your comfort zone... will you make rent, endure the humiliation... embrace it? it's up to you in the Sissy Escape!
Updated on Feb 27, 2019
by Haley_Hazel
Created on Aug 24, 2017
by Haley_Hazel
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