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Chapter 12
by Doodle31
What does he wear?
A little black dress
Like love at first sight John reaches for a back bodycon minidress with a built in bra and thin shoulder straps.
"Oooh, you are such a badie! Try it on!" Sarah is ecstatic with John's choice.
John pull off his shirt jeans and socks leaving only his panties. Sarah helps him slip into the sexy black number, which hugs his skinny little body and gives the illusion of breasts. Turning and looking into the vanity he can't help but check out his booty. The dress just barely covers his ass. Sarah squeals in excitement at the sight of John checking himself out. She darts to the closet briefly to snag a pair of silver open toe shoes with a 5 inch heel. John was entranced by the sight of them as Sarah kneeled down and put them on his feet. Once they had fastened the heels John stood up and felt his booty pop out. If his butt was nice before he was bootylicious now. He tried to take a step only to fall back into his seat. Sarah put out her hand.
"Here I'll teach you how to walk."
John took her hand. As he stood up he towered over her. With the heels he was about 6 inches over her. Holding his hand she showed him how to lead with the ball of the foot and to balance with his legs and hips. Holding Sarah's made him feel safe and he felt especially nice when she held him by the arm. After 30 minutes of walking and laughing with Sarah, John was strutting across the room like a queen. Once he had the hang of it he sat down in front of the vanity and adjusted his dress. Sarah sat next to him. She turned John's face towards her with one hand and reached around his waist with the other.
Do they kiss?
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Dressing up
What kind sissy do you want to be?
A story where you choose how you crossdress and act to change the results of the story. (Currently reworking the high school storyline into it's own story)
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- Crossdressing
Updated on Nov 18, 2022
by Doodle31
Created on Nov 18, 2022
by Doodle31
You can customize this story. Simply enter the following details about the main characters.
With every decision at the end of a chapter your score changes. Here are your current variables.
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