Friday, April 9, 2021

Glass

"Wow Bro....you look so pretty in my old Prom dress. I can't get over it....all the boys are going to be all over you tonight...."
"You really think I look....pretty....like a girl Sis?"
"Oh you are just like Cinderella....all you need now is a pair of glass slippers...."
"Wow.....I can't believe it...."
"And the best part Baby Bro is you're not going to change back at midnight.....do you have that pack of condoms I gave you?"
"Yes but I'm sure I won't need them....."
"Just looking at what a knockout you are, I'm pretty sure you will...."
"Oh Sis....you're making me blush...."
"Wait until tomorrow when you're telling me all the sexy details....save your blushes for then!!!!"












3 comments:

  1. Back in my twenties I was caught by my older sister when I was dressed as a woman. I have often wish she would had taken out somewhere shopping or to a club.

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  2. Losing your virginity on prom night is the ultimate sissy fantasy

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  3. Hmmm, something tells me that the condoms are not for his boi clitty!

    ReplyDelete