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This choice: I remember all the times I've worn one • Go Back...
Chapter #5
I remember all the times I've worn one
by: Unknown
Jessica snapped her fingers and I shook my head in pain. When my vision cleared and my thoughts focused, I remembered all the times I'd woken up and put on a bra. The memory made no sense, as I still remembered being a guy before today, so my otherwise intact-memories now included the moments where I got up, put on my boxers, and then put a bra over my flat chest.
"This is..." I began, but Jessica's chuckling cut me off.
"You've always been a bit of a transvestite," she said, "and now you finally get to live out your dream!"
The more I thought about it, the more Jessica's words made sense. I had worn bras as a guy, secretly of course, lest I jeopardize my reputation at school. I liked the way they felt on me, and now I'd finally get to wear them without any shame! I felt jubilant as I put the straps on, struggling a bit to get the cups around my breasts but getting the hang of it in the end. The bra was slightly more comfortable, though a little tight on my smaller, more curvy body.
"That-a girl!" Amanda said with an elbow to the side, and I blushed.
"It's nice," I said, but then it occurred to me exactly what I was getting into. Being a girl didn't just mean wearing a bra every day. It meant giving up all the things I'd taken for granted as a guy, the friends, girlfriends, football...
"And now for the rest of your outfit!" Amanda announced with glee, reaching into my closet...
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