Secretly I've always wanted to be a sissy

Ever since I was about 16 I've always wanted to be a sissy. I used to look at girls and wonder why they could wear bright colors, high heels and mini-skirts and stockings and guys couldn't. But even then, I still didn't realize that I wanted to be a sissy. I realized that I could be a sissy when one day I was downtown and I saw a few sissy walking around down there and they had on full skirts, stockings high heels and they looked good too. And they were not ashamed to be dressed like that in public either. That's when I realized I could wear those girly things too. But of course, I couldn't do it at the time because I still lived at home. I would have to get my own place first. But that's all for another story.

30 days

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    • I've always been sissy like for a boy and mom and my sisters are good with it. I like being a cute boy that wears girls clothes and don't really want to be all girl cause I like the gay stuff between two boy's that I do. I mean it's like I'm the girl tho but not really. It's so cool being a pretty 14 year old boy with boyfriends.

    • I love the way that you tell this first part of how you came to your happiness, and I wish you the best for the future.
      I know what you mean. I only feel like my real rue self when I'm dressed the way that I truly want.

    • When I was younger I used to love the way nylons felt against my skin, The way I looked in a tight mini with heels. I knew I looked good, maybe a little too good. I was always afraid that if I let some horny guy fuck me, that he would fuck the living shit out of me and turn me out. That was my biggest fear, but at the same time that was also my wildest fantasy as well. Boy, the things that go through a horny sissys head.

    • I'm older now and I've had the opportunity to dress many times, but still not as much as I would like.

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