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I really didn’t want to make her a complete spectacle on my first day and get her kicked out of school but at the same time I knew her mom had said ... needed to be more strict.“You’ll wear this plaid skirt, this white top, and these saddle shoes,” picked an outfit that Hayden called her “Brittany Spears Oops I did it again” Halloween costume. The top was tight enough to hold up her tits but kept her nipples exposed. I didn’t attach the nipple clamps but I did make her go without panties and wear. I've been in the closet, a crossdresser since I was 11, afraid someone would find out, but I did manage to dress as a girl for Halloween a few times, which was the extent of my adventures in public. I never had the courage to tell anyone the real reason why I wanted to be dressed as a girl. As time went by, I met and married my wife. I did convince my wife to let me dress me up for Halloween a few times, but I had had trouble walking in heels so she had to coach me a little. The fact that I. More

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