forced crossdressing sex stories

The Day I Wore My First Pair of Panties

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Today started out just like any other day in my life: with one exception. Today I wore girl's Panties for the first time. My Mommy decided to punish me for acting like a sissy , so she pulled my pants down, ripped off my jockey shorts and into a pair of pink, frilly panties I went. My mommy was hysterical laughing at the site of me all dressed up in my cute little panties. She said that she couldn't wait to tell all of her girl friends that her little boy looked great in panties. I shuttered at the thought...

Roger’s Auntie Becomes His Mummy

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I have always been a fairly mild and meek person and would never get involved in any sort of confrontation and for that reason people seem to treat me rather badly. As an 18 year old in his last year at school I had begun to rebel a little and although my parents told me off a lot I tended to ignore them and do what I wanted to anyway. One day just as term was about to finish my mum said that I was going to spend the summer holiday with my auntie Dee. She said that as I...

Sissie’s Ordeal

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On my fourteenth birthday my mother and I went to my Aunt Cheryl's new house. It was my first time to go there, usually I meet my aunt at my house. I had been dressed for the occasion in my pink dress, the one with the very short skirt, pink slip, pink socks, black Mary Janes, and as usual, I had my pink panties on, the ones with the lace in the back. My mother made me wear a collar around my neck so she could attach a leash, and with that, she led me into the house. Mother said,...

Proper Placement

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Agnes, my mother-in-law looked at me, an exasperated look on her face. "What is wrong with you?" She snapped. "Am I asking the impossible, or what? Is it too much that I ask a simple little favor?" "Oh c'mon, Agnes." I argued. "Jesus! Where do you get the idea that it's such a simple goddam favor, eh? I'm thinking that.." "Stop that profanity!" She said firmly. "I'm not religious, but I won't have you talking to me like that. A little respect if you please!" I modified my voice. "I'm sorry Agnes. You know I respect you. But this is...

Lord Malcolm

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Let me introduce myself. I'm a robust, fun-loving, healthy, good-looking and mature woman of fifty, and I've always had a keen interest in good sex. Some of my most memorable encounters have involved the sexual awakening of a young man, or boy really, largely by *my* skill and intuitive understanding of what arouses these young people. Many lads have received the benefit of what I had to teach them about themselves, but none of them has been as personally rewarding as the fourteen year old scion of the noble and wealthy family with whom I work as nurse/governess. Lord Malcolm,...

Forced to Serve at my Aunt’s Tea Party

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When I was 12 years old, my parents went on a two week vacation and sent me to my Aunt's house to stay with her while they were gone. My Aunt Shirley was my mother's older sister. She was about 50 years old at the time. And she was a very imposing woman. She had large breasts, large hips and thighs, and a small waist that was often wrapped with a belt. She was a very strict woman and she informed me upon my arrival that if she was to be responsible for me, then I would not be allowed...