1. Beginnings of a sissy


    Date: 11/2/2015, Categories: True Story, Bi-sexual, Blowjob, Humiliation, Male / Females, Author: Patti ash, Rating: 66.7, Source: sexstories.com

    Hey, my names Pat and I have a story to tell. I'm 35 years old and have been with my wonderful girlfriend, Becca, for five years now. I met her at her work, where I go to volunteer twice a week. It was pretty much love at first sight. When I first volunteered there, I also found out that an ex roommate of mine, Tiffany, from about 7 years past works there also. So did her then kid, now grown up sister, Nikki. It was an awkward reunion, considering the last time I had seen them, they both walked in on me, in my room, dressed up in Tiffany’s bra and panties, pulling up one of her stockings up my thigh. Needless to say, that roommate agreement was at an end and I moved out. Since my early teenage years, I always felt uncomfortable with myself in a young mans role. I am not one of the typical “girly man” types. I've always been taller and bigger than everyone I was around. All through school, I was asked to wrestle, play football and basketball. I never wanted to and instead would sit in the bleachers at practices and games and watch the cheerleaders, wondering why I couldn't be one of them. Why did I have to go to church in a suit, instead of the cute dresses and skirts the girls my age were wearing? Why did guys always have to be tough? (Now I'm 6 ft. 4 and a comfortable 255. Not fat by any means, but well stocked. An odd side affect of smoking pot for long periods of time causes cells to grow in a bigger teen males chest, causing female breasts to form. This happened to me ...
    starting young, and smoking for a long time. I now have 40c breasts all natural lol, while at first was really uncomfortable, since I now dress a lot it's really fun!) As soon as I was 18, I moved out and went to college at Oregon. I spent two years there, learning about business and about myself. I got an apartment off campus and there spent most of my free time and my free money, fulfilling my desire to dress like a girl. I never went out, or let anyone find out. I just studied hard and minded my own business, slowly growing comfortable with myself. It just started with some cheap Walmart panties in a five pack for 6 dollars, where I could buy them and no one asked any questions. I didn't want anyone finding out, so I just started wearing them under my sweats at home until I fell asleep. Then back to school with my uncomfortable boxers. By the time I graduated, I had half my dresser and closet dedicated to my inside self. I didn’t have anymore boxers and I wore my panties and bras everywhere, under my man clothes. I still wasn't comfortable in wearing my girlie clothes out. I got a job offer in Portland, managing a furniture store. I moved every 6 months of so, trying out new apts, til I found a lease and a neighborhood I liked. After two years, I was at the local community college, taking a spin class, and I saw a flyer forsomeone looking for a roommate. The offer was too good to pass up. The third of rent for a third of a three bedroom apartment condo. I was really trying to ...
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