Average Bisexual TS woman's blog

I remember exactly how it happened and even where i bought them. Clearly based on other posts these were not the first panties i ever wore but they were the first pair that were mine. I was a junior in high school. I'd been with my girlfriend for 2 years and we were sexually active. I had also had my first experience with a man as talked about in yesterdays post. My then girlfriend had no idea about any of this. Around Valentines day we were shopping at Kmart with her parents there as well. We had split off from her parents and were looking at the valentines section. She saw they had some satin thongs red with white hearts and white with red hearts on them. She told me if i bought her one she'd wear it for me. Needless to day i came back and bought one for here before valentines day when her parents were not there. What she didn't know was i took advantage of the opportunity knowing men buy stuff like this for their girlfriends for valentines day I figured no one would gi...

After years of dressing up as I wanted to freely one day my grandmother told me the only way bshe'd let me continue was if my father told me it was ok. I'm not sure where this came from and she stuck to it for a while but eventually I was allowed to do so again. But then my grandparents moved to a new one story home where it was much harder to do so without my grandfather knowing it. So my dressing went on hiatus for a while. And when it started again it was now in secret. Sometimes when i pent the night sometimes just sneaking a bra and panties i'd wear during the day then put in the clothes hamper before i left to go home. My aunt also was discharged from the army about this time and it gave me oppurtunities for younger women's clothes. But at this point I was now closeted and would never get to openly play dress up again. One thing that did give me joy during this time period was the catalogs my grandmother would get for Sears and JC Penny's. I l...

I think that every little girl dreams of growing up and meeting the man of her dreams and becoming a beautiful bride, wearing a beautiful wedding gown, and walking down the isle. Even if i was born a boy I was a girl at heart and had the same dreams. The same grandmother who had let me play dress up whenever i wanted caught me looking at a catalog that she subscribed to that had a lot of toys and other things for kids. At the time I was looking at a little girls fancy dress costume much like the one in the picture. She asked me would I like her to buy it for me? I look back and i know i should have jumped on the chance. But i was too scared to admit to anyone that I really wanted to be a girl. I would have loved to have that wedding dress costume more than anything else in the catalog. And who knows it might have lead to more clothes of my own. But i said no. I couldn't yet come to grips with who I was inside. I could have pretended to be a beautiful bride with my own wedding dress...

 When I was 6 my mother was killed in a car accident. My parents had been divorced for a couple of years and my mother had remarried, my younger brother and I had gone to live with her and my step father. When she died we had to live with my father and his parents. What was already heartbreaking was compounded by the fact i'd lost the main feminine influence in my life my mother. My brother and i still saw my mother's parents though on a regular basis. We spent 3 days a week at their home after school and in the summer. We would often also spend the night there. As some point while staying there i discovered two of my mom's old dresses. One blue and one purple both gorgeous velvet material. My grandmother bless her soul had no problem with me wearing them and i took every opportunity to do so. My grandfather the same one who caught me in the dress in preschool did not approve but he was still working in those days so i could do it when he was not home. I even convinced my...

   In many ways growing up i would have been seen as a typical boy of the 1980s. I liked and played with GI Joe and Transformers and other boy toys and watched their shows. But two of my favorite shows were more on the girly side too. I also loved Rainbow Brite and Care Bears. So much so about the age of 5 my pajamas were rainbow brite. Not the ones pictured above mine were not that pretty and girly but they were also i didn't find out till later in life when i learned my wife had worn the same pair growing up that they were not marketed as boys pjs but as girls. I wish mine could have been as girly as the ones in this picture but mine were blue with footies. I'm glad looking back that my mom was not stuck on the boys only play with boy toys and wear boy clothes. But sadly by the time i was 6 she had passed away and i'll never know how far that could have gone. I through ion the picture of the Care Bears Trash can because its the same one i had at that age, ...

It's funny the things you remember even after more than 30 years. Even though i knew i felt like a girls probably as young as 2 years old other than my mom curling my hair i never had a chance to express it. Then one day in pre school probably about 4 years old I discovered the wonderful world of the dress up box we had. That was the first time i ever put on a dress. It was denim probably not unlike the one in the picture. I spent the day playing with the other girls and loving it.I wore a dress and played with dolls and the girls treated me like one of them. Surprisingly no teachers said anything or made anything of it. Surprising being a church run pre school. That day of play opened a whole new world to me and made me fell like one of the girls like i felt i should have always been. That afternoon i also got my first wakeup call to the fact that not everyone was so accepting. My grandfather picked me up from preschool that day. I was still wearing the dress when he arri...