Average Bisexual TS woman's blog

Growing up Christmas was always a big family event. Christmas eve was spent at my dad's parents for dinner, family and presents. Christmas Day was spent at home then Christmas night we went to my mom's parents for more of the same. Growing up my brother and I were never hurting for presents and we usually got what we asked for and even if we didn't we usually forgot when we saw everything we did get. Toy wise growing up my Christmas list were typical boy toys. As i said even if my mind said i was a girl i was still a boy on the outside and a tomboy in my interests. However I had mostly female cousins growing up nd i did envy them getting pretty new clothes, and dolls and getting to wear the pretty Christmas dresses like this one. I wished i could have been among them. As they got older the toys and clothes turned into clothes and makeup and more grown up girly gifts and i envied it even more. One of my maybe stranger memories of envy was a gift my grandparents gave to...

It had been 5 years since i won my battle with cancer. In that time even confined to a wheel chair i'd gone started taking college classes, met and fallen in love with a woman i would later marry gotten a job as a teacher with a local museum and for the most part gotten my life back to normal. This is after fighting for my life, battling depressions and living the life of a man with nothing feminine. One day i decided its time to get my life back on track and start working toward my goal of being a woman. A goal that had been sidelined for 5 years. I still could not drive as i did not have a specially equipped vehicle. So i took the local handicapped bus service to the mall and wnet shopping. My first purchases were the basics. A pink push up bra like the one seen here and several pairs of panties. I did most of my shopping at Hechts department store where i even joined their bra and panty club where if you bought so many bras or panties you got one free. I came home and imdeia...

The last couple of days I've talked about some of the more practical clothing i'd bought as a teenager mainly every day panties and bras and a dress. However sometimes every girl just wants to feel sexy too. To that end sometime during that summer/fall of 1998 i bought a black strapless bra a pair of tummy control panties ( i know they may not seem sexy but gave me a girlier figure) and thigh highs like the ones seen here. I hoped i might wear them for Mike who had become a more frequent visitor and lover. Sadly i eventually realized he wanted a boy not a girl but it didn't stop us from having fun and he was really good in bed. So i always took a submissive role in our love making and just thought of myself as a girl anyway. I know my blog talks a lot about clothing and dressing as a girl. Some might call me a cross dresser not a transsexual. But i can assure you my shopping my clothing choices everything i was doing in my mind was leading to my ultimate goal of transi...

By the time i graduated high school in June of 1998 I had built up enough clothing that i was wearing atleast panties to school almost every day. Unless i had Physical training for JROTC or a uniform inspection i was atleast partially dressing as a woman. I was never brave enough to wear a bra to school as i was always afraid it would show under my shirts like it did non most girls. I look back now and ralise i doubt it would probably neverhave been a problem since i wore loose clothes anyway. But in my school their were no openly Bi, Gay, or Trans students so i had to be in the closet. My wardrobe had expanded to include a basic bra like the one seen here to go with my other two and many pairs of fruit of the loom and Haynes her way panties in different styles and materials to suit my mood. Atleast in the underwear department i was building quite a wardrobe and getting myself ready to go to college and transition into becoming a woman. However by the time i graduated i was burne...

After buying my first panties i felt confident and i had a part time job and money coming in so it wasn't long before i decided to expand my wardrobe. I had panties so what else does a girl need but a bra to wear with them. So i returned to k-mart and found a bra and panty set much like the one pictured here. The bra was a 36A soft cup non underwire front hook bra and the panties were of the same style above. I was again a little nervous going to check out but no one even gave it a second look the cashier was very professional and i was expanding my wardrobe to include the basics every girl needs. I felt so proud of myself for going shopping like any other girl would. By this point i was less than 2 years from graduating. I had made up my mind. My plan was to go to college a man and come back a woman transitioning at school and to start living full time so when i graduated i'd have completed the 2 year real life test needed to be approved for gende...

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...