Average Bisexual TS woman's blog

I had my first experience with a man more than a year earlier but had never gotten the experience i really wanted to try. Having a man inside me making me feel like a woman. I had continued chatting onlinelooking for a guy who would make it come true. I found Mike we talked several times then agreed to get together. He told me he was mainly interested in a male but if we got together and liked it maybe he's be up for a trans woman later. Wanting to try more i agreed even if i preferred trying this as a woman. Mike came over one day and it would be the day i lost my virginity to a man atleast. I had done so with a woman a couple of years earlier. Mike was a handsome African American guy and sweet. We went back to my dad's room which had a bigger bed than mine. He knew I wanted to try being a bottom and he was willing to top me. But first i needed to get him ready. I sat on the edge of the bed and he removed his pants. I could already see he was a lot bigger than Richard my f...

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...