The Reasons Have Changed Over The Years.

At first it was just curiosity. I just wondered what it would feel like to wear panties and bras, even skirts and dresses. After satisfying the curiosity, I found out that they felt good. Feminine panties were made of much nicer feeling fabrics than anything that was made for men. And wearing a bra also felt good, even though I had nothing to fill it out and didn't really need one, it just felt good. And when I tried skirts and dresses, it just felt neat for my legs to be unconstrained and to feel the breeze on my legs and under my skirt.

After a while, I realized that it actually felt sexy. Especially when I discovered the luxury of nylons. Having my legs enclosed in slinky feeling nylons and high (almost too high) heels stretching my legs and making them look better just got me started. Add a bra, and eventually breast forms, skirt and slinky blouse with a low neckline and I felt sexy and desirable. (Even if I wasn't passable and probably don't look that good).

As time went by, I got more and more sexually excited, when I dressed, when I put on my makeup, when I styled my hair (long anyway) in as feminine a fashion as I could. And although I had no desire to become a woman (I like being a man), it really felt good to dress up and when I did to be as much a woman as I could. In fact, I started wondering what it would be like to have sex with another man. I'm not really attracted to other men, but I kept thinking about what it would be like to suck a **** or to be ****** in the ***.

Finally I gave into the curiosity. The first experience wasn't as good as I would have liked. I was dressed (or undressed as the case may be) inĀ  my male attire, and it wasn't horrible, but I wasn't all that thrilled about it. But when I got dressed as a female, the curiosity was still there. And finally I tried again. This time I was cross dressed, and this time I REALLY enjoyed it. And I'm sure that being dressed as a woman (a **** actually) was a big factor. So now along with all of the other reasons, I cross dress to have sex with other men.
RayanneA RayanneA
56-60, M
May 4, 2012