I was just browsing your site today and I wanted to write in and tell you about my love of dressing in women’s clothing. I wouldn’t exactly call myself a transvestite, I haven’t gone so far as to take hormones or get implants or anything, but I have developed a knack for looking like a woman. For as long as I can remember I’ve had a thing for wearing women’s clothes, even going back to my childhood days living with my single mother. My dad left us when I was two years old and I haven’t heard from him since, so I grew up without a male figure in the household. My mom had a few boyfriends here and there but she never seemed to recover from being abandoned by my father. I’m sure that experience has something to do with my crossdressing, but I’ve never really been into psychoanalysis. I just figure if it’s not causing and bodily harm or damage to anyone else I can go about my merry way.

My first memory of cross dressing is from when I was five years old and I discovered my mother’s underwear drawer. She must have been in the bath or something because I rummaged around in there for a while, trying on her panties, pantyhose, and bras. Of course, everything was too big for me, and I didn’t really know what I was doing, but it’s still a memory that’s burned into my mind. I didn’t really start getting into dressing as a woman in a serious way until I was about sixteen. A few years earlier I had begun puberty, quite a difficult time without a father around. I was thoroughly confused sexually, and embarrassed enough about growing hair and getting boners that I didn’t want to ask my mother about anything. Two months after my sixteenth birthday, on a night that my mom was out with her friends, I snuck into her room and began rummaging through her closet.

My mother was a fit lady for her age, about 40 at the time, and her clothes were just about my size. After fifteen minutes in her closet I found myself in a pair of black stockings, a lace thong, and a bra, which I had stuffed with socks. Up until now I had only occasionally dabbled in dressing, a pair of panties, a stocking, nothing big. That night I went all the way and tried on a bunch of different things. First I put on a low cut black velvet dress that I had always liked. It felt amazing against my body and gave me a significant boner, turning me on immensely. It was at that moment I realized I would be dressing in women’s clothing for the rest of my life. That night I swear I went through half of the clothes in my mom’s closet, trying on her skirts, sweaters, satin tops, business like blouses, and lingerie. It was the first time I really started to develop distinct tastes for different clothing types.

When it comes to lingerie I prefer to wear silky materials. I like the feel of it against my skin, especially in my private areas. There’s nothing like the feeling of my cock and balls being encased in smooth silky material. It hugs them erotically, like a soft hand applying gentle pressure.As a cross dresser huge fan of stockings and pantyhose as well. The material is the epitome of soft, and when I get bold and shave my legs it feels even better. I can see why women like them and why men fetishize them; there’s no feeling that’s comparable to having a pair of pantyhose covering your legs and genitals.

In terms of actual clothing, again I tend to gravitate towards what kind of materials feel good against my body and make me feel feminine. Because of this I like to wear either tight sweaters or silky tank tops and blouses. My favorite piece of clothing that I own at this moment is a white long sleeve cable knit sweater. It holds tight against my body, the wool/cotton blend rubbing up against my skin with every little movement I make. When I dress I like to wear a bra with breast forms in it, nice silicone ones that I spent a lot of money on, so I have a more womanly form. I love to look down at my chest and see two big globes busting out from the sweater.

The one thing that dressing always does is turn me on. Without fail I have a raging hard on before I’ve even finished putting my lingerie on. If I’m dressing in regular clothes I start with a pair of panties and a bra, usually something skimpy and lacy to make me feel sexier. Sometimes I go with a satin panty and bra set; it all depends on my mood. After I’ve put on my underthings I slide the breastforms in and pick out my outfit. Just yesterday I chose to wear a light purple sweater and a leather skirt. The sweater is low cut and clings tightly to my body. My breast forms (which are a big B cup) push out nicely, forming a pseudo cleavage that I find quite erotic. The leather skirt is incredibly tight and grips my ass nicely. I like the feeling of restraint and encasement I get wearing it. After I’m dressed I slip on a pair of high heels and go about my day. I don’t leave the house dressed as a woman, that would just be too risky, but if I’m staying home for the entire day I’ll stay dressed the entire day. At some point during the day I’ll be overcome with desire and I’ll have to masturbate, which is really the whole point of dressing up; the sexual satisfaction. However, even after I’ve orgasmed I simply put my skirt back on and go about my day as a woman, safe, comfortable, and building up another wave of eroticism. It’s a great life and I plan on continuing it for a long time to come.