About Me

I like to crossdress occasionally. I have been interested in women's clothes since before I was a teen. It all started when I saw a pair on my mother's tan L'eggs pantyhose hanging in the bathroom. Just for kicks, I tried them on. To my surprise they fit. To my amazement, they looked great! I had no hair on my legs yet so they looked "just like the real thing." The feeling that came along with the hose wrapped around my legs was like nothing I've ever experienced before. So after that, every once in a while I would try on the pair hanging on the rod.

During a foray through my mother's dresser, I came across a padded, strapless bra and I tried it on. Again, I couldn't beleive that it would fit. When it fit, my heart started pounding. For some reason, I was under the impression that I would not be able to get it on since I was not a girl and not built the right way. Of course, the bra just stood there empty, but I stuffed it with a couple of t-shirts. Being a young boy I didn't have anything with the texture of the satin of this bra. I loved the shine and soft feel to the cups of the bra.

I was happy borrowing my mother's clothes for a while. When she was out for the evening I would systematically go from dresser to closet and select a wardrobe and get dressed. At first, it was just the bra and pantyhose. She also had a one peice bathing suit made of a spandex-type of material that I liked to wear. Then I found her shoes. The highest heel was a three inch sandal but they were a thrill since I've never worn anything other than sneakers.

I began to grow frustrated because she dresses somewhat conservatively and I wanted to see in the mirror, someone wearing more interesting clothes.

Slowly, I began shopping for myself. A pair of pantyhose "for my mom", lipstick "for my sister" etc. Then I began using Halloween as an excuse to go to a store and get everything I needed. I'd start shopping in early October or even late September. Systematically, I'd buy whatever I needed from head to toe.

I always liked the way women look in pantyhose and high heels and I wanted to see that in the mirror. Every so often I would venture out and get some shoes "for my wife". I'd look for the highest heel I could find but anything above 4" was hard to find. I wanted 5" or even 6" if there was such a thing. It also took a little trial and error to get the right size.

I discovered mail-order! I started ordering the things I only dreamed about but didn't have the guts to buy in a store even if I found it. My first purchase was a pair of 6" black patent leather pumps. My heart pounded all the way back from the post office. I bought a new pair of jet black L'eggs, shaved my legs, set up all the mirrors in the house. Sitting there in black pantyhose, freshly shaved legs I opened the box for the first time. I slowly put the pumps on one at a time while sitting down. I looked at them for a while from every angle without putting them on the floor yet. With a deep breath and my heart pounding so hard I could feel it in my ears, I put one heel down. What a rush! With my foot flexed all the way forward the heel touched the floor and the toes were no where near down! I put pressure down on my foot and the toes finally came down. Slowly I stood up and felt my claves tighten as my shins stretched. I could only walk in them for a few minutes at a time but I quickly built up my endurance to about an hour.

By now I was getting anxious about going out but I was not too confident in my passability until I had a brainstorm. Here's what I did: (If you want to go out but don't have the guts- try this. It really works great!) I went to a beauty salon and told the cosmetics girl that I had an argument with my wife about who's day was harder, mine or hers. So my wife dared me to go through a day just like she had to. I had to go to work with her and dress like she does but I need someone to do my make-up. They are very receptive to this. I made an appointment for the earliest time in the day.

I showed up about 15 minutes early armed with a camcorder and got changed in a bathroom in the salon. The reaction they have when they see the 6 inch heels is worth everything. I explain the shoes by saying that my wife was being spiteful. I then get my make-up done and leave.

I've done this several times and each time is great! They even video tape it for me. I've been more adventurous lately and stop in at a clothing store before the salon. I tell the salesgirl about the "bet" and say that I have to run errands like my wife would so I'll be back in about an hour, dressed up, to buy a new outfit for work. Once again, they are receptive to this and I get changed in a back room. I even bring a few pairs of shoes to show them so they can match a new outfit to the shoes. This can go on all day if you have the money.

Most of the time I dress up I just do it at home and take pictures. It was after one picture session that I discovered a new thrill. I took a few leg pictures with a short skirt and some high heels but didn't bother to dress all the way- nothing done from the neck up. I was careful not to get my face in the pictures, but one shot went off early. So there I was, all in black, pumps, pantyhose, mini skirt, blouse and bra but the head of a man. I didn't want to throw away the roll so I brought the pictures to be developed at an hour place a few days later after forgetting about the face shot. When I picked up the pictures, the girl at the counter recognized me, made some serious eye-contact but didn't say anything. While she was getting the pictures, she called over her partner, they whispered back and forth. I couldn't hear it, but I'm sure it went something likes this:

"Here's the guy who dressed up as a woman."

The other girl looked over her shoulder for a second.

The first girl brought the pictures to me and smiled at me as I paid. I couldn't believe how much of an accidental thrill it was that she knew and gave me genuine smile.

(Here's the picture that did it.)

At that point I realized how exciting it was to "have my cover blown". It's now part of my routine to dress, take pictures and leave one or two in the roll at least without my wig. When I have the pictures developed, I get the one hour.

I also enjoy driving around in drag and stopping at drive through windows.

Here's a picture at a drive thru.

My crossdressing has evolved over the years. I have reached the point that when I go out, I don't offer excuses. Although I've always know that crossdressing is not illegal, I've finally accepted it. This has been a failry recent epiphany so it really hasn't been truly tested. I have gone out in drag, shopped, done the drive thru deal, talked to sales people and had them take my picture but none has simply come out and asked why. I don't fake my voice so if they don't "make me" there's no doubt once I open my mouth.