I placed my add in Match.com - I saw that roughly 1000 women had scanned my profile in less than 3 weeks. Several showed some interest, and 6 were interested enough to go on dates, and one ended up becoming my wife.

A few things I have learned over the years. I have found that heavier women, size 12 to 20, can be very sexy, kinking, and really want a partner who can enjoy what they have to offer. My wife sometimes steals my clothes, but she loves the wonderful things Debbie can do to her body.

Traditionally beautiful "fashion model" types tend to expect much more and give much less. They know that they can get a new man any time they want, and can have sex with men or women, any time she wants. Often, they are very selfish, self-centered, and lack compassion for others. The rare treasure is a woman who was once fat and has lost 30-40 lbs and now looks very good. She has the social skills, compassion, and love for others of a Big Beautiful Woman (BBW) and has a body that she wants to show off and share.

Women who are "tom-boys" are often very attracted to cross-dressers and transgenders. They might wear jeans and pants all week, but when they want to party, they love to dress the way they know men like to see women dressed. At the same time, having a boyfriend who looks as hot and sexy as she does creates all kinds of interesting vibes at a party or social event.

In some social events, a woman can get a LOT of offers from other men just by showing a little interest in me for an hour or so. Dancing with me on the dance floor can also be a great way for a woman to turn herself into a man-magnet. Some men think she's open to a 3-way, others figure if she's willing to make a play for me, then she might really want a "Real Man".

Women who are into cross-dressers tend to be much more open minded in general, and often have some kinks of their own. They might like bondage games, or being in charge of it, they might want to play role reversal, or they might wont to "wear the pants in the family", and let you wear the skirt. Some women are looking for a "sissy" they can control, manipulate, and seduce on their terms. If you are open to it, it can be an incredibly wonderful experience. Putting up a little resistance can be good, because it gives her a sense of "challenge". On the other hand, don't resist too much or she might think you can't be controlled and will give up on you.

Halloween is a great time to go to lots of parties and give girls your phone number. This is a time when it's safe to show interest and if you look almost like a real girl, she will be very interested in taking you the rest of the way. I always had lots of interested women when I showed up in the french maid costume. Several of the women wanted to know if they could dress me up and make me clean their house. When I confirmed that I was willing, I frequently got calls later. To them, the fantasy of making a man do housework and women's work, was a really intense turn-on. Seeing me do it in 3 inch heels, black stockings, and a satin dress with a white lace apron - I rarely did more than one or two rooms. Even today, my wife loves it when Debbie comes and starts house-cleaning. It is so radically different from what "Rex" does that she wants Debbie to come around more often. She also knows that when Debbie DOES come around, and does the cleaning et al, that it is DEBBIE who wants to be rewarded, not Rex. That might mean a night out on the town, a dance, or a night of kinky fun and games, but as Debbie, not Rex.

Yes, there are a LOT of women who are attracted to cross-dressers, especially transgendered cross-dressers, who want to be more feminine in all ways rather than just the wardrobe. And they have a LOT to offer to a cross-dresser, if that cross-dresser is willing to be open minded and indulge HER special fantasies and needs.