FWIW; I have been dating women on and off since my divorce 18 years ago. I don't come outright and tell them that I crossdress. I carefully try to find out how they will respond to such an admission. And it hasn't been good. So it's really up to you. If you decide to tell, perhaps one way to go is, "I used to be a crossdresser'. Having it as something in the past may make it more acceptable, perhaps at least get you a little more time to get her to understand that it doesn't define who and what you are. And that's important, because if she DOES define crossdressing as what you are, your chances are not good. Very, very few women have any attraction to a man who crossdresses. Let me change that. Most women are sexually turned off by the idea of a man wearing female attire and behaving like a female. TURNED OFF. The thought of kissing a man passionately while he's 'en femme' is repulsive to them, and the image of you as a woman is what's going to go through their mind whenever they interact with you in an intimate way. And if someone is sexually turned off by you, any intimate relationship is not going to survive.Originally Posted by MarinaSweden
So good luck. Go slowly. Or the odds are you'll be alone for the rest of your life. OR.....spin the big prize wheel, and come right out with it and tell her. The question you have to ask yourself, is, 'Do I feel lucky?'. The percentage of women who would consider dating a man who crossdressers is about 1%. The percentage that are enthusiastic about it is way, way less than that, well into the decimal range. Even here on this forum, wives who love to crossdress their husbands are in the single digits. Out of 20,000+. Still, there's an outside chance; that still leaves 0.01% of the female population, so there are a few out there, even in Sweden. Figure about 10 million, that means about 5 million women, maybe 1 million within your dating range. So, there are maybe 100 women in your country that are good to go for a crossdresser. MAYBE. Now, how many of them will be compatible with you? Maybe 5 or 10, and it's that many because you're likely willing to put up with a whole lot of stuff that you wouldn't have to if you weren't a crossdresser. 5 or 10 in the whole country. Now you see what you're facing. And you understand why I don't tell anyone up front.
