Originally Posted by
sometimes_miss
You're young enough to give being open a real good shot. Some suggestions I've heard are to hang out with gay women, and try to get them to invite you along with them when they go out, in hopes of finding a woman who's got a little bi tendencies in her, but maybe doesn't really want a physical female. There in you may find someone who could like a pretty crossdresser. That would have been my choice if I had it when younger. But at this point, I'm just a homely charicature of a crossdresser, so that wouldn't work out well for me. If you can look good, go for it. Be aware, however, that you are forever limiting yourself to about 1% of the female population. Because for most women, a crossdressed male is a sexual turn off. Sure, she MAY tolerate you, but all other things being equal, she will want a non-feminine man as a mate.