I'm sure there are a bunch of reasons why women often reject their boyfriends or husbands when they find out they're crossdressing. I'll list some of the obvious ones here:
- Women typically want manly men, and this new knowledge makes their men seem a lot less masculine in their eyes.
- Women have more of a problem with the dishonesty, and guys should be upfront with this information when they enter a relationship.
- Many women prefer traditional gender roles, and having their man acting like a woman freaks them out.
All of these may be true in some cases, but I think another part has to do with how men and women approach problems and deal with their feelings. If a woman has something bothering her, she'll talk with her mother, her sister, her friends, her boyfriend/husband, etc. That just what women do. They don't usually understand that men have a hard time sharing their problems and feelings, and it's hard for women to understand why a guy would wear women's clothes in secret. A woman's first reaction might be to think the guy is creepy and pathetic. Creepy because he's so secretive about it, and pathetic because of what he's being so secretive about. If a guy's keeping some big secret from his woman, she'd probably rather it be something cool like that he used to be in the mafia. And of course, people tend to be afraid of things they don't understand, and crossdressing is something hard for women to understand.
Now, famous crossdressers like Eddie Izzard and the Monty Python guys, who appear publically dressed as both men and women, aren't creepy or pathetic at all to women. It would stand to reason that if a woman found out her guy participated in amateur drag shows and other venues that encourage crossdressing, that might seem weird to her, but she certainly wouldn't freak out like she would if she walked in on him in drag. At the very least, it'd reveal a lot of self-confidence, which virtually all women are attracted to.
So, if a guy wants to come out to his woman but hasn't yet, why not start going to these sorts of events and then tell her about them? It would certainly help her to think of crossdressing as more of a hobby than a sexual deviancy.