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I would like to tell her eventually so I don't have to keep it secret for the rest of my life. I feel she has a right to know sometime, but I don't want to tell her too soon or wait too long. What should I do? Just in case you're wondering, I'm a guy that dresses like a girl.

2006-12-03 16:59:00 · 16 answers · asked by Jazmin 2 in Society & Culture Cultures & Groups Lesbian, Gay, Bisexual, and Transgender

16 answers

Tell her you trust her to keep a secret. I know that you are scared she will tell others. The earlier you can come out to others and in pubilc, the better. I am a 51 year old crossdresser, and heterosexual.

2006-12-04 11:15:07 · answer #1 · answered by Anonymous · 0 0

Ok, Not to sound bad but some guys look good as crossdressers and some look like a guy in a dress. If your the type that looks like guy in a dress, Keep it a secret untill your married and use it when you two want to get kinky on sunday nights.
Second, If you look feminine and crossdress, you should tell her while in drag, she might even get turned on or slap your face I dont know but you cant keep that a secret tell her. It turns my wife on when I crossdress and I look feminine.

2006-12-04 02:45:39 · answer #2 · answered by Anonymous · 0 0

I think she'll catch on when she finds her stretched underwear in your drawers. It would be good to tell her now because she can cash in on the "Buy one, get one free" pre-Christmas sales, and buy women's clothes in both sizes and save. Seriously, some women would be highly disturbed by this; others would be tolerant; others still would just blow it off as an odd quirk. You'd best tell her now so that she'll be aware of it and be able to make her choice on how to handle it. If you don't, it would not be fair to her, investing time in your relationship when this could be a cause for her to leave. And if she finds out on her own--and she will, sooner or later; you can't hide something like that from your partner forever--she'd probably be devastated, and that would be really bad for the both of you. Better to get it out in the open early on; if she still wants to continue the relationship, great; if not; then it's better to find out early so that both of you can move on. Hey, I oughtta start charging for these answers...!

2006-12-04 01:07:44 · answer #3 · answered by steviewag 4 · 1 0

If it's not too late for it, definately tell her before you have sex. The sooner the better, actually. If it's a problem for her, you'll be less attached and it'll hurt less if she leaves you over it. If it's not a problem, you won't have to hide it anymore and can be more open about it. And if she actually likes it (a few do, ya know!) you can start having fun with it that much sooner.

2006-12-04 03:48:52 · answer #4 · answered by angiekaos 3 · 0 0

Not telling her too soon is making her fall more and more in love with a lie. Tell her now so you can see her reaction, or she'll be more upset with you lying than crossdressing.

2006-12-04 02:17:28 · answer #5 · answered by KitsuneBoi85 2 · 0 0

tell her now. That is not something many women will accept so just be honest and hope for the best . Why have her get into you only to have you tell her later. She may be resentful if that isn't her thing and may understand why you held back if she is.

2006-12-04 01:01:52 · answer #6 · answered by Aqueous Transmission 2 · 0 0

Why not ask her hypotheically what she thinks of crossdressing?

Go from her reaction...it may turn her on. Tell her you want her to make you up pretty! could be a fetish, you never know!

2006-12-04 01:01:34 · answer #7 · answered by David T 3 · 0 0

trust me ive been there tell her now!! dont wait.. it may not turn out the way you want but you have to be honest.. i waited too long she found out on her own. it wasn't pretty but she forgave me for the lying and accepted it as who i am . i got lucky, real lucky. you may not be so lucky. just suck it up and be honest. good luck

2006-12-05 01:33:12 · answer #8 · answered by ? 4 · 0 0

Tell her NOW be fair to both of you. If she can't accept this it's better that you are both out of the relationship

2006-12-04 01:01:33 · answer #9 · answered by devora k 7 · 0 0

I've been married almost a 100 years and my husband has yet to tell me about it. (I know all about it from the servants)

2006-12-04 01:27:22 · answer #10 · answered by *Happy Once Again!* 3 · 3 0

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