Question by : How do you tell the woman you’re dating that you really love to wear makeup and womens clothes sometimes?
We’ve been dating for about a month now, and I’d really love it if I could share this part of myself with her. Of course I’m afraid to because I know it might mean the end of the relationship. I just don’t think it’s fair to either of us for me to keep this a secret from her any longer. Any suggestions?
Best answer:
Answer by elmasquemas
Any suggestions? I wouldn’t tell her now. How do you know you really love this person after a month? Does she look as open minded as needed to take the news?
How to tell her? Well, look for a sexual conversation moment and ask her how does she feels about guys that do that. She’ll get the super mega hint you’re throwing at her..
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LOL, thanks for making my day scott
Surprise her at Halloween. She might even like it.
LOL funny.
I knew that my BF now was a cross dresser from the first time I talked to him. It was one of the things he told me up front and I respected him from that moment on for being honest with me. If he hadn’t of told me and I found out on my own I do not know how I would of reacted. Well I know I would of been mad at him for not being honest about it and about who he was with me from the get go, the whole cross dressing thing would not of bothered me, but I digress. Tell her now, the longer you wait the harder it will be for you and for her. At this point she is only getting to know one side of you and could possibly be falling for that side and it will only hurt her more the longer you wait. Yes she might freak out but with time she also might come to realize you are the same person that you have always been. If she decides to not stay with you I know it will be hard but knowing you were honest with her will let you get through it and move on cause you deserve to be with someone who will accept all the sides that you bring to the table. I hope this helped some and I do truly wish you luck with this. *HUGS*
With my husband (then bf) and I he put my (girl’s) clothes on for fun one day and we made silly pictures. I thought we were just having fun. Then later turns out he wants a sex change, despite having told me he’d break up with me if I had a sex change! LOL.
I dunno, but bringing it up sooner rather than later is probably a good idea, if you really are into cross-dressing regularly.
Bring up in a conversation about seeing a guy dressed as a woman out on the streets, news, TV, etc. Throw this out there and see what she has to say about it. Then you’ll know how she truley feels about the issue.
You need to sit her down and confess to her immediately if you have feelings for her and plan to get serious .There is no real way to tell if she will be cool with it and the longer you wait the harder it will be and also the longer you wait the harder it will be on your relationship if she isn’t open minded .Tell her now and if she is cool with it the two of you can explore and have a lot of fun with it,,if she isn’t in to it and dumps you then there isn’t a big loss