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Cross Dressing Confession: How Should You Tell Her?

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Uploaded by on Jan 31, 2009

So what IS the best way to break your "Cross Dressing" secret to your girlfriend? What do YOU suggest? Leave a comment with your ideas!

Fetishes and Sex Fantasies from http://www.askdanandjennifer.com/bondage-fetishes-fantasies/

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Howto & Style

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Top Comments

  • Forget "admitting" to me he crossdresses... How do I CONVINCE him to crossdress?!

  • Hey guys, I'm a 34 year old straight male crossdresser. I told my girlfriend via heart to heart, when she came back from getting lunch, I was dressed up. She was totally cool with it. She dresses me up in her clothes, does my hair/make-up, we go shopping. Its fun and it hightens our relationship/sexuality! Lets hear from you 2 about this, Jennifer should dress up Dan and make it a video. LOL ;)

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All Comments (137)

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  • @busyjanine I seriously doubt that.

  • @LLOYD19851012 I agree with you wholeheartedly as I'm a closet CD as well.

  • @AdventureSerum where are u?????

  • Why are most women such homophobic trolls?

  • What I don't like is that it seems that it's ok for woman to wear men's clothes, but men can't wear woman's clothes. That's why I would never go outside dressed up.

  • Crossdressing is not a fantasy to most Crossdressers. I go with Jennifer.

    If I would find out about it, without him telling me, I would feel betrayed, my trust in him as a person would be shattered. So guys, do tell! And if she doesn't accept you as you are, then dump her. There are women who can and will accept it and will love you no less for crossdress!

  • He should tell her rather than her find out because she will in the end.

    In all relationships you should be honest .

    Should have a heart to heart talk.

  • I told my girl friend while we were dating! Sheis incredibly intelligent, thoughtful, and warm. However, she had a terrible problem accepting what I had revealed. To make a long story short, we talked about it for over a year, no yelling, screaming, or crying. It was just simple straighforward adult conversations, no place in particular, just any time she felt the need to talk. We've been married for 41 incredible years.

  • I told my gf straight up before we got together and said basically its a part of my life and its not going away n that if she loved/liked me at that time it would not affect her she was cool with that we now been together 4 years and are expecting our first baby i xdress around her or by myself it doesnt bother her not gona do it around our baby though i think that would be confusing for him lol

  • i have one thing i like wearing plastic bags as underwear what shd i do about it i like this girl alot and yeah thats about it

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