Ask Dan & Jennifer

I think this depends on the woman. I would say probably most women wouldn't necessarily find that a turn on, but I'm sure some would. I believe there is someone out there for everyone. And even if there is a woman who isn't outright turned on by it, she may not be turned off by it either. There are a lot of very open minded people out there, but many times it doesn't feel like it when we're looking for it.
Everyone has a different fetish or kink they like, or some don't like any and prefer a strict diet of blandness. But, if that's what they enjoy, then more power to them.
I would suggest putting yourself out there online and seeing if you can catch a woman who enjoys seeing her man in her clothes. If it's OK for a girl to wear guy's clothes why not the other way around?
I don't think it should be too hard to find someone out there for you. Adult Friend Finder has a button for transsexual/transvestite/transgendered... Even though you do not go out in drag I would use this so you can be sure to find women who find that attractive.
I will be interested to see if Dan and Jennifer have anything to say on this. I'll also be interested to hear how you make out with this. I wish you the best of luck, and remember.. don't let the bastards grind you down..

K in Cleveland, nicely put!

Yeah I would say most women wouldn't find this a turn on, but there are some who would really be into it, and some who would be open to it. I knew one couple where the guy was really into pantyhose and the woman wasn't so much, but she was open to it and wore them for him during sex and she really grew to love it, because she saw how much it turned him on, and that excited her as well.

You should definitely look for a woman with a dominant personality, she will work well with you. And someone who is fun and creative and likes playing dress up, like from a sci-fi convention or drama geek. :) And don't wait too long before telling the person you are dating about it - better to be open and upfront about it from the beginning. Even if she freaks out and runs, that will save you both time and shows you aren't a good match anyway. And who knows, maybe if you tell her about your fetish, she'll tell you about hers! Will you like hers?? Hee

Originally posted by: The Beautiful Kind
I knew one couple where the guy was really into pantyhose and the woman wasn't so much, but she was open to it and wore them for him during sex and she really grew to love it, because she saw how much it turned him on, and that excited her as well.

And don't wait too long before telling the person you are dating about it - better to be open and upfront about it from the beginning. Even if she freaks out and runs, that will save you both time and shows you aren't a good match anyway. And who knows, maybe if you tell her about your fetish, she'll tell you about hers! Will you like hers?? Hee

You know, I was just thinking about this, and thinking of how I might reword my previous post. But then I figured it warranted it's own. I knew a guy who was into furries (dressing up like an animal for sexual activities) and met a girl who was not into this. He told her he was into sci-fi type stuff and liked to do conventions and all, and she was cool with it. But then he dressed up in the bedroom and kind of freaked her out... all worked out ok for them for awhile... she began to enjoy it, and he didn't have to hide his fetish anymore. Sadly, he was killed in action while serving in Iraq (hmmm, our soldiers are kinky too?) just in case you were wondering why I "knew" him and it "worked out for awhile"... sorry to add that bummer note, but I also thought it was worth saying that he was a Marine and had what would be considered an unusual fetish...

Thanks for the help, guys. I'll check adult friendfinder out.

I am also interested in listening to Dan and Jen on this one.Let's see if they make a video.

Hmmm…. I can’t say if this is a turn off for me, but I'm willing to try anything once (Maybe twice)

When I first read this, it was outside my box, but the more I thought about, the more interesting it sounded... I can just picture this really manly guy dressed in a French maid outfit catering to my every whim. That's more than a little bit exciting.:o

There’s someone for everyone and you should not pretend to be someone you’re not out of fear of rejection. From the sounds of it you need to look for a dominate and maybe even bisexual women who isn’t afraid of a feminine partner.

And for those out there who think this is weird… Take a step back, put on some women’s lingerie, see how it feels and then make an informed decision. Otherwise you're just talking...

Originally posted by: Dan And Jennifer
Hmmm…. I can’t say if this is a turn off for me, but I'm willing to try anything once (Maybe twice)



And for those out there who think this is weird… Take a step back, put on some women’s lingerie, see how it feels and then make an informed decision. Otherwise you're just talking...

So, you subscribe to the "Don't knock it until you've tried it!" theory. :)
I totally agree, I mean, what's the harm in it?

i agree, try it all i guess :)

My lady friend and I have been pegging for about a year. I originally brought up the subject because of her manual stimulation during oral sex. When I bought a strap-on and we tried it we both absolutely fell in love with it. If you knew my lady friend, knowing she went to the sex store herself to buy a new, larger dildo would convince you of the truth of the matter.

Getting to the point, it wasn't too much longer before she fastened her bra around me before bending me over and we had one of the best experiences ever. That very afternoon she took me shopping and bought me a bra, garter belt and stockings which I am expected to wear if I want a pegging. I look forward to it every time! I really enjoy cross dressing and it drives her absolutely crazy, which is why I loveit.

I had to get in this because I am a lifelong crossdresser although I don`t do the make-up anymore,I still shave my legs and wear feminine attire all the time with my wife.I have been married 3 times and had several relationships over my lifetime and I have never met a woman that did not enjoy me crossdressing,in fact they would all and I mean all go and buy what they wanted me to wear for them.Pantyhose and painted toenails with some sexy highheels seems to be the biggest thrill for most women I`ve been with.I don`t know the forum rules real well but if permitted I will post a picture of me in some sexy pantyhose and highheels someday.:D

It just depends on the girl.

I have many of fetishes, some I dive into much more often. The girl I am with atm, when I first told her I sometimes like to dress in woman's clothes she was really awkward and weary. With a bit of time and explanation of why I like it and how it makes me feel she opened up to the idea.

When I first showed her, I made it kind of like a game and funny, so it would be easy for her to open up to the idea and see that it's not a homosexual tendency, which is the thing she was worried about most. It's been 4 years sine then, and we make it fun still.

You gotta put yourself out there, and be up front about it. I've had relationships end quick because of it, but its much better in the long run you can actually find someone you connect with.

not for me it wouldnot be in fact i think it would be sexy. have a great day. :)

Its really going to depend on the woman and how open minded she is. Many woman fear if you crossdress you must like men, why they have come to think this is confusing. Our society is becoming more and more educated sexually and open minded sexually so thats helping many men who crossdress become accepted by woman. Crossdressing does not relate to your sexual preference and for some woman its hard for them not to jump to conclusions about your sexual preference when they find out you crossdress. Most men who crossdress spend years trying to figure out how to tell there partner, many who have told there partner are surprised that the woman actually accept it and like it. Its a great way to spice things up in the bedroom and many woman my wife and I have talked to say that a man that likes to crossdress makes for a much better lover. We have met so many other couples into crossdressing, and most express how turned on and playful it makes both of them. Woman have expressed that a guy who likes to crossdress is more intune to her needs and is unselfish, plus the fact that crossdressing excites him so much and he pays so much more attention to her. Some woman will be totally ok with right from the start others will need time to understand it. Check out our profile for more about us.