My girlfriend wants me to crossdress for her?

Question

She said it's a huge turn-on for her but I have my doubts about it. Any advice?

JackSmy · Accepted Answer

Any guy that is confident in his own sense of his sexuality knows that a little 'role-reversal' fantasy play, with her, when she suggests it, is going to be really fun, and maybe take your intimacy to a great new, erotic place!
So what does she want you to do, or what fantasy? Ask her, and if you can, play along, and see what happens, and maybe like it, with her!
Wearing pink panties, alone, together, for her joy? It's just cloth, and who cares what color? Maybe something else, like a skirt, or dress? I DARE you to tell a Scotsman he is wearing a woman's SKIRT!
More and more guys are figuring out that women have some really fun, interesting sex fantasies, and sometimes, in relationships, playing some of those can be AMAZING, and really satisfying for him as well!
The BIG question, that most ask: Are you still a 'man' wearing women's clothing, even for her pleasure and fantasy play? Of course! It seems more and more common that some women are more open and assertive in their fantasy and sexual play, and maybe it goes back to some childhood thing, playing 'dress up' or is it just a challenge, for him, to see what he will do for her?
If you are lucky enough to have a lady that is open-minded, and really having some fun fantasies, play along, and see how good it might be!

Telekinetic-Potato · Accepted Answer

Lmao some of the opinions on here encouraging you are funny af.

Dude, you don't have to do it bro!!

But if you're on here even asking then that must mean you're at least thinking of it. I have a feeling you're afraid you're gonna be into it more than you want to be. But that's ok dude, Nothing wrong with being into weird shit. Anyone who says otherwise is a total dickhead. Seriously.

If you're on the fence about it then just do it. And if you're worried about being able to feel like a man afterwords, just remember that some of the strongest millitaries in history consisted of Bi men who would have orgies together. Big, gay ol, every night with different men orgies. Killing machines taking over entire civilizations. . .

Your sexuality has very little to nothing to do with your personal character.

AmandaYVR · Accepted Answer

Did you post this under a different description/scenario before? I remember answering that, but can't find it.
I do not think you have to do this. This is her fantasy, not yours. You may find it immasculating. Many women will not find this a turn-on. You are allowed to turn her down.

CocoBat · Accepted Answer

I mean if you're open to trying it there's no problem, but if you don't feel comfortable tell her no, most people will probably say this

curiousnorway · Answer

It's up to you what you wants to do and if you feels uncomfortable you can just be honest about it. It's important both parts enjoy it and have fun. I don't see any problems doing it, and maybe she's bisexual meaning she likes both boys and girls. Again, it's just clothes. Feminine or masculine clothing - clothes doesn't automatically mean you've to identify as transgender. Maybe she likes an androgynous look. I've no idea.

englisc · Answer

Don't do it. She'll lose respect fot you the moment you do. The trouble with some women is that when they want to "spice things up" in the bedroom they always come up with something emasculating, and at the time it seems like a hot idea to them. Then, later, they feel turned off by the guy and they don't know why. It's usually just because they have shit ideas.

markscott · Answer

Don't do it.

RolandCuthbert · Answer

Only at GaG.

slatyb · Answer

Just the two of you? I think you should discuss this in detail. What are you willing to do? This is a classic form of male submissive play.

foxrider77 · Answer

Wow your lucky, I would love to do that, just in the bedroom, I already wear women’s thongs since they feel amazing. It’s fun. Try It and see how you feel. A garter under your male clothes would really turn her on.

MikeTheBartender · Answer

Dump her.

FunkyMonkee · Answer

Nothing wrong with it, I did it for 2 decades, on stage. The worst part was shaving my legs and how I'd blow through a pair of pantyhose after just 3 wearings!!

Anpu23 · Answer

Here's the issue to me. If you don't want to do something, anything in the bedroom then don't. In BDSM there's what's called a "hard limit" or in other words you will not under any circumstances do this act. There's also "soft limits" or things that you don't want to do but are willing to to make your partner happy. So is this a hard limit or soft? If it's a hard limit then explain it in exactly those words and if she keeps pushing leave her, to push hard limits is rapey and totally disrespectful. And ultimately means that she doesn't respect your boundaries. If, on the other hand it is a soft limit take it slow and set up a way out for yourself. Such as some word or phrase that ends the game.