Crossdressing: ok or not ok?

What would you do if your boyfriend told you he likes to wear feminine clothing? Anywhere from girls underwear to skirts and makeup. Would you break up with him or accept him and take him shopping with you?

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Most Helpful Girl

  • I'd break up with him but I'd support him at the same time. I believe it's your right to do those things but I am strictly attracted to masculine men who behave like men. If I wanted to date someone who wore girls clothes and makeup I'd date a female - but I'm not attracted to women, let alone men who dress like them.

    I wouldn't shame him though, I'd encourage him to pursue what he wants but I'd be honest in saying that this is the end of our romantic relationship.

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Most Helpful Guy

  • You know, I grew up with only sisters and every Halloween, I would dress up as a girl. My sisters absolutely loved the opportunity to dress up a life-sized doll and apply makeup, especially since using makeup was not allowed at their age. I don't know what adults women would think, but I'm hoping that they'd have at least half as much fun dressing up their partners!

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Have an opinion?

What Girls Said 6

  • I don't know. I have several MtF trans girlfriends, but I've never dated one. I guess it would depend on how long we'd been dating and how much I liked him.

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  • Honestly, I would find it weird. It's hard to say if I'd learn to be okay with it or not. I don't want to sound close-minded but I can't genuinely say that I would just accept that and the relationship would go on as it was.

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  • I would be fine with it. They're just clothes after all. I would accept him and take him shopping with me.

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  • I wouldn't mind at all. I would love him for exactly who he is, if that made him happy I would also go shopping with him and have fun😁

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  • It's fine :))

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  • My boyfriend crossdress sometimes

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    • And how does it make you feel when you see him dressed up? Do you think less of him? Or see him as less of a man?

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    • He is lucky to have you. Its hot that you think it's hot. The more involved and the more fun you have with it... the more exciting and in love he will be with you.

    • Yep, he is. I bought him a new pair of heels today

What Guys Said 5

  • I'm trans and so of course it's okay. I can't say I've had success with wives and girlfriends but boyfriends don't seem to care. Regardless it all comes down to learning to love yourself. And after you've done that well you can move mountains :-)

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  • Oh geez... really? A dealbreaker in my opinion. Ewwww.

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  • I'd totally crossdress for my girlfriend.

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  • Am I the only guy here who still has a pair of balls and a normal girlfriend?

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  • what? cross dressing as grandma?

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