Maybe he went to see or was part of the rocky horror picture show!

Are you the same shoe size as him? Always good to have someone to share shoes with ;)

If he's a great boyfriend in other ways, why stress? Be an excellent girlfriend and let him know it's ok. Unless that kind of thing totally freaks you out. Guess it takes all kinds.

I'm sorry, but that's hilarious as shit. Let's hope he makes an attractive cross dresser.

That's kind of sad. :/ so what if he likes to cross dress? A hundred years or so ago OP would be considered a cross dresser for wearing pants. We have equality now. But if a man wears women's clothes there's something wrong with him and you dump his ass? So it's a little weird. Life's a little weird. But I can't imagine dumping someone for the shallow ass reasons I see on FML constantly.

So, dress her up in one of your outfits, tie her to the bed with the fishnets, and explore your Dominant side. This could have it's perks, ya know :)

You dumped him because he wears womens clothing. I bet he didn't think to dump you when you wore his clothing.

Do not jump to conclusions yet. My best guy friend is completely straight and has a secret fetish of cross dressing. We have feelings for each other also. Have a serious talk about it with your boyfriend. It doesn't always mean he goes the other way. Sometimes mean are actually curious about it. It also doesn't mean he wants to transition into a woman.

you know how to pick em OP

Well, does he have good taste? That's the most important question.