This question is for both genders & please read the added details for more information. So people have you ever wore the opposite gender clothing?

Have you ever try it to just to see what its like, curiosity, because you missed them or some other reason?

So have you ever wore the other genders clothing, what made you want to try it.
See two photos for samples
See two photos for samples
For my wife:

Like when I'm going to be away from home for a extended period of time. My wife likes to wear my shirts, because she said because they remind her of me when I am away.

(Her answer made my heart melt)

Me:

I did it because my girlfriend at the time (I was a teenager back then) thought it would be fun to dress up. I did it because of curiosity and for the shear fun of it.

Guess what I ended up liking it, it was fun. Decades later I still do it, and I have no shame in it.

So I became a gender bender/crossdresser and who cares its all harmless fun.
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Most Helpful Girls

  • I used to wear my husband's t-shirts, and when he died, my girls wanted some of his concert t-shirts...

    • That's it, you got me tearing up. Now my mascara running into my eyes & beard. Now I look like a mutant raccoon humanoid

    • A boobalicoous mutant raccoon humanoid🤣

    • You win a MHO. You were the first to make me laugh today

    • Show All
  • Yes of course. Great for a back to front party ….

    • back to front party? I don't understand

    • All the girls come as boys and boys as girls.

    • Well that does sound like fun. Why didn't someone think of that 60 years ago?

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What Girls & Guys Said

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  • I have never given that a try but I wouldn’t knock anyone for doing it.
    wear what is comfortable. It’s a little silly when you think about it, that men’s attire is so different from women’s.
    Some things should be different , men don’t need bras for example. Otherwise You have a good argument, in most of the photos it’s really not that odd

  • I buy men"s hoodies quite often.
    Bigger and thicker. Seems they're more cute as well.

  • From 2005 to 2010-ish! I did try many things, i moved to Sweden and i juat felt free, so i tried bikinies in public, skirts to see how my ass look in it 😁 and it looked gooood. Few dresses for parties with friends, i have nice legs

  • My ex girlfriend and I swapped gym shorts. They were the kind of gym shorts with the name of the high school on it. I wore them for years. I used to joke that it was the only way I could get in her pants.

    • That's kinda funny

    • yes, We actually did this. I wore those shorts until they fell apart. So much for the John Marshall Bears.

  • I grew up a tomboy so yes I have been doing it most of my life.

  • when i was a little boy, i tried walking in the high heels of my mom. was sort of funny but i don't desire to wear the other gender clothes at all. though with "some" pieces of clothes i don't quite understand the arbitrary gender distinction. for example i currently wear womens sneakers. nothng about them looks female. i just have small feet, i guess that's why they are labeled "for women".

  • Girls and we're pretty much whatever they want. Guys can't, at least not without drawing attention.

  • Playing around I tried on a bra when I was 9 years old being silly but that's it.

    • I think most boys had done that

    • Yeah and it's wrong. My grandma rebuked me for it.

  • I love wearing summer dresses when it's hot, also hold up stockings any time of year, also mini skirts around the house and garden, just so much more comfortable,,,

  • Sometimes. There’s some decent women clothes.