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What would be the most uncomfortable thing for a man to wear as a woman?
From: guest (Bud) , 93 months, post #1
What type of female clothing, lingerie, and/or shoes would give a man the most trouble in his new female body?

Leotard, thong, G-string, bikini, tight short dress with black pantyhose and heels, short skirt, leather pants, corset, thigh high boots, bra, bodycon dress etc...?

From: cj , 93 months, post #2
Title question had me thinking along the lines of... a live elephant, or concrete diving suit. :-P

But the OP brought me back to a real and serious level. :-)

I'm betting it's pretty much the same thing that women would find uncomfortable to wear as a woman:
  • Pads and/or Tampons.
  • High heels, especially the ones with straps halfway up the calf.
  • Shapewear / Body-shapers such as laced corsets, girdles and body-briefs and body suits, especially those with the hook and eye crotch closures.
  • Rompers and Leotards (and bodysuits sans crotch closures) when it comes time to visit the restroom.
  • Pantyhose and tights when they keep working themselves down.
  • Hosiery - preventing runs, and keeping the seams properly oriented.
  • Thongs (at least for me... maybe not so much uncomfortable as annoying).
  • tight Pencil Dresses when you're trying to move faster than a slow-paced walk.
  • Bras - especially fastening and unfastening them
  • Bras - finding one that comfortably supports your breasts and minimizes their movement when you move, especially if you're well-endowed.
  • Bras - keep the shoulder straps in place and preventing them from digging into your shoulders if you're well-endowed.
  • Ballgowns / Wedding gowns (even more so if you have to use the restroom).
  • Anything with the buttons or zippers or other fasteners in the back
  • Short skirts and dresses - not so much the fit, but remembering one's modesty and how to work (bend, sit, etc) while wearing them.
  • Bikinis - keeping them from uncovering the parts they're supposed to cover.
  • Tight clothing, such as blue jeans - You have to jump out the second-story window to get into them.
  • All the loose Jewelry (doubly-so if you regularly work around moving equipment).
  • Long Hair - always in the way, always requiring work to keep looking nice, takes longer to deal with daily then most men are used to.
  • Nail polish and/or long nails - Making sure not to break or chip or otherwise damaging your nails and their pretty finish.
  • Make-up
  • Purses / handbags - not forgetting it or where you put it.

Well okay those last items, might not be so bad for the ladies, as I'm sure they've acquired the habit of dealing with them to the point that they probably just don't notice (as much).

From: guest (Bud) , 93 months, post #3
I think most things that would make a guy uncomfy in a woman's body would things that expose skin like a swimsuit and short skirt or dress. Swimsuits show off the butt so the butt cheeks are exposed. Also have to worry about cleavage which is something guys don't have to worry about in their male bodies. You could also mention the draft from wind that women get when they wear dresses and skirts and then having to make sure that the "goods" don't get shown when walking, sitting down, and getting up.

From: cj , 93 months, post #4
Not just exposed skin, but tight clothing that puts your body shape on display.

Being a man, I know what guys are thinking when they see the beautiful shape of the female body, and how much easier it is to imagine what they look like naked when her clothing is so tight... and what they think about doing with and to her... to me.

And knowing that's what most guys who see me (as a woman) are thinking -- regardless of the fact that most guys won't act upon those thoughts... it would still probably annoy, disgust, anger and/or scare the hell out me. I'd want to wear things that are comfortable... and until I got used to things (if ever), I think I'd much rather try to "hide" my looks from men, or at least try to avert their gaze to another target.

That's not to say that I wouldn't want to feel beautiful and wear those form-fitting clothes, I would... I just don't want to feel like I'm being violated in the minds of others, or worse. So until being a woman in public feels more "normal" and I've gotten used to how different it is to be a woman in a world full of men, I'd probably want to keep out of public view.

So perhaps the most uncomfortable thing for a man to wear, as a woman, would be "her" new female body. :-/

From: guest , 93 months, post #5
As far back as I can remember I've wanted to be female but if by magic or impossibly advanced technology I became a woman, even an attractive young one, I'm not sure I'd be happy as one. Fantasizing about it has wasted maybe 1/4 of my life if I add up the hours.

I'd probably dress comfortably rather than alluringly, yeah. I think I'd hate wearing makeup or high heels but go for skirts and grow my hair long.

From: guest (Bud) , 93 months, post #6
CJ, you are way too paranoid about it. Besides, how are you going to enjoy being a woman if you're too scared to go out in public wearing a pretty dress or a skirt outfit with heels? And why would you even fantasize about it if you're scared of what men would do to you as a woman?
And give guys some credit. Most males aren't horny rapists and perverts. Get your mind out of the gutter.

Be positive. You can do it. I believe in you.

Think of the advantages, perks, and pros to the situation. You can wear a pretty dress or skirt and some heels or even a playboy bunny costume and have men be your slaves. You're going to tell me you wouldn't like that?

From: cj , 93 months, post #7
Bud - you must have missed a good portion of that post. LOL

I know that while there are guys that a woman should worry about, most of them are mostly safe. And once I'd get used to both being a woman, and knowing how to navigate around men as one (something most women learn as they grow from girlhood).

I was merely stating the reasons why I felt that simply wearing a woman's body might be uncomfortable for a man / me... at least at first.

Oh, and some of the attraction for me, is actually the vulnerability. :-)

From: guest (Anon) , 93 months, post #8
Thongs, I accidentally bought some thong underwear and it was very uncomfortable.

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