Guys in skirts? Have I been in my cave too long? I have never ever seen this. Well once there was this thing on kilts on the Discovery Channel but other than that never. Where is this odd fashion taking place?
I must also be a world class bitch - 'cause I do the same thing.
Man in a dress/skirt - cool if he’s happy wearing it.
Man in an ugly dress/skirt - please, try again.
Person wearing tight, revealing, “come hithery” clothes - good for them.
Person wearing clothes that were meant to be tight or revealing or otherwise “come hithery” but don’t fit - mistake.
I don’t tend to judge as much when it appears that someone didn’t think too much about what they were wearing, it is just a matter of comfort or utility. But when it appears as though a great deal of thought went into an outfit, and somewhere the thoughts went wrong, I can be a bit catty about it.
The coolest outfit I ever had was an olive green t-shirt with a burning skull on it which said ‘USA: Live Free or Die’. I made it even cooler by cutting the arms off of it so it was a sort of raggedy tank-top type of dealie. Man, I thought I was the badest human to ever walk the earth when I wore it… 
I think guys in skirts are sexy, personally.
I just want to say that while I fully support the right of any person of either gender to wear exactly what they please, I also subscribe to the belief that more women should wear skirts. It just looks nice: classy and very attractive. I also strongly believe that more men should wear nice button-down shirts, for exactly the same reasons.
Speaking for myself, I sometimes don’t even bother putting on a full set of pajamas or sweats or whatever if I’m just going to the mailbox or to take out the trash or whatever. Sweatpants and slippers only suit me fine to make an appearance on the sidewalk in front of my house, sometimes even just boxers if it’s nighttime. I mean, who cares? If I was going to the store though, I’m sure I’d at least put on a shirt and shoes. Well, I guess I’ve been into convenience stores in slippers before.
When I was at school, it was a common occurrence to see me in the dining hall wearing only PJs. I just couldn’t be bothered to dress properly – I figured I had just gotten out of bed and as soon as I finished eating I’d be getting back into bed, so why get dressed. It also got me attention, which I guess I was interested in.
My personal style I guess is a little trendy (but hey, I’m fifteen). I have mostly tight, lowriding pants and cute tops, some of which show off a little belly. (I’ve been informed that my style is sexy, but the guys who tell me so might be just a little bit prejudiced about it, considering the fact that they were dating me.) I happen to have a relatively trim figure and a flat belly, and while I’m not perfectly happy about my thighs and butt, the tight pants actually push everything in. I choose my outfits to be flattering. I just wish that everybody else would do the same. People with big bellies should NOT be wearing low pants. I do NOT want to see rolls of fat protruding over the top of your jeans. IT IS NOT ATTRACTIVE. PLEASE PLEASE PLEASE CHOOSE AN OUTFIT THAT MAKES YOU LOOK GOOD.
At the beach, I also choose flattering bathing suits, ones that accentuate my best features and cover my worst. While observing others, however, I have come to the conclusion that some people just should NOT wear bikinis.
It’s not even so much that I have a thing against seeing rolls of fat, it’s more that it’s almost painful to see people so unaware of their attributes that they dress in the most unflattering clothes possible.
PJs are the comfiest things there are! I used to love flopping around in my torn, faded flannies on the weekends. Of course the stigma grew too much for me ('you’re still in your pyjamas?! It’s 4:00!") so I bought some floppy light grey tracksuit pants to sleep in. Ha! Now I’m comfy and I look athletic! I don’t even need to change to go to the shops. I could go for days wearing the same pants and nobody could tell. Mwahahaha.
How many guys do you see wearing skirts? I live in NYC and the only guys I see wearing skirts are wearing all female clothes and they usually have pretty good fashion sense.
So do the guys wearing skirts wear short ones?
From MST3K
I hate a movie where the men wear shorter skirts than the women!
There was a recent thread about whether men should wear sandals that just about floored me. Another ? for the ladies- re: birkenstocks
And that is just what they think about sandals. I can’t wait to hear how they feel about belts.
WTF? Are there really people out there who spend their limited time and energy freaking out because some guy chooses to wear sandals?
I figure that as long as you cover all of the naughty bits in public you got a pass.
Some people dress so that people will stare at them. Some people dress to keep the cold air of their fanny. Some people dress like it is a competitive sport.
I don’t let the ones keeping score effect how I choose to keep the cold air off my butt.
Most guys I see in skirts wear knee-length skirts or slightly longer. I don’t see it very often, though.
Here is a site that sells kilts, but they aren’t in tartan plaid or anything and so for all intents and purposes they are skirts:
You’re so right. Fashion police can sukkit.
If it makes someone happy to show a couple rows of belly-fat between their low-riders and their crop-top, let 'em do it. Everyone else, go worry about something IMPORTANT for god’s sake.
Hell, I am wearing a polyester shirt right now, so you can all just about kiss off.
I agree. Maybe some people don’t care what monica might think about their bathing suit. And seriously, they shouldn’t. If some humongous woman wants to wear a string bikini to the beach, more power to her! A friend of mine bugs the hell out of me by commenting about who should or shouldn’t be allowed to wear certain kinds of clothing.
If you can’t bear seeing certain people’s bodies, stay at home and watch MTV for god’s sake, where everyone is slim and trim, in style, and everything is airbrushed to perfection.
To the best of my knowlege, I have never seen a boy/man wearing a skirt or dress. I hope I never do, for that matter. But I don’t get out much anymore.
Nah. We just spend a couple of seconds to think, “Get a job, ya fuckin’ hippie,” and continue on our well-dressed way.
Fashion Police how bout I wear what the F*** I want,
and leave me alone!
**
Well duh. I have known a few skirt wearin’ lads (mostly young Goths, for all the Dopers who were wondering), and I’m sure all of them were made fun of by other guys. A man wearing a skirt in public is almost certainly going to be made fun of by someone. I think any man with the ability to dress himself is aware of this.
People can dress however they like, but if they intentionally dress in a manner likely to provoke ridicule then they shouldn’t be surprised or upset when they are ridiculed.
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Maybe they care that he has violated the unwritten social contract that oblicates us, as members of a civilized society, to groom ourselves before going out in public. Anyone who fails to do this sends the message that they either suffer from some sort of problem that prevents them from properly caring for themselves, or that they have such a low opinion of their present company that they could not be bothered to make themselves look presentable.
My father used to wear a tie while he was plowing! I don’t think he stopped until the mid-60s…
Personally, I find skirts much more comfortable than jeans–but I often get asked, “What are you all dressed up for?” Dressed up? Because I’m wearing a skirt? Hoo-boy.
I think Lamia’s last paragraph is a good one. As for me: I don’t care what you wear as long as you wear it with style! 
Squish said it all. I can be comfortable in ultra-expensive, up-to-the-microsecond designer jeans or the ones I found at the thrift store. I can be comfy in skirts (short or long, depending on the tailoring of the skirt itself) or in an ankle length dress bordering on Hawaiian muumuu. Depends on my mood.
Also, my late best friend’s father used to mow the lawn in his golf clothes…down to the golf cleats. Last I heard, he still has this ritual.
I like to sort of keep up with fashion, but budget and kids’ clothes pre-empt that. I can live with it. I am perfectly happy to wear decent looking (if sometimes a bit dated, but too damn bad for those of you that think folks need to update a wardrobe every other minute) clothing that looks good on me and makes me feel just as good as I look.
If that means wearing other people’s cast-offs and waiting for clearance sales, then ok… I guess that’s what it means.
What if they look fine, though? Took a shower and put their jammies back on because they are comfy. Nice looking jammies. Clean fuzzy slippers.