Why don’t men wear skirts?
If it’s OK for a woman to wear trousers then surely men should be free to wear skirts, equality and all that
What’s stopping you? 
A kilt is not a skirt.
Gorilla Man
If you return the one I loaned you I would
I guess neither are the things that large Polynesian gentlemen wear on formal occasions. Then again, would you tell a cranky Scotsman or a large Polynesian gentleman he’s wearing a skirt? 
Riker told Worf he looked good in one, so why not?
But Worf knows… the… ways… of… the… HU-mans… and … must… con-TAIN… his AN-ger. Cranky Scotsmen, and large Polynesian gentlemen, not so much. 
Oops, sorry about that, will do. I loved wearing it, made me feel really girly - you certainly have good taste in skirts.
I’ve known a few guys that wear skirts (actual skirts, I’m not counting the kilt-wearers).
Go for it, dude.
Kilts are not skirts?
I remember as a wee lad, playing with Star Wars people and G.I. Joes, how my dad would kid me by calling them dolls. They’re not dolls!!! They’re army men, they’re toys, they’re figures… They’re not dolls!!! I believe this may be something of a universal truth for young men-children.
Or am I wrong, and kilts really aren’t skirts? Skorts, perhaps?
Rhythm
You mean aside from the kilt, the dhoti , the lungi, the sarong, the kaftan the djellaba the kikoi the pareo the sulu the galabeya and all the others posted on this page?
Gee, I dunno why. 
(My husband and all my male friends wear skirts when we’re at festivals. They say they’re very comfortable.)
Cranky Scots? I beg to differ.
We’re dour.
Yes I know I have. I especially like the off the shoulder job in pink satin with matching peep-hole bra and open crotch panties in purple.
The panties really compliment the colour of my hooter.
errr, before anyone of you get the wrong idea this is a joke, I much prefer the backless dress
There’re also theserockin’ miniskirts worn in Alexander and Troy.
A man’s best feature is often his legs. More miniskirts, please.
Ancient Roman men all wore skirts (tunics), of course.
As an odd twist, when the Romans first encountered northeners wearing pants (braccae), they thought them to be effeminate (according to Wiki).
Since Roman women weren’t wearing pants, I assume that the original ‘effeminate’ was something along the lines of ‘those wussies can’t take the cold’. Or was anything odd considered effeminate?
My friend Breezy Wagginballs wears skirts all the time.
I sometimes wear skirts, just around town and every day kinds of activities. The Wal-Mart dress code actually doesn’t make a distinction between male and female attire, but I got busted for trying to wear a skirt and store management put a stop to it.
I typically wear them with polo shirts (or something else that shows off my manly hairy chest.
My knowledge of female fashions is by no means comprehensive but I don’t think you can buy skirts ‘off the shoulder’. You must have bought a dress by mistake.
And therein lies the problem.
The current range of mens’ underwear, and I’m speaking in wild generalities here, fails to do justice to the skirt. Especially a short skirt. Boxer shorts, for example, are not especially pleasing to the eye should the gentle force of a capricious breeze suddenly expose them to passers-by who are innocently going about their daily routine. Furthermore, if a skirt-clad male should perch suggestively on the edge of my desk at work, I personally would not be aroused by a glimpse of Adidas above the visitor’s thighs.
It is therefore clear that a more alluring style of underwear must be adopted by the aspiring male before the wearing of a skirt can even be considered. Now we begin to descend inexorably down the slippery slope, because I foresee more exotic panties, worn to match one’s nose or not as the case may be, followed by the employment of the depilatory techniques much favoured by porn stars and some Conservative MPs. After all, nobody wants to see a literal forest of pubic hair peeping unpleasantly out of the finest pair of knickers currently available from Victoria’s Secret.
The next male ‘must have’ will doubtless be botoxed thighs, so it’s pretty easy to see where all this is going to end up.