What is the best way for a man to wear shorts?

Black socks are just butt ugly however if you go that route be sure to also hook him up with a pair of those thick black wrap around cataract type sun glasses .

I would say flip flops or no show socks. I personally wouldn’t be caught dead in shorts with my socks showing.

I wear “no show” socks with sneakers when I wear shorts. Any socks above the ankle look goofy.

I’m a pants/jeans guy. The last time I wore shorts it was with a post-surgery catheter bag.

My husband wears shorts with Crocs (no socks obviously), shorts with white ankle crew socks and running shoes, shorts with no socks and deck shoes and golf shorts with short crew socks (sometimes brown or black, usually white-depends on the course) and his golf shoes. In my opinion it depends on the shoe more than the shorts. He’s 52.

Shorts with short (ankle or below) white socks and white sneakers is fine. If he’s going to wear boat shoes or sandals, though, no socks at all.

Sorry, @bkcunningham no one over the age of 12 should wear crocs unless they are working in the garden.

I agree with what some of the others have said. Short socks with sneakers, no socks with sandals. Mr. Fiance wears high-top Converse with regular socks scrunched down, but then, he doesn’t care about fashion. As long as the socks aren’t pulled up halfway to one’s knees, I think it’s fine.

Also, shorts shouldn’t be above the knee. Just above the top of the kneecap is fine, but once you get to mid-thigh, it’s just scary.

Like with women’s fashions, it depends on the body and leg type/structure and health. I’ve seen tall, skinny guys with Converses and socks scrunched down, and they look just fine. However, a more muscular or meaty guy would not look as good, especially if he was short. Same with running shorts- they’re coming back in style and I’ve seen men wear them with ankle socks and look fairly okay. Some men, especially in the past 15 years, are trying to rock basketball shorts with ankle socks and slider sandals… ehm… it doesn’t work.
I agree with most replies above, no-show socks with sneakers is the best ‘default’ style for men, not knowing what the body type is.

Who agrees with @zenvelo about Crocs? I didn’t know they were not a suitable look on anyone over 12. My golf shoes are Crocs. It is the only pair of Crocs I’ve ever owned. I personally don’t like the look of the original Crocs, but many people I know, including my SO, love them.

Make sure the shorts are no higher than a few inches above the knee. Do not commit this horrible Dolphins shorts Scene or this one

Men’s thighs should not be visible in shorts. Save that for the boudoir. Do not allow short shorts of any kind.

Shorts look fine with tennis shoes (preferably not black ones) with short ankle socks or no-show socks in white like these

Sandals are OK, but don’t wear socks with them. I second the no Crocs rule unless you are a nurse, a chef, a toddler or you are planning to walk in a Gay Pride Parade (not that there’s anything wrong with that) or you are working in your garden.

Deck shoes are also acceptable with no socks or below the ankle socks. Flip flops are fine too. Low topped Converse All Stars are OK too. High tops look silly with shorts. Also acceptable are hiking boots, but not those huge work boots (which are also much more suitable for the Gay Pride Parade). Teva Sandals are OK (although I personally find them ugly). But if your husband has ugly toes, especially the toenails, pick close toed shoes or sandals.

Do not let your man wear Daisy Dukes or Capris Pants unless you are from Germany, Holland or Scandinavia (and he has the accent to go with it) or your man has fallen overboard from a ship and is now on a deserted island, or he is clam digging or he is a pirate.

Do not let your man wear any kind of shirt that might be considered a blouse like this one, nor should you let him wear any sleeveless shirts, or mesh shirts or wife beaters undershirts.

Here are some examples of decent looking men’s shorts: Bermuda Shorts and Cargo Pants or Canvas or Khaki Shorts

And do not let him wear a fany pack unless you guys are actually hiking!

The only shorts permissible in my book are board shorts, workout shorts, swimming trunks, wrestling spandex, and speedos. Otherwise long pants all the way (preferably jeans).

I have wrecked ankles and really shouldn’t wear low quarter sneakers. It’s pretty much mid height hikers Earth tone with the Dr. Schoel’s socks made for diabetics (not diabetic). Those socks have so much cush they’re awesome for all day plush. I fold them down twice as I don’t like tall socks because of the dorky factor, and they are hotter. Pretty much cargo shorts in some kind of tan or green color, never plaid. I think a decent t- shirt not tucked in fits that gear. Works well for me.