Q:I see a lot of pictures where men are rolling up their pants. What pants to you recommend doing this with, and what times is the rolling appropriate?
It’s super trendy to roll your pants in all kinds of situations (and to wear them like highwaters… but I digress)
Basically, I think if they’re casual pants you can roll them anytime you feel like rolling them, too warm, wet outside, etc…
I wouldn’t roll more formal trousers, or casual pants in a business setting.
I’ve also been known to roll my pants up to my knees hipster bike messenger style when it crests 90 because I don’t really wear shorts (like ever).