Mens Underwear Blog — esquire

What Kind of Underwear Should you be Wearing?

What Kind of Underwear Should you be Wearing?

Like most boys, I first wore tiny, colorful briefs. I have no idea why we invariably start our children in tight drawers, especially since up to a certain age male underwear isn't especially necessary, except to prevent skid marks on pants. We're just trying to establish an understanding that one day you will need to wear something here, so you might as well get used to the idea, kid.

Then comes college. That's when I became concerned with how underwear looks more than anything else, because I had hopes that women other than my...