Personally, I’ve been a fan of saxx. Expensive, but I’ll try and get a new pair if I see them for half off.

To be honest, for everyday wear, I’ve got cheap costco brand underwear that’s lasted me probably 200 wears. I only use non-cotton underwear for athletic activities, though, so that cuts down on a lot of wear and tear.

I’ve heard good things about Duluth trading company, but never tried them.