text: do you wear underwear with bike shorts? i don't know if i should wear underwear with the spandex shorts or not you don't usually wear underwear. in fact, those made of cotton would negate some of the benefits of spandex. if you really want to wear underwear, i've found that the best types of underwear would be the underarmour brand boxer-briefs. they are made of wick-able material, and they compliment the no chafing of the spandex and chemise of the bike shorts