The duration of time you should wear underwear is entirely up to you, and it is mostly determined by how comfortable you feel while wearing it. However, if we take a broad view, it can be said that you should not wear underwear for too long if it is too tight, but if you are comfortable in it, it is fine to wear it all the time because it not only helps you look good but also absorbs excess moisture around your crown jewels, protecting you from infections. On the other hand, you can occasionally choose to go commando. Going commando isn't a bad thing, and it has its own set of advantages, but bear in mind that wearing underwear has more advantages over going commando. Underwear helps you retain a proper shape, keeps your prized possessions in one place, and helps you maintain hygiene.