I am going to wear no underwear for the rest of March, and then do a no underwear April. Headed to the store in short socks, shoes, stretch fabric shorts a belt, and a shirt tee shirt. Don't like the shirt to go very far down into the pants. I used to do this alot when younger. Picking back up. Don't like underwear.
I cut the right front pocket out of a pair of shorts that I have and it's great for that. Just have to remember to put my keys in my left pocket.
I switched from underwear to jock-straps in HS. By the time I was in college, I not only was going commando, but I also took up nudism. Now I am always naked at home, and when I have to wear clothes, I wear the minimum needed, including "no underwear."