Sleeping Naked
I always sleep naked but only go commando when I wear shorts. At the gym too. I don't wear a jock strap.
I almost always sleep naked. I go commando in shorts or jeans, not dress pants.
I sleep nude. I generally do not wear clothes at all at home during the summer. Being nude requires less air conditioning.
Sleeping nude is the best and the most comfortable to me. I toss and turn at night and get tangled up in shirts or boxers so when i was 15 i started to sleep naked and have ever since.
I've slept nude for 15 years now, and haven't worn underwear in over 12 years. Both are because it is most comfortable and in both cases I would never go back to wearing bed clothes or underwear. Ditto for swimwear; if a swimming location is somewhere I can't skinnydip because of clothing requirements, I just won't swim. Skinnydipping is most comfortable and feels absolutely wonderful.