Forget the underwear when I go out
Always wore underwear to work, but over the years I began not wearing it other places.
After I retired 2 1/2, I found I was wearing it less and until I was very rarely wearing any.
This lead me to reduce. and eventually eliminate my stock of underwear so I haven't worn any for several months now.
Quit wearing underwear a few years ago. I do have some thongs of different styles that I wear for costume accessories at parties and dances. I am retired now and have no use for my junk to be constricted any longer. Should I have a Dr's appointment it's still commando. Just no reason for underwear leaves me with more expendable cash for fun things.
About the only time I wear underwear is when I'm wearing dress slacks. Just feels weird when I go without in them. Maybe it's because they aren't quite as tight as when I'm in jeans.
Now that I am retired, I only have 1 pair of true dress slacks but I do have 3 pair of somewhat dressy casual slacks. When I went through my dress clothes when I retired, I kept the ones that were comfortable without underwear. Over the next 2 years I gradually stopped wearing underwear all together and got rid of all I had. I can't say I forgot my underwear because I don't own any.
Better than what my wife did.
When I was intentionally wearing underwear less and less and not replacing any that wore out, she bought me 6! pair of the type I had worn more often, thinking that I was skipping underwear because my supply was getting low. Shortly after that I told her that I was in the process of eliminating underwear from my wardrobe and began getting rid of what I had left, even if if wasn't worn out.