Permanently freeballing now
I think once you make that decision, you'll never go back. At first it just feels really good -- free -- unencumbered. After a while, you realize that it's how is really should be. At least 99.99% of the time, underwear serves no useful purpose.
I am definitely leaning towards going commando 100% of the time. I try to be modest but my comfort is most important. Wool pants and sweat pants were my exceptions when I would wear underwear. Now, I can no longer comfortably wear underwear.
I quit wearing underwear 20 years ago after having nothing but issues with how they fit. Having thick thighs and a big bubble butt it made finding underwear more hassle than it was worth. Briefs were constantly riding up in my ass, boxer briefs never have enough ass room so they are constantly sliding down all day, and boxer briefs were awful not having enough front pouch room and I am not a fan of having the jewels smashed and stuck to my thigh. So I said goodbye to them and haven't looked back.
I've been 95%+ Freeballing for about the past 10 years. Only wear underwear on days when I'm going for a doctor's appointment. I like the feeling of freedom and feeling my dick flop around unobstructed. When I wear pants with thin fabric, the visible penis line (VPL) is really great and my dickhead can be clearly made out by anyone looking. It's fun to see who pays attention, both guys and gals, while I act oblivious!
I kept one pair for doctor's appointments for a while.
Only used them for dermatologist because the only doctors that asked me to remove anything below the waist were dermatologist and urologist, and the latter had to have me naked below the waist. After a while, I decided that if I wore a solid color swim brief to the dermatologist so I didn't have to have something I only wore twice a year. I eventually asked the dermatologist if he was comfortable with nude patients. He said it results in a more thorough and efficient examination, but he doesn't have his staff tell patients to strip nude because he knows it would make many of them uncomfortable. I've be nude for my dermatology exams since. Should have asked sooner.