Thanks to posts I've read here, I've recently started trying it at the gym, wearing slick gym shorts that feel great rubbing directly up against my cock while working out. Definitely a thumbs-up!
I guess I'll go first.
I am a huge underwear fanatic, but sometimes I love to freeball.
UW-- while a major turn on for me-- restricts your package and holds everything tight. (I am a brief wearer... like CK or 2xist). Anwyay, freeballing lets it hang and by extension, my cock and balls are more natural and not scrunched up.
I'm doing more and more freeballing lately. Especially with shorts or loose jeans. Tight stuff or suits... keep my briefs on.
Just curious, but what do you do if you get hard in public.. To me boxers offer zero protection, so that thought of getting erect on a public bus or something scares me! Also if you sit down surely people can see up the leg?