LOL I knew that site would make me laugh.
I started as a kid with briefs, didn’t like them so got boxer-briefs. For whatever reason switched to the thin-material kind of loose boxers and am now back to the briefs.
For me it’s all about temperature, the UK is cold, especially where I am now and I’m on the lookout for warm underwear to give me a good flaccid hang. When I’m earning some money I’m going to try something from the 2xist range (something plain, some of there stuff is so poser-ish) as they look warm.
Currently got M&S boxer briefs and they’re nice but winter is coming! :)