Irish said:
I wear mostly boxers. The most uncomfortable thing about them is sometimes i hang out of the bottom of them... but I don't see how that's any worse than just not having them.
I mostly wear boxer-briefs now. When I was a kid and my mom did all of my clothes shopping for me there either wasn't anything other than ill fitting 'tighty-whitey' briefs and equally ill fitting woven /flannel boxers.
In college I had to start dong my own shopping and I found 2(x)ist midway boxer-briefs; they have a contoured pouch. I now also wear Sonoma boxer-briefs as well; they too have a good contoured pouch. After returning home, on breaks, my mom asked me why I had switched underwear. I just said that they were more comfortable because they were roomier. The next time I came home there were the exact same kind, but in white as apposed to my heather gray ones, in the laundry. She had switched my father to the same kind. The switch was never addressed directly; my dad did once, while we were both drunk and talking about how great college was, he thanked me for returning with new underwear freshman year. We both laughed and then he coughed and switched the topic, which made me laugh even more.
I have found that knitted, long leg boxers are fine and if I'm going somewhere (trip, hotel, relatives, friends...) I sleep in them. 'Long-johns' and other knitted long legged under garments and sleep attire are also fine.
The problem I've always had but the old style woven/flannel boxers is that the legs aren't really long enough, especially on warm days. Causing my elongated flaccid cock to get crushed between my left thigh and the seam of the boxer leg. What is almost as uncomfortable is if my cock goes down the wrong leg.
I sleep in the nude or with only a t-shirt (hate cold shoulders, in the winter). I do at times go commando, but only selectively and then it is usually to clubs/bars. Since going commando is even based for me, I've always showered just before getting dressed. So my only remaining problem with going commando is that I leak like a hose, when turned on (even if soft). Seeping through jeans makes people look even more, which turns me on even more, which causes more seepage, which causes more stares, which turns me on more. which...