well, I never really looked that closly at other dudes at the pool or whatnot and I just got some boarder shorts. (yes, before I always wore swim trunks with that hellish lining in them...)
I wear boxers, but compression shorts sound like a hella good idea, specialy when I'm on my standup. I was trying to throw a 180 and I bailed and had my shorts come off.
Going commando can have some negative affects. If your cliff jumping or jumping from any height and your side saddling, your balls will get a smacking that you will never forget. Boxers help prevent this problem.
Hells no it sucks to try and take them off afterwards and plus why the hell do you need them are u afraid someone is gonna see that your penis is small or what?
i always see boys with boxers under their swim trunks... that's like girls wearing underwear under their bottoms.. which is sort of odd, but hey, whatever ya'll want!