Gym Queries?

I say you have a lengthy description of a simple dilema. I think you should go back to the gym/basketball shorts and a t-shirt or "white beater". I find it kind of weird to just wear boxers at the gym. There's a lot of moving around and jumping that you'll be doing to exercise that may show or hurt your precious goods. So with that i would do boxers and shorts witha t shirt. If wearing boxers makes you more comfortable (or makes you fit in then wear a jock strap underneath them so your privates dont get damage during the exercise.