I recently got a pair of super-skinny Levis 510s which I've washed repeatedly in very hot water, and with bleach, to get the fabric as light-colored and soft, and the fit as skintight as possible. I stuff my naked cock and balls down against my left thigh so that every detail of my bulge (balls, shaft and cock head) is as obvious as possible. It's a colossal turn-on to see the looks I get when people catch sight of my junk displayed so blatantly.
I free ball if I am in shorts, jeans, pants etc. I hate to be confined. The less I have on the better I like it. It is also a "green" or "eco-friendly" way of living, less clothing to wash, so less water used, less detergent put into the water, and less electricity and gas to wash and dry clothing.
I like the look of nice underwear on me, so will wear some if I'm going out. It's a bit like a neck tie. Not comfortable, but I sometimes wear them to look good.
I more comfortable commando, so usually don't wear underwear. Certainly not for running errands, going to the gym, etc. Someone else mentioned the doctor's office. My doctor really doesn't care how good I look, so I don't bother putting underwear on for a visit to the doctor.
KC
I recently got a new pair of shorts with a quiick dry material, really nice and comfortable. I do wear themmwith underwear for training (briefs or jockstraps) as wearing a box is sometimes required. I also tried them on the other day when I was home and in the garden... They feel so good when outside as the material is so light almost feels like I had nothing on. Although they aren't tight, they were also very revealing of my cut status. The outline of my helmet was clearly visible