As a guy nothing feel more comfortable then a good pair of underwear that doesn't bunch or stretch, while at the same time holding our package comfortably. Mack Wheldon company understood this and created some great underwear for men.  There are different styles that they sell but I will stick to the boxer brief.  The 18 Hour Jersey ($24 a pair)  a great boxer brief is all about fit, fabric, and comfort. This one takes the cake. Mesh zones keep you cool, a no-roll waistband anchors things up top, and our stay-put leg design prevents riding up below.