Maybe it's just me, but I think their clothing choices reflect their personalities, either real, or imagined by the audience. I see Jason Alexander as being very pent up and 'closed'. His affinity for dark, three-button suits reflects this, to me. Snoop's clothing choices present a more relaxed, comfortable image. Though not traditional in any sense, it assists in presenting his attitude toward life that there is nothing to worry about. It's all about attitude and personality; this is style, no matter the clothes being worn.