Years ago (when I was in high school) I was told that I resembled Doug Llewellyn, the host/commentator on "The People's Court," a lot. I think we had a similar hair cut.
During the 90s (after I'd grown my hair long) some people told me that I looked like Dave Pirner, the lead singer of Soul Asylum. I could live with that. The band was hot at the time, and Dave Pirner was dating Winona Ryder, which certainly made him cooler than Doug Llewellyn.