Jason Lewis is one of our favorite bachelors on-screen and off, after reprising his role as Smith Jerrod in this summer’s Sex and the City movie. Jason is a laid-back guy who likes funny, real women like his ex-girlfriend Rosario Dawson. This gorgeous blonde is aging like a fine wine and tends to enjoy hanging out and being a regular guy. Maybe wear something cute to the grocery store? 

George Clooney is like a Chanel suit: classic, beautiful and never goes out of style. The perennial bachelor has only been married once and had dated a slew of women, some famous and some not-so-famous like on-again off-again love Krista Allen. George tends to go for “real girls” like his last girlfriend, Sarah Lawson, so try not to act awestruck and let him do the work.