George Clooney's arm candy

Georgie loves to love (and loves to leave) the ladies

Old Georgie’s been running his Cary Grant-esque game for some 20 years now and has racked up some serious hotties. Just shy of half a century, we’re all sitting back wondering: will Michelle Pfeiffer win the double or nothing $10,000 bet that George will remain a bachelor till he hits the big 5-0?

Clooney's clearly enjoying being free from the constraints of the old ball and chain, with hot ladies accessorizing his handsomeness everywhere he goes (and with nary a relationship lasting more than a few years). We took a look at some of Clooney's most infamous red carpet arm candy over the past two decades and found that not much has changed—they’re young, pretty and don’t stand a chance.—By Jaime Honkawa, Special to Metromix