Who is George Clooney dating? The question really is, who has he NOT dated over the years. Clooney has courted some of the most beautiful women in the world: actresses, models and yes, cocktail waitresses. Clooney's two-year relationship with Italian model Elisabetta Canalis has ended, but he's on to Stacy Keibler by now. The list of the women Clooney has hooked up with is impressive! The man definitely gets around, but then again, wouldn't you if you were George Clooney? Surprisingly, with all the high-profile women that have been attached to Clooney, none of them have ended up on the list of celebrity sex tapes...yet. Since Clooney goes through hot women faster than most of us co through a tube of toothpaste, there's still plenty of time for him and/or one of his ladies to end up in a celeb sex tape. Somehow there doesn't seem to be any drawback to a celebrity sex tape starring this silver fox.