Ashton Kutcher is known to make his rounds in Hollywood. The 34-year-old Two and a Half Men star has had the pick of the litter since bursting onto the scene in 1998 as Kelso on That '70s Show. Although he's been in a few long-term relationships, most notably a six-year marriage to Demi Moore, no one has been able to tame the kid from Iowa, who seems to thrive on the the thrill of the chase.

From actresses to pop stars and mistresses, he's conquered them all. Check out this list of Ashton Kutcher's 10 Hottest Hook-Ups and you'll see exactly why the trucker hat-wearing bachelor loves the single life.