Actor George Clooney and Italian model/actress Elisabetta Canalis ended their two-year relationship Wednesday, People magazine reports.

We are not together anymore. It's very difficult and very personal, and we hope everyone can respect our privacy, according to a statement made by Clooney and Canalis.

After briefly dating in 1984, Clooney and actress Talia Balsam got married in Vegas in 1989.  The couple divorced three years later, People reports.   Since then, the actor has kept his vow not to get married again.

Look at the pictures below to see some of America's most eligible bachelor's past flings.