Bachelors 2008

Bachelors Matchmaker!

Play Cupid for Chace, John, Kanye, George and more single stars. Tell us: Whom should they date? By Cara Lynn Shultz


The ultimate bachelor, 47, is again single. But with whom should the two-time Sexiest Man Alive share his life?

Sarah Larson, 29: Rumors of an engagement flew before the couple split. Was the breakup a sign of cold feet?
Renée Zellweger, 39: His longtime friend has called him a "good man."
Ellen Barkin, 54: Like Clooney, the sexy Ocean's Thirteen costar is a Hollywood vet. Is it time for an older, seasoned woman?