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 Academy Award nominee, 27, keeps a low profile. But whom should he veg out with?

Rachel McAdams, 31: Ryan spent two years with his Notebook costar, whom he's called "kind" and "stunning."
Michelle Williams, 27: The pals were spotted together in Manhatttan. Could they be the next Reese and Jake?
Kelli Garner, 24: She costarred with him in Lars and the Real Girl – for which he landed an Oscar nod. Could she be his lucky charm?