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
Credit: Doug Peters/PA Photos/ABACA; J.Kopaloff/FM; M.Caulfield/WI; J.Merritt/FM
Updated: Monday Jun 16, 2008 | 06:00 AM EDT
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JOHN MAYER
He's dated Hollwood's elite. But whom should the troubador, 30, settle down with?
Jennifer Aniston, 39: The couple have been spotted getting cozy in Miami – and she smooched him backstage at his concert.
Jessica Simpson, 27: He famously defended his ex on his blog – do old feelings die hard?
Sheryl Crow, 46: A fellow musician, they've spent months touring on the road together.

