Credit: Splash News

Much like his on screen alter-ego ChuckEd Westwick is a man of mystery. This bloke loves the ladies, but his dating life is even more tangled than Serena's hair. Luckily, we've managed to weed out Ed's random hookups and roundup his three main squeezes!

Ed's most famous relationship is with his Gossip Girl co-star, the beauteous Jessica Szohr, who he's been seeing off-and-on since 2008. "There wasn't a lot of thinking and talking," Jessica told Us Magazine back in 2009. "It kind of just happened. We had fun together, and we were like, 'All right, let's see where this goes.'" Sadly, Ed and Jessica split-up in 2010 due to her rumored infidelity, but they were seen canoodling as recently as February 2012. Sounds like they're back on –– for now!

Credit: YKYLM

So, who else has had the pleasure of lip-locking Ed? Rumor has it that he briefly dated Phoebe Tonkin in 2011, the sultry Aussie beauty who currently stars on The Secret Circle. It's a CW fairytale come true!

Of course, we can't forget Ed's round of tonsil hockey with (now-engaged) actress Drew Barrymore, who he was spotted making out with back in 2008 at a Kings Of Leon Concert. Sigh, hipster shows makes people do crazy things. Just ask Penn Badgley’s hair.

Source: Us Magazine, NYMag, Zimbio

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