Since just about everyone on the show has hooked up at one point it was hard to keep this from becoming a novel, but here's our condensed list of the couples that worked, and the couples that should have been banned from Manhattan.instead, it would have been entertaining on purpose instead of by accident. Ed Westwick and Leighton Meester have so much chemistry my TV screen melts a little each time they are on it. Blair could maybe get past his Brooklyn upbringing, but the most polished woman alive would never truly fall for someone with such unkempt hair.C.,” proving themselves just as sickeningly adorable as Seth and Summer?
That was also the case for “Gossip Girl” stars Penn Badgley and Blake Lively, who dated on and off from 2007 to 2010 — a time that overlapped with their characters’ on-screen relationship.
“I’ll say Blake because we actually had a relationship at the time,” he spilled. After all, for a character nicknamed “Lonely Boy,” Penn’s Dan Humphrey sure didn’t have any problem keeping the ladies around.
During his time on “Gossip Girl,” he managed to lock lips with Leighton Meester, Hilary Duff, Michelle Trachtenberg, AND Jessica Szohr.
Ed is actually from Hitchen, just outside of London. Two of his songs were featured in the season one episode, ' School Lies.' They were home-schooled together as 11-year-olds.
The producers didn't want two blondes in the lead roles, so according to producer Josh Schwartz, Leighton 'did a sink-rinse dye job to audition as a brunette.' Talk about commitment. While Serena's wardrobe was based on Kate Moss and Sienna Miller's more bohemian style. It was never picked up, and Jenny only had a handful of appearances after season four, as Taylor chose to focus on her musical career with The Pretty Reckless.