4. She Dated Gossip Girl Co-Star/Long-Term Friend Penn Badgley
Numerous high profile actors and actresses have ended up meeting their partners on set, but when it came to Penn Badgley and Lively, the pair had known each other since she was 11 years old. They both went on to be the stars of Gossip Girl, with Badgely playing the part of Dan Humphrey, and dated for three years before breaking up, though their characters ended up marrying each other in the show's finale. Lively has also been linked to Leonardo DiCaprio, with the pair spotted holding hands around Disneyland, one of Lively's favourite places to be.
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