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‘Gossip Girl’ Cast’s Dating History: Blake Lively, Leighton Meester, Penn Badgley and More

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Spotted: the most scandalous Upper East Siders settling down IRL. Blake Lively, Leighton Meester, Penn Badgley and more Gossip Girl cast members have settled down after skyrocketing to fame on the beloved drama.During the series’ six-season run, however, there were several on set romances.

While portraying on-again, off-again couple Serena and Dan, Lively and Badgley began a real-life relationship.“I remember there was one point where we were just afraid of how our personal lives overlapping our work life could be perceived by our bosses,” the Sisterhood of the Traveling Pants star recalled to Vanity Fair in 2017. “[But then] we were like, ‘Oh no, that’s exactly what they want.’ They wanted us all to date.

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