All the Gossip Girl cast members who secretly dated each other in real life

The amount of breakup drama on set must have been off the scale

4 months ago

Gossip Girl was full of romantic twists and turns, but the cast members themselves all seem to have dated each other at some point or another during filming. Whilst everyone knows about Blake and Penn, there are some other cast members you might have never realised were secretly hooking up with each other.

So, let’s expose some juicy secrets and look at all the Gossip Girl cast members who secretly dated each other in real life

Blake Lively & Penn Badgley

Via Netflix

I’m pretty sure there isn’t a Gossip Girl viewer alive who doesn’t know about these two cast members having dated. Blake and Penn played Serena and Dan, with both their on and off screen relationships being as tumultuous as each other. They dated on and off again between 2007 and 2010 before they decided to break up for good, but somehow managed to hide their split from the rest of the cast for months.

Executive producer Joshua Safran told Vanity Fair: “They kept the breakup hidden from the crew, which you could never do now. I don’t even know how they did it. They kept it from everybody which is a testament to how good they are as actors. Because they did not want their personal drama to relate to the show.”

Following their breakup, Penn was asked during an interview with Elle whether it was hard to have to still work with Blake. He admitted: “We were very much caught up in the show, which itself was a six-year endurance test. Our relationship was a part of that and helped us through it. I mean, like anything valuable, it was good and it was bad and it was a learning experience.”

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Leighton Meester and Sebastian Stan

Via Netflix

Rumours about Gossip Girl cast members Sebastian Stan and Leighton Meester dating started swirling after they were seen together at an industry dinner. According to Page Six, they “couldn’t keep their hands off of each other” and the following year Sebastian confirmed their relationship in an interview with People.

He told the outlet that the best part about getting to work with Leighton was that he gets to “go home with her.” He added: “I’m a really lucky guy. She’s the most interesting, sophisticated, talented and an extremely funny person that I know. She’s really hilarious.”

The pair dated for two years before splitting in 2010 according to OK! who claimed Leighton broke up with Sebastian because she didn’t “know how to be in a relationship and doesn’t really like them.” Leighton later told Seventeen: “I’ve never really liked anybody before,” Meester explained in January 2011. “Even when I would date guys, it would sort of be on the surface and it was always a relief when we broke up.”

Taylor Momsen & Chace Crawford

Via Netflix

I don’t know why but the thought of these two Gossip Girl cast members having dated each other would literally never occur to me. Whilst the two were never officially an item, they reportedly hooked up throughout filming. Page Six claimed they were spotted kissing during a cast holiday party.

However when Taylor Momsen was asked about the rumours in an interview with OK! she explained they were just friends, saying: “It’s great, because going to set we’re all such good friends. And you know, rumours are rumours.”

Kelly Rutherford & Matthew Settle

Via Netflix

If there was one off screen relationship from the cast I’d want to have happened, it’s definitely this one. Both Kelly and Matthew announced their divorces from their respective partners at the same time, and rumours quickly started that they were secretly seeing each other.

In response to the rumours, Matthew claimed: “We’re good friends. Kelly and I have a lot in common because we are supporting each other at this time in our lives.” Let me bask in my delusions for a little while longer, that’s all I ask!

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