Gossip Girl’s Penn Badgley and Leighton Meester Finally Reunite

Gossip Girl stars Penn Badgley and Leighton Meester reunited to record the premier episode of Penn’s new podcast. Find out what the pair revealed during the episode.

By Kelly Gilmore May 19, 2022 2:19 AMTags
Watch: Lukas Gage LOVES Working With Penn Badgley (& Why That Scares Him)

Hey Upper East Siders, Gossip Girl here with a Penn Badgley and Leighton Meester reunion you won't want to miss.

Penn revealed on May 18 that the two Gossip Girl alums recently met up at long last for a special new project. In fact, he shared that Leighton supported his new podcast, Podcrushed, by recording the first episode with him.

The reunion snap on Penn's Instagram Story showed him and Leighton posing together on the sidewalk with the caption, "Best pic we took (No lie)." In the pic, the You star has his arm draped around her shoulder as he squints in the sunlight.

Where are the Dan and Blair shippers when you need them?

The first episode of his podcast—which premiered May 18—revealed the truth about how Penn and Leighton met, according to Entertainment Weekly.

Spoiler alert: It actually wasn't on everybody's favorite CW series. Leighton and Penn crossed paths about a year before filming Gossip Girl while on the set of a "real B-grade" horror film, as Penn put it.

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Gossip Girl Cast: Where Are They Now?

"I don't think about it hardly ever but then I'm like, oh, Hella-Burger," he explained. "Well, actually it's called Drive Thru."

Now some may be thinking, "Hmm, I have never watched that film." Well, neither has Leighton or Penn (at least in full).

"I don't think I've ever seen it," Leighton shared. Penn then chimed in, "I don't think I have either. I've seen clips."

Instagram/D Dipasupil/Getty Images

Podcrushed—which is hosted by Penn along with Nava Kavelin, a former middle school director, and Sophie Ansari, a former fifth grade teacher—takes listeners back to the school days—not the Gossip Girl school days, but those run-of-the-mill awkward middle school days.

According to the show's website, Penn will read "your middle school story" while the podcast "explores the heartbreak, anxiety and self-discovery of being a teen."

While it's likely their old Gossip Girl scripts boasted much more glamorous tales, Leighton and Penn have plenty of experience when it comes to portraying self-discovery in school.

Scroll on to learn secrets from the original Gossip Girl series.

Lily Collins Auditioned For This Role

Gossip Girl wouldn't be the same without Taylor Momsen. So it's hard to believe that Lily Collins almost played Penn Badgley's little sister. The Emily in Paris actress shared that she went through the entire audition process, lamenting to Glamour, "I wanted it so badly."

Ed Westwick Knows He Had "Great Chemistry" With Leighton Meester

Ed Westwick opened up about his onscreen chemistry with Leighton Meester—aka the Blair to his Chuck. On the Feb. 2 episode of the XOXO podcast, he admitted, "I had an amazing time working with Leighton. And people really were taken with that relationship. It means so much to people, which is so cute and funny." 

As for his true dynamic with Leighton, he shared, "She's an incredible talent. I miss her dearly. We just had this great chemistry, and we used to make each other laugh and I felt protective over her at times. Yeah, she probably made me better."

Ed Westwick and Chace Crawford Were Roomies

Ed and co-star Chace Crawford (Nate) got extra close, because they actually lived together for the first two years of filming.

As Ed revealed in February, "Chace and I agreed to live together on the pilot. He was like, 'Do you want to room together?' I'd never lived outside my parents' house and I was like, 'Yeah, sure, whatever.'"

The British actor explained, "He went and looked at some places, and he sent me the strangest photos. It was like the corner of a ceiling with a little bit of the floor." Laughing, Ed noted, "I was like, 'Alright, sure. Whatever dude, looks fine!' And so we lived together for the first two years."

This Mega Star Almost Played Serena

None other than Jennifer Lawrence auditioned to play Serena van der Woodsen on Gossip Girl, a part that ultimately went to Blake Lively. While speaking on the Feb. 2 episode of Jessica Szohr's podcast, casting director David Rapaport said that, looking back, it's "wild" that J.Law auditioned.

These A-Listers Were in the Running to Play Young Lily Van der Woodsen

Gossip Girl casting director David Rapaport dished about the Gossip Girl spinoff centered on Serena's mom, Lily van der Woodsen, with a pilot that starred Brittany Snow and Krysten Ritter. "I remember for that Dakota Johnson came in and Rooney Mara, and a lot of other women who are now kind of big names but at the time didn't have that kind of stature," he recalled of the casting process.

He told host Jessica Szohr, "And you know who did the best read for that? I'll tell you, because I think you're friends with Nina Dobrev, that was one of the best auditions I had ever seen, and for that role specifically."

David said he called the network and told them, "She is a super star." As he recalled on the podcast years later, "She does not look like Kelly Rutherford, because she was supposed to be a young Kelly Rutherford, so I don't know how we would cast her, but she needs to be on your radar and you guys need to find something for her. I just remember thinking, 'I am going to think about this girl in a couple of years and be like, 'Oh god, I missed that opportunity.' She was so incredible!"

Chuck Bass Was Only Supposed to Be in a Few Episodes

As Ed shared on the XOXO podcast on Feb. 2, "Chuck Bass was supposed to be a reoccurring role and was only supposed to come in for a few episodes."

The actor said he feels "lucky" that the mogul became a bigger part of the show, adding of his audition process, "I kind of got around one of the testing aspects there, because I didn't have to test like a series regular. I did two auditions and then a screen test but I never had to test for network." 

Jessica Szohr Was Cast After Being Scouted at a Pool Party

Is this considered a meet-cute? Gossip Girl showrunners Josh Schwartz and Stephanie Savage knew that they had found Vanessa Abrams when Adam Brody, who they had worked with on The O.C., brought Jessica Szohr along as a guest to a Fourth of July pool party.

Stephanie said on an episode of XOXO with Jessica Szohr that she and Josh immediately ran to a computer—after all, this happened all before the iPhone came out—and Googled Jessica to see if she was an actress.

Fortunately for the pair, she is!

Ed Westwick Almost Lost His Role of Chuck Due to Visa Issues

According to Josh, casting Ed Westwick in the series "was a whole situation." Not only had the English actor initially auditioned for the part of Nate Archibald and lost it to Chace Crawford, but his role of Chuck Bass nearly went to somebody else as well.

"He got cast as Chuck and then couldn't get his visa to come shoot in the U.S. in time, because he was a citizens of the U.K.," Josh recalled on an episode of the XOXO with Jessica Szohr podcast, adding that the network was pressuring him to recast the part.

"They were saying to us as we got closer and closer to start of the pilot, 'Guys, you need to figure out who your back-up Chuck is gonna be because we don't think this is gonna work out,'" Josh remembered. "And we were just like, ‘There is no backup Chuck. It's Ed.'"

Since Josh and his co-creator, Stephanie, were adamant on having Ed play Chuck, the network waited for his visa to get approved.

Penn Badgley Buzzed Off Most of His Hair on the First Day of Filming

When Penn Badgley was auditioning for the part of Dan Humphrey, he was rocking what Josh and Stephanie recalled as long, "snowboarder" locks. The actor ended up chopping most of it off on his first day of filming, shocking the crew and network execs.

"Everybody was like, ‘What is happening?! He shaved his head!'" Josh recalled. However, once they all saw the new ‘do, everyone agreed: "Oh damn, he looks good."

Christina Ricci and Selma Blair Were Considered to Voice Gossip Girl

Although Kristen Bell was the No. 1 pick for the voice of Gossip Girl, both Christina Ricci and Selma Blair were "in the mix" as possible candidates, according Stephanie, who also served as executive producer. Kristen was cast after Veronica Mars, on which she also did voiceover work as the show's titular narrator, got canceled.

Chuck and Blair's Relationship Was Inspired by Leighton Meester and Ed Westwick's Onscreen Chemistry

For the creators, the last scene of the pilot—in which Blair (Leighton) and Chuck (Ed) look on as the Humphreys leave a party with Serena (Blake)—was the kick-off point of the iconic couple's relationship.

"There was just a connection between them...that was immediately so palpable and fun," Josh said of the scene. "That was where it kind of really first landed."

"It was like a revelation to watch," Stephanie added. "It's like Dangerous Liaisons. It's like Valmont and Merteuil...they love each other but they hate each other, and they do schemes together. That was such a juicy story to lean into."