Hello, Upper East Siders! Gossip Girl here to, well, give you an update on the original Gossip Girl cast, now that the show is officially 16 years old. That's right, take it in — the show is now the same age that Blair and Serena were in Season 1. Let's take a look back at the cast on their earliest red carpets compared to their most recent, shall we? XOXO.
1. Leighton Meester (Blair Waldorf) on her first red carpet in 2003:
Albert L. Ortega / WireImage
Leighton Meester on her most recent red carpet:
Our Queen B, Leighton (who married fellow teen TV star Adam Brody , aka Seth Cohen on The O.C. ) has recently starred in projects like Single Parents and The Weekend Away. She also had a recurring role in How I Met Your Father .
Dave Benett / Dave Benett / Getty Images for Bosideng 2. Blake Lively (Serena Van Der Woodsen) on her first red carpet in 2005:
J. Merritt / FilmMagic
Blake Lively on her most recent red carpet:
Since Gossip Girl , Blake has pivoted to movies, starring in films like The Age of Adaline, A Simple Favor, and The Rhythm Section . She will also be starring in the upcoming adaptation of Colleen Hoover's book, It Ends With Us .
Gilbert Flores / WWD via Getty Images 3. Penn Badgley (Dan Humphrey) on his first red carpet in 2003:
Ron Galella / Ron Galella Collection via Getty Images
Penn Badgley on his most recent red carpet:
Of course, Penn has had a thriving film and TV career since Gossip Girl . Most notably, he's starred as Joe Goldberg on You since 2018.
Marc Piasecki / WireImage 4. Chace Crawford (Nate Archibald) on his first red carpet in 2005:
Mark Sullivan / WireImage
Chace Crawford on his most recent red carpet:
Chace has also had several TV roles and most notably has starred as The Deep on The Boys since 2019 and recently guest starred on the show's spinoff, Gen V .
Gilbert Flores / Variety via Getty Images 5. Ed Westwick (Chuck Bass) on his earliest red carpet in 2005:
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Ed Westwick on his most recent red carpet:
After Gossip Girl , he appeared in the show White Gold and in 2021 starred in the movie Me You Madness . Ed was accused of sexual assault by three women in 2017, and was eventually cleared of the charges.
Francois Durand / Getty Images for Messika 6. Taylor Momsen (Jenny Humphrey) on her first red carpet in 2000:
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Taylor Momsen on her most recent red carpet:
After her time on Gossip Girl , Taylor pivoted to a music career. She's been the lead singer of the band The Pretty Reckless since 2009. She recently reunited with her onscreen brother Penn Badgley on his podcast , Podcrushed.
Patrick T. Fallon / AFP via Getty Images 7. Jessica Szohr (Vanessa Abrams) on her first red carpet in 2005:
Michael Tran / FilmMagic
Jessica Szohr on her most recent red carpet:
Since Gossip Girl , Jessica has worked on shows like Twin Peaks and Shameless , and she has starred in The Orville since 2019. She also had a Gossip Girl rewatch podcast called XOXO with Jessica Szohr .
Jon Kopaloff / Getty Images 8. Kelly Rutherford (Lily Van Der Woodsen) on her first red carpet in 1989:
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And just for fun, here she is with Paul Johansson aka Dan Scott from One Tree Hill at the same event:
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And here's Kelly Rutherford on her most recent red carpet:
Post-Gossip Girl , Kelly stuck around in the teen drama and CW world with roles in shows like Pretty Little Liars: The Perfectionists and Dynasty .
Stephane Cardinale - Corbis / Corbis via Getty Images 9. Matthew Settle (Rufus Humphrey) on his earliest red carpet in 1997:
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Matthew Settle on his most recent red carpet in 2015:
Matthew hasn't acted very much since his Gossip Girl days, but he did appear in an episode of Criminal Minds: Beyond Borders in 2016.
Ben Gabbe / FilmMagic 10. Zuzanna Szadkowski (Dorota Kishlovsky) on her earliest red carpet in 2009:
Jerritt Clark / WireImage
Zuzanna Szadkowski on her most recent red carpet:
The actor who brought us the beloved Dorota has acted a bunch since Gossip Girl, including reprising her role on the show's 2021 reboot. She has also appeared on shows like Bull , Modern Love, and The Gilded Age .
Jamie Mccarthy / Getty Images 11. Connor Paolo on his earliest red carpet in 2007:
Patrick Mcmullan / Patrick McMullan via Getty Images
Connor Paolo on his most recent red carpet:
After Gossip Girl , Connor starred in the hit show Revenge . More recently, he's been on shows like Electric Dreams and The Resident .
Sean Mathis / Getty Images for SXSW 12. Margaret Colin (Eleanor Waldorf) on her earliest red carpet in 1987:
Ron Galella / Ron Galella Collection via Getty Images
Margaret Colin on her most recent red carpet:
Margaret also reprised her Gossip Girl role in the reboot. She has also appeared on shows like Veep , Shades of Blue, and Chicago Med.
John Lamparski / Getty Images 13. Michelle Trachtenberg (Georgina Sparks) on her first red carpet in 1996:
Ron Galella / Ron Galella Collection via Getty Images
Michelle Trachtenberg on her most recent red carpet in 2020:
Michelle made a splash on the Gossip Girl reboot by reprising the role of Georgina. She also hosted the show Meet, Marry, Murder .
Michael Tran / AFP via Getty Images 14. Robert John Burke (Bart Bass) on his earliest red carpet in 1993:
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Robert John Burke on his most recent red carpet:
Robert has appeared in several movies since Gossip Girl , including BlacKkKlansman, Black Panther: Wakanda Forever , and Boston Strangler .
Noam Galai / Getty Images for 20th Century Studios 15. Sebastian Stan (Carter Baizen) on his first red carpet in 2006:
Patrick Mcmullan / Patrick McMullan via Getty Images
Sebastian Stan on his most recent red carpet:
Of course, Sebastian went on to land the massive role of Bucky Barnes in the Marvel Cinematic Universe. He also starred in Pam & Tommy , and the movies Fresh and I, Tonya .
Karwai Tang / WireImage 16. Wallace Shawn (Cyrus Rose) on his earliest red carpet in 1966:
Robert R. Mcelroy / Getty Images
Wallace Shawn on his most recent red carpet:
Wallace appeared in the 2018 movie Marriage Story . He has also provided the voice of Rex in all of the Toy Story films and most recently also did voice work in The Addams Family 2 . He also reprised his Gossip Girl role in the reboot.
Gary Gershoff / Getty Images 17. Kaylee DeFer (Ivy Dickens) on her first red carpet in 2005:
Rebecca Sapp / WireImage for General Mills
Kaylee DeFer on her most recent red carpet:
After playing Ivy in the latter seasons of the show, in 2013, Kaylee announced a break from acting to raise her son.
Jerod Harris / Getty Images 18. Kristen Bell (the voice of Gossip Girl) on her earliest red carpet in 2004:
Kevin Winter / Getty Images
Kristen Bell on her most recent red carpet:
Since Gossip Girl , Kristen has starred in House of Lies, The Good Place, Frozen, and more recently The Woman in the House Across the Street from the Girl in the Window . She also returned to narrate the Gossip Girl reboot.
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