Entertainment

Then and Now Photos of 'Gossip Girl' Stars Will Make You Yearn for the Upper East Side Glory Days

It's hard to believe that the last Gossip Girl blast went out two years ago. The CW series was America's obsession the moment it hit the air in 2007, which was back before Blair Waldorf was a household name and no one felt the disappointment that came from the reveal of Gossip Girl's true identity. I was head-over-heels in love with everything about this show, from the fashion to the feuds to the many OMFG moments. Though the cast has moved on from Gossip Girl, they'll always be Upper East Siders to me.

So what's the cast of Gossip Girl is doing now? Here's what the Gossip Girl cast is up to today, alongside photos of their early GG days.

You know you love me. XOXO...

Image: CW

by Kaitlin Reilly

Then: Taylor Momsen

The Grinch Who Stole Christmas actress played Jenny Humphrey, an outsider who desperately wants an in with the popular rich kids.

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Now: Taylor Momsen

Momsen ended her time on Gossip Girl early to focus on her music career. She is the lead singer of goth rock band The Pretty Reckless and is currently on tour.

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Then: Jessica Szohr

Szohr portrayed Dan Humphrey’s gal pal Vanessa Abrams who kept the Upper East Side crowd on their toes.

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Now: Jessica Szohr

Szohr had a role in the comedy The Internship and currently stars alongside Miles Teller in the upcoming film Two Night Stand.

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Then: Ed Westwick

The British actor was born to play Chuck Bass, the perpetually scheming heir to a hotel fortune.

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Now: Ed Westwick

He put his accent to good use in the 2013 film adaption of Romeo & Juliet, in which he played Tybalt. He has three films currently in post-production, including Kitchen Sink and Conspiracy on Jeckyll Island.

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Then: Chase Crawford

Crawford portrayed Nate Archibald, the Vanderbilt at the center of the love triangle between Blair and Serena.

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Now: Chase Crawford

Crawford recently guest starred on Glee as Quinn’s high-society boyfriend, a guy that would have fit in perfectly with the Upper East Side crowd.

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Then: Kelly Rutherford

Rutherford played Serena and Erik’s mother who tries to hold the family together, sometimes by less-than-ethical means.

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Now: Kelly Rutherford

Rutherford joined her co-star Matthew Settle in the TV movie A Sister’s Nightmare in 2013 and has a recurring role on new series Reckless.

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Then: Penn Badgley

Badgley portrayed Dan Humphrey, essentially the Nick Carraway of the Upper East Side.

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Now: Penn Badgley

He portrayed singer Jeff Buckley in the indie Greetings from Tim Buckley and had a starring role in Parts Per Billion.

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Then: Matthew Settle

Settle portrayed Rufus, the waffle-obsessed father to Jenny and Dan.

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Now: Matthew Settle

After Gossip Girl ended, Settle starred in TV film A Sister’s Nightmare and horror flick Ouija.

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Then: Connor Paolo

Paolo portrayed Erik van der Woodsen, far and away the only reasonable member of the van der Woodsen family.

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Now: Connor Paolo

After ending his time on Gossip Girl, Paolo portrayed Declan Porter on ABC’s Revenge.

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Then: Michelle Trachtenberg

Trachtenberg made her first appearance as Georgina Sparks at the end of the first season of Gossip Girl to stir up trouble for Serena.

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Now: Michelle Trachtenberg

The actress recently portrayed an UnSub on the CBS series Criminal Minds and will star in TV movie Save the Date, out later this year.

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Then: Blake Lively

The former Sisterhood of the Traveling Pants star was the fan’s favorite choice to portray Serena van der Woodsen, the reformed bad girl desperate for a clean slate.

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Now: Blake Lively

Lively is a fashion icon with a new lifestyle site, Preserve. She will star in the upcoming the Age of Adaline as the titular character.

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Then: Leighton Meester

Meester made us love the mean girl with her portrayal of the powerful-yet-insecure Queen Bee Blair Waldorf.

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Now: Leighton Meester

Meester is married to Seth Cohen (!!!) and made a Broadway appearance in the 2014 revival of Of Mice and Men. She stars in the upcoming films The Judge and Life Partners.

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