Au Revoir, “Gossip Girl”: A Look Back at the Cast’s Most Stylish Moments

Posted by , on October 8, 2012 at 2:00 pm

At the celebration for the show's 100th episode, Blake Lively stayed true to her character Serena van der Woodsen's sophisticated style in this Marchesa look.

A group shot of the "Gossip Girl" boys: Penn Badgley, Ed Westwick and Chace Crawford. Between Badgley's hipster cool, Westwick's playboy style and Crawford's classic all-American flair, it's clear their [...]

A group shot of the "Gossip Girl" boys: Penn Badgley, Ed Westwick and Chace Crawford. Between Badgley's hipster cool, Westwick's playboy style and Crawford's classic all-American flair, it's clear their characters on TV aren't too far off the mark.

Jessica Szohr, Blake Lively, Leighton Meester, costume designer Eric Daman, Michelle Trachtenberg, Ed Westwick and Sebastian Stan looked a tad younger back in 2010, but still fabulous. 

Back in 2009, Blake Lively may not have been nearly as famous as she is today, but her look was just as evolved. Clearly, pumps and cleavage never go out of style for this blonde bombshell.

Sometimes, keeping it basic isn't a bad thing. While her character Blair Waldorf is known for glamorous ensembles laced with color, Leighton Meester attended a movie premiere last month in a simple [...]

Sometimes, keeping it basic isn't a bad thing. While her character Blair Waldorf is known for glamorous ensembles laced with color, Leighton Meester attended a movie premiere last month in a simple Giambattista Valli black dress. She jazzed it up with a pair of animal print pumps. Blair would be proud!

While Kelly Rutherford and Matthew Settle play an estranged married couple on the show, they've stayed mum about their real relationship. However, they've frequently appeared at events together, and [...]

While Kelly Rutherford and Matthew Settle play an estranged married couple on the show, they've stayed mum about their real relationship. However, they've frequently appeared at events together, and always look stylish. 

Leighton Meester stunned in a strapless Balmain as she toasted the 100th episode of "Gossip Girl." We think this may be our favorite Meester moment of all time. 

Ed Westwick, co-creator Stephanie Savage, Kelly Rutherford, Blake Lively, New York City Mayor Michael Bloomberg, Penn Badgley, Matthew Settle, Leighton Meester and co-creator Josh Schwartz celebrated the [...]

Ed Westwick, co-creator Stephanie Savage, Kelly Rutherford, Blake Lively, New York City Mayor Michael Bloomberg, Penn Badgley, Matthew Settle, Leighton Meester and co-creator Josh Schwartz celebrated the 100th episode of "Gossip Girl" — and looked fabulous while doing so. Yes, Westwick looks a little too casual for such an important event, and perhaps his character Chuck Bass would be disappointed, but a photo opp with Bloomberg? Not too shabby!

Oh, Taylor Momsen, how we miss you so! Although Momsen — and her outrageously bratty character Jenny Humphrey — are no longer on the show, it wouldn't be fair if she didn't get a mention. From seasons [...]

Oh, Taylor Momsen, how we miss you so! Although Momsen — and her outrageously bratty character Jenny Humphrey — are no longer on the show, it wouldn't be fair if she didn't get a mention. From seasons one to three of "Gossip Girl," we watched both Momsen and Humphrey evolve from unfashionable fifteen-year-olds to full-on goth icons. Many thought Momsen's love of garters and ripped stockings was inappropriate for her age, but she put those haters to sleep when she appeared in this stunning Marchesa dress. Goth can be glam!

We all know by now that Blake Lively has become a style star, and this Zuhair Murad gown at the "Savages" premiere back in June pretty much solidified that. 

It's no surprise that Kelly Rutherford's character Lily van der Woodsen, an Upper East Side matriarch, has a love of all things Hermes (so does Rutherford — she named her son after the brand). As we can [...]

It's no surprise that Kelly Rutherford's character Lily van der Woodsen, an Upper East Side matriarch, has a love of all things Hermes (so does Rutherford — she named her son after the brand). As we can see on the red carpet, she obviously has a closet stocked with Birkins. 

While Penn Badgley's character Dan Humphrey would have shunned this electric blue suit jacket and skinny pants in the first couple of seasons, this grown-up glam suits the actor perfectly.

What's more stylish than walking in a fashion show? Ed Westwick was the main attraction at June's Philipp Plein show in Milan.

Chace Crawford has made us all fall in love with him as Nate Archibald, and he continues to impress with his red carpet style. A sleek skinny tie and well-tailored suit really go a long way. 

What is it with the "Gossip Girl" ladies and Marchesa?! While she may play bad girl Georgina Sparks, Michelle Trachtenberg looked demure as can be in Marchesa at a gala earlier this year.

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Six years ago, a little show called “Gossip Girl” came into our lives, and tonight its final season begins. We’ve watched the cast members come of age on television — as well as on the red carpet — and we’ve loved every minute of it.

Part of what’s made the show so great is that when it started, everyone was a relative unknown. Sure, Blake Lively had flexed her “acting” chops in “The Sisterhood of the Traveling Pants,” but it was “Gossip Girl” that made her the fashion It girl she is today. Same goes for her costar Leighton Meester, who’s on the way to big-screen stardom thanks to her role on the CW drama.

Of course, these two leading ladies aren’t the only cast members who’ve made their mark on the fashion world. Lest we forget Taylor Momsen, who has become a something of an icon of young goths, and Ed Westwick — whose dapper style has made him appear much like his real-life version of his character Chuck Bass.

In honor of tonight’s premiere, click through the gallery above for a look at some of the cast’s most stylish red carpet moments!


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