Bella Hadid Is Having a Major ’90s Girl Fashion Moment in London

Blake Lively (Serena van der Woodsen)

Of all the Gossip Girl cast alumni, Blake Lively is arguably the most well-known. Not only has she gone on to major roles in movies — including The Age of Adaline, The Shallows, All I See Is You, and most recently, It Ends with Us— but she's also married to fellow actor Ryan Reynolds (married in 2012).

Blake shares four beautiful daughters, James, Inez, Betty, and the youngest (born in 2023) whose name has not been announced publicly with Ryan. True to her Gossip Girl character, she's quite the fashionista! In her spare time, she likes to hang out with her BFFs, who just so happen to include Taylor Swiftandthe Sisterhood of the Traveling Pants ladies.

Leighton Meester (Blair Waldorf)

Leighton Meester has a career that would make even her cunningly ambitious Queen B character proud. Since Gossip Girl's end in 2012, she's acted in films including Life Partners, The Judge, The Weekend Away, and most recently, EXmas. She even recorded and released songs such as "Good Girls Go Bad" with Cobra Starship and the solo effort "Somebody to Love," and even starred on Broadway in Of Mice and Men back in 2014.

Leighton is married to actor Adam Brody (The O.C., Jennifer's Body, Gilmore Girls) as of 2014. She has two kids – one daughter and one son.

She has been heavily involved in philanthropy while taking on acting projects, primarily volunteering and campaigning with Feeding America and the Los Angeles Food Bank.

Taylor Momsen (Jenny Humphrey)

Long gone are the days when Taylor Momsen played Dan Humphrey's sweet (and a bit messed up) little sis, Jenny. The actress left the Gossip Girl cast in 2010 in order to pursue her dreams of a music career, and all these years later, she's still doing just that as the frontwoman of the uber-successful rock group, The Pretty Reckless. With four records under their belt, the four-member band has supported bands like Evanescence, Soundgarden, and Guns N' Roses, and has toured in numerous cities and music festivals.

Momsen has typically kept her dating life on the down-low. She is currently single and appears to be putting all of her energy into her band.

Penn Badgley (Dan Humphrey)

Everyone’s favorite Gossip Girl — er, guy — Penn Badgley, followed in his on-screen sister's footsteps after the show ended, pursuing his musical interests with rock band MOTHXR. The band's most current project, Centerfold, was released back in 2016.

Badgley has since acted in several movies and TV shows including Easy A, The Paper Store, and Here Today, but his most notable work has been on the ongoing book-based Netflix series, You. He plays Joe Goldberg, a charming bookkeeper with eerily odd characteristics, especially when it comes to love.

Badgley currently has a podcast titled Podcrushed, which explores the awkwardness of adolescence and revisits guests' best (and worst) middle school memories. He cohosts with Nava Kavelin and Sophie Ansari. One episode even features ex-Gossip Girl co-star, Leighton Meester!

Badgley is married to singer and doula Domino Kirke as of 2017. Kirke already had a child from a previous relationship. Badgley and Kirke had their first son together in 2020.

Ed Westwick (Chuck Bass)

Ed Westwick tapped into his angsty side post-Gossip Girl, starring as Tybalt in a 2013 adaptation of Romeo & Juliet. Since then, he has fought crime as Kent Grainger on Wicked City, played a crime lord on Snatch, and sold double-glazed windows on White Gold. Is there any role he can't play? Most recently, Westwick stars in the movie DarkGame.

With a background in music, Westwick also currently sings in the bandFor You. Their most recent release is the song "Tailspin," and they're set to release a new single "Here Comes Trouble" in March 2024.

Westwick had been dating model and actress Amy Jacksonsince 2021, with the pair getting happily engaged during a ski trip in January 2024.

Chace Crawford (Nate Archibald)

Following his stint as a wealthy Upper East Sider on Gossip Girl, Texas native Chace Crawford tried his hand at playing a greedy oil worker on ABC's short-lived TV series, Blood & Oil. He's had several film roles since – you can catch him in movies like Undrafted, Eloise, Nighthawks, even voice-actingin Belle. Most recently, Crawford stars as The Deep on The Boys.

Crawford has previously dated Carrie Underwood, Rachelle Goulding, and Rebecca Rittenhouse, though he is currently single as a Pringle.

Jessica Szohr (Vanessa Abrams)

Jessica Szohr, who played Dan Humphrey's BFF slash on-again, off-again girlfriend (needless to say, we were confused too), has been a lot busier than her character was after season four, when she was all but written off the show.

In the years since Gossip Girl, the actress scored several roles on TV shows such as Complications, Kingdom, Twin Peaks and The Orville. She even starred in Taylor Swift's music video for "22" back in 2013!

Jessica also welcomed a daughter with her longtime boyfriend in early 2021.

Jessica currently hosts a podcast called "XOXO" that dives deep into the Gossip Girl cast, crew, and behind-the-scenes moments. Some notable episodes have featured Zuzanna Szadkowski (Dorota), Aaron Tveit (Tripp van der Bilt), Kelly Rutherford (Lily van der Woodsen), and Michelle Trachtenburg (Georgina Sparks).

Michelle Trachtenberg (Georgina Sparks)

Since her stint as the "bad girl" Georgina Sparks, Michelle Trachtenberg has landed roles on shows like Criminal Minds, NCIS: Los Angeles, Sleepy Hollow, and Sister Cities among other numerous series and movies. She even reprised her role as Georgina for the 2021 remake of Gossip Girl on HBO Max!

She's managed to keep her personal life largely out of the tabloids, including her dating life. The last update on her relationship status was in 2023, and that she was dating her talent agent, Jay Cohen. She reportedly previously dated Shawn Ashmore, Joshua Radin, and Jason Segel.

Kelly Rutherford (Lily van der Woodsen)

Besides being a New York Fashion Week icon (we'd expect nothing less of Lily van der Woodsen's alter ego!), Kelly Rutherford has popped up in several TV shows over the years, including Quantico, Jane the Virgin, and Dynasty.

She also frequently travels to France and Monaco, where, after years of custody battles with her second ex-husband, Daniel Giersch, she has extensive visitation rights to see her two children, who reside there with their father.

"Yes, it was a challenging time. It was a heartbreaking time," she told People. "But I focus on the good most of the time, I really do," she says. "I'm very thankful of where we are. I have a great relationship with my kids."

When she's not with her kids or working on a project, Kelly is dropping iconic 'fit pics on her Instagram account.

Matthew Settle (Rufus Humphrey)

Matthew Settle, who played rockstar dad Rufus Humphrey, continued acting after the Gossip Girl cast dissolved. He hasn't been on any other TV shows other than one episode of Criminal Minds: Beyond Borders in 2016. He mostly stuck to movies, acting in titles like Ouija, Marshall the Miracle Dog, and Valentine: The Dark Avenger.

Settle is also a dad of two children, having welcomed his first with actress and model Naama Nativ in 2009. He had divorced her in 2011 and went on to have a second baby with girlfriend Maria Alfonsin in 2015.

Zuzanna Szadkowski (Dorota Kishlovsky)

Though Blair's loyal maid and, ultimately, best friend, wasn't technically a main character, there's no denying that it would have been a different show without her unwavering presence! Zuzanna Szadowski has dabbled in film and television since then, appearing in shows such as Girls,The Good Wife, and Modern Love.

In 2010, she partnered with Sam Weisman to open The Sam Weisman Studio, an acting school (now closed).

Oh, and did we mention she just so happens to be one of Leighton Meester's real-life BFFs?

Ferrell’s Buddy the Elf meets Zooey Deschanel's Jovie at a department store when he treks to New York City to find his long-lost father. Though she appears jaded at first, she eventually gives in to the holiday spirit, and even helps save Christmas by singing in public to lift Santa’s sleigh.

Deschanel was great in the role, but according to Variety, she wasn’t actually the first choice. “I went in as a backup. The person they cast couldn’t do it,” Zooey explains. “A lot of the parts I got early in my career, I was filling in for someone else who had dropped out last minute.”

This is definitely crazy because Zooey Deschanel *is* Jovie in our eyes and we literally cannot imagine anyone else playing the role.

Prior to Elf, Deschanel appeared in 2000’s Almost Famous and 2003’s All the Real Girls, and she had been auditioning for another movie when she was asked to come in for Jovie. That other movie, in fact, is the reason for her blonde hair. “What is funny is I had dyed my hair for a screen test for a movie that never happened,” she continues. “I had a meeting for Elf while I was blonde, and I asked them if I could dye my hair back brown. They said, ‘No, we want you to look the way you did in your audition.'”

We have to wonder if she would have gotten the role if she had shown up with brown hair, but we’re glad things worked out the way they did!

Ross and Rachel from Friends

Friends is one of the most iconic sitcoms of all times, and Ross and Rachel is definitely one of the most devastating TV breakups. In season 3, this iconic couple decides to take a break in and in "The One with the Morning After," Ross wakes up with another woman named Chloe at the exact moment Rachel shows up at his door. Rachel finds out about the affair, and after a fight in Monica's living room, the couple calls it quits.

Regardless of how you feel about Ross claiming they "were on a break" when he slept with Chloe, seeing Rachel's reaction (and knowing the trust between them was broken) is one of the worst moments in the whole show. Just thinking about it makes my stomach bottom out!

Rory and Jess from Gilmore Girls

This is one of my personal most-devastating TV breakups because it seems like, out of all of Rory's boyfriends, Rory and Jess are just perfect for each other when they start dating. Not only does their love of books bring them closer together, but their personalities are so compatible. But when Jess leaves for California at the end of season 3 — without saying anything to Rory, I might add — is unacceptable! It breaks my heart, and based on the final look he gives Rory during A Year in the Life, he also regrets it BIG TIME.

Damon and Elena from The Vampire Diaries

This Vampire Diaries couple was truly endgame, and the will-they-won't-they of it all was one of my favorite things about the show. So when they broke up (to my horror), I was devastated.

Damon and Elena admit they're bad for each other in the season 5 episode "While You Were Sleeping" (then Damon tells her he doesn't even want to be friends. Ouch!!), but it's the season finale, "Home," that makes me extra emotional. When Damon gets stuck with Bonnie on the Other Side, he says goodbye to Elena, who's begging him not to leave but can neither see nor hear him. Say it with me: gut! wrenching!

Conrad and Belly from The Summer I Turned Pretty

The Summer I Turned Pretty fans are PASSIONATE about whether they're team Conrad or team Jeremiah (trick question, my OTP is Taylor and Stephen), and even the most dedicated Conrad stan hates the prom scene. You know, when he breaks up with Belly at her prom, in the rain. I know he just thinks Belly deserves better, but it's still very painful to watch.

Schmidt and Cece from New Girl

When I hear "devastating TV breakup" I IMMEDIATELY think of Schmidt and Cece from New Girl. Schmidt gets away with a lot of ridiculous things throughout this show, but dating two girls at one time is not one of them. After Nick has a hard time keeping Schmidt's love life a secret, Schmidt finally comes clean to Cece in "Double Date," leaving both her and me in tears. No matter how many times you rewatch the show, it truly feels like their relationship (and maybe even the friend group) will never recover.

Fleabag and The Priest on Fleabag

In the history of TV, I don't think I've ever heard anything as heartbreaking as "I love you," "It'll pass." Like, who approved that line?! The viral moment comes at the end of the Fleabag series finale, when Fleabag is sitting with The Priest at the bus stop. Over the course of the series, we not only see how much these two care about each other, but how well they know each other (like how The Priest recognizes when Fleabag zones out). To be loved is to be known, and that's what makes this devastating TV breakup even more devastating.

Carrie and Aidan on Sex and the City

After so much back and forth, it's hard to accept Carrie and Aidan's final breakup on SATC. But in season 4's "Change of a Dress," Carrie realizes she's not ready for marriage and Aidan realizes he doesn't trust her after her affair with Big. The combo of broken trust and being at two different life stages makes this extra painful to watch, and I don't think any amount of rewatches (or And Just Like That binges) is going to change that.