The 25 Best Gossip Girl Moments EVER: Weddings, Cameos, Catfights And More

The 25 best Gossip Girl moments, EVER!

serena-blair-paris

by Julia Fernandez |
Updated on
Gallery

Gossip Girl Best Moments

best-moments-gossip-girl1 of 26

best-moments-gossip-girl

Check out our favorite moments here!

alexa-chung-gossip-girl2 of 26

alexa-chung-gossip-girl

Alexa Chung is the most stylish commodity that the UK has ever exported to the US, FACT! No wonder the show’s producers snapped her up for a cameo.

gossip-girl-bart-bass3 of 26

gossip-girl-bart-bass

The show finished the first half of Series 2 with the shocking death of Chuck’s father, but as with everything on Gossip Girl nothing is quite as it seems.

blair-chuck-love4 of 26

blair-chuck-love

It was the kiss we had all be waiting for and it couldn’t have come soon enough at the end of series 2. Unfortunately for Chuck and Blair it wasn’t all plain sailing after they said ‘I love you’.

blair-chuck-paris5 of 26

blair-chuck-paris

Shot and left for dead at the end of series 3, Chuck is reunited with Blair (wearing Oscar de la Renta) as she lovingly releases him from their bond.

blair-nate-serena-kissing6 of 26

blair-nate-serena-kissing

Three’s a crowd has been recurring theme on the show, kicking off in series 1 when it was revealed that Serena had slept with Nate, the boyfriend of her best friend Blair.

blair-chuck-serena-uniforms7 of 26

blair-chuck-serena-uniforms

Do you remember when the Gossip Girl gang were just wee nippers in their school uniforms? Arriving on our screens in 2007, the show successfully filled the gaping glossy teen drama hole left by The OC and unsurprisingly it came from the creator of the California-based series, Josh Schwartz

blair-waldorf-new-york-gossip-girl8 of 26

blair-waldorf-new-york-gossip-girl

When you’re feeling down and your world’s falling apart, have a Princess moment on the steps of the New York Public Library.

blair-waldorf-wedding-gossip-girl9 of 26

blair-waldorf-wedding-gossip-girl

Not the happiest day of Blair’s life, but she certainly looked beautiful as the blushing bride when she finally wed Louis.

charlie-serena-gossip-girl10 of 26

charlie-serena-gossip-girl

Serena’s cousin Charlie Rhodes enters the scene in series 5, but is she the real deal?

chuck-bass-blair-waldorf11 of 26

chuck-bass-blair-waldorf

Rather than ‘losing it’ to her first love Nate, Blair had a steamy encounter with his best bud Chuck in the back of a limo. It doesn’t sound classy, but it certainly got our hearts pounding…

chuck-bass-onesie-gossip-girl12 of 26

chuck-bass-onesie-gossip-girl

Not really part of the storyline, but surely one of the best things to happen on GG no?!

chuck-blair-car-crash13 of 26

chuck-blair-car-crash

Serena also suffered a car accident in series 4, but Chuck and Blair’s crash caused B to lose her baby and run back into the arms of Prince Louis.

chuck-blair- wedding-gossip-girl14 of 26

chuck-blair- wedding-gossip-girl

We just loved the run up (literally in Chuck’s case) to the magical moment when Blair and Chuck finally said ‘I do!’.

chuck-eva-gossip-girl15 of 26

chuck-eva-gossip-girl

Chuck returns from Europe with a new love interest called Eva (played by Clemence Poesy). We all knew he couldn’t stay away from Blair for too long though.

dan-serena-kiss16 of 26

dan-serena-kiss

Chuck and Nate may get their fair share of women, but no one could have predicted Dan’s threesome with his old friend Vanessa and girlfriend Olivia, played by Hilary Duff.

jenny-humphries-style17 of 26

jenny-humphries-style

Things took a turn for the worse for Jenny in series 3. After running away from home, ditching her ex BFF Eric, dealing drugs and sleeping with Chuck Bass, Rufus laid on the worst punishment for any young wannabe debutante: banishment to Hudson, New York, to live with her mother.

nate-liz-hurley-gossip-girl18 of 26

nate-liz-hurley-gossip-girl

And the prize for the least expected cameo goes to Liz Hurley who played conniving cow and Nate’s love interest Diana Payne in series 5.

rufus-lily-gossip-girl19 of 26

rufus-lily-gossip-girl

The Bride wore pink, the groom was Rufus, the wedding band was Sonic Youth. Surely the coolest Gossip Girl ceremony to date.

serena-ben-gossip-girl20 of 26

serena-ben-gossip-girl

Serena’s relationship with former teacher Ben unearths the lengths that Lily will go to protect her family honour.

serena-blair-paris21 of 26

serena-blair-paris

Blair and Serena’s Paris wardrobe at the beginning of series 4 was the show’s fashion highlight. Set against the backdrop of the City of Light, the pair set about to do some serious shopping.

serena-blair-sports-uniform22 of 26

serena-blair-sports-uniform

Cracks continue to develop in Serena and Blair’s relationship in Series 2, particularly due to Serena’s growing prominence as a New York Socialite. It all comes to a head when the pair visit Yale.

serena-catwalk23 of 26

serena-catwalk

When Dan’s sister Jenny (AKA Little J) embarks on a career as a fashion designer Blair accidentally helps her out by getting Serena to walk the runway in one of her young protégé’s creations.

serena-dan-catwalk24 of 26

serena-dan-catwalk

There have been so many great Gossip Girl weddings over the years, but Lily and Bart’s nuptials in series 1 set the tone for couture frocks and disapproving relatives galore.

serena-marilyn-monroe-blair-audrey-hepburn25 of 26

serena-marilyn-monroe-blair-audrey-hepburn

We love a Gossip Girl dream montage, and series 5 delivered on this front with Serena playing up to her blonde bombshell image as Marilyn Monroe and Blair dressed as Audrey Hepburn in Breakfast at Tiffany’s.

serena-van-der-woodsen-dan-humphries26 of 26

serena-van-der-woodsen-dan-humphries

Like all good GG couples, Serena and Dan have had a long-term on-off relationship. As the Outsider of the group Dan was dubbed ‘Lonely Boy’ by Gossip Girl, but through his relationship with S had the opportunity to enter the exclusive world of Upper East Siders.

After six seasons, 121 episodes and we've lost count of how many breakups, Gossip Girl is finally coming to an end with a two-hour special this week. The show that made hairbands, twinsets and even school uniforms chic, has been one of our TV fashion highlights over the last five years, but our love of GG went way beyond couture ball gowns. Serena, Blair, Chuck, Dan and Nate brought us scandal after scandal and scheme after scheme and, with a little help from Vanessa, Eric, Jenny, Charlie and Juliet, made the Upper East Side of Manhattan seem like one non-stop drama-rama. If it wasn’t the teenagers causing havoc in New York society it was their parents, from Lily and Rufus to Serena’s father William and the villain of the series, Bart Bass stirring it up.

What started out as a high school drama quickly transformed into a mix between Cruel Intentions, Project Runway and Joey Tribbiani soap opera Days of Our Lives. There were tantrums, tiaras, catfights and faked deaths, as well as cameos from of the fashion world’s biggest names including Tyra Banks, Alexa Chung and Rachel Zoe.

So as we say goodbye and shed a tear for B, S and Co, we thought we’d round up our 25 favourite Gossip Girl moments ever – scroll through the gallery for a trip down memory lane and watch some of the show’s most salacious scenes below…

1. Blair Loses It

2. Dan Gets VERY Lucky

3. Serena's Sex Tape

WATCH: Gossip Girl - Then and Now

For more, see our **Gossip Girls trends gallery**Gossip Girls trends gallery**.**

Just so you know, whilst we may receive a commission or other compensation from the links on this website, we never allow this to influence product selections - read why you should trust us