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

17 December 2012 by

GALLERY >> The 25 Best Gossip Girl Moments Ever

1. Top Of The Class

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 O.C. and unsurprisingly it came from the creator of the California-based series, Josh Schwartz.

2. Love Triangles

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

3. Lonely Boy

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 the Upper East Siders.

4. Like A Virgin

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...

5. Wedding Belles

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.

6. Catfight

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 when it looks like Serena is getting favoured by the admissions team.

7. Best In Show

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.

8. RIP 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!

9. It Was Only A Kiss

It was the kiss we had all been 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'.

10. Bye Bye Little J

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.

11. Three, It's The Magic Number

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 pop star Hilary Duff).

12. The Happy Couple

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

13. Sacre Blair!

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.

14. Lady In Red

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

15. Teacher Trouble

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

16. All About Eva

Chuck returns from Europe with new love interest Eva (Clemence Poesy). We all knew he couldn't stay away from Blair too long though.

17. Who's Charlie?

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

18. Onesie

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

19. British Invasion

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.

20. 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.

21. Diamonds Are A Girl's Best Friend

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.

22. The Big Day

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

23. Practical Princess

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

24. 'IT' 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.

25. Happily Ever After

We've been waiting with bated breath for the moment when Blair and Chuck finally say 'I do'. Don't let us down!!!

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

For more, see our Gossip Girls trends gallery.


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Gemma Dunesby (Mon Dec 17 23:33:53 GMT 2012): Claire dunesby