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20 Random AF Celebrities Who Guest Starred In Gossip Girl

This is where GG really started fucking with the fiction/reality border.

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1. Lady Gaga.

Blair managed to get Gaga to perform at NYU, thus proving herself invaluable to the theatre soc.

In most university societies, you just have buy a round of drinks and you're in. Not in New York, apparently.
CW

In most university societies, you just have buy a round of drinks and you're in. Not in New York, apparently.

2. Hilary Duff.

Once the scrunchy-wearing Lizzy McGuire...
Gregg Deguire / WireImage

Once the scrunchy-wearing Lizzy McGuire...

She returned to our screens with to lock lips (and other bits) with Vanessa...and Dan.

CW

3. Tyra Banks.

Michael Stewart / WireImage

AKA Ursula, who helped create one of the more surreal moments in the show's history.

And although she was essentially a ~good~ character, she still looked like she'd stab a bitch.
CW

And although she was essentially a ~good~ character, she still looked like she'd stab a bitch.

4. Karlie Kloss

Because the series didn't have enough angels already.
Pascal Le Segretain / Getty Images

Because the series didn't have enough angels already.

She was just a ~casual~ guest at some Van Der Woodsen do.

Urgh, with that bitch Juliet. How we all hated her.
CW

Urgh, with that bitch Juliet. How we all hated her.

5. Robyn.

AKA the coolest Swede to have ever graced the planet, let alone the toff-environs of Manhattan.
Kevin Winter / Getty Images

AKA the coolest Swede to have ever graced the planet, let alone the toff-environs of Manhattan.

Bizarrely, she seemed to have been flown in to both sing at Blair's party (nice) and publicly shame her drunken behaviour (not so nice).

CW

TBH she looked pretty confused throughout the cameo so whether she understood the implications of her ~presence~ is open to conjecture.

6. Cyndi Lauper.

Barry King / WireImage

Cyndi rocked up at Chez Waldorf in series 2...because, why not?

7. Liz Hurley.

Sure, Liz has made some pretty questionable career moves, but this WAS NOT ONE OF THEM.
Time & Life Pictures / The LIFE Picture Collection/Gett

Sure, Liz has made some pretty questionable career moves, but this WAS NOT ONE OF THEM.

Diana was the creepy AF 40-something who pretended to be Chuck’s unconvincingly young mother.

8. Krysten Ritter. 💜

Carol Rhodes' younger self was probably the ~only~ reason that flashback was allowed to happen.

CW

9. Vera Wang.

Jp Yim / Getty Images

The designer very briefly turned up when Blair was picking a dress for her sham royal wedding.

Although why she resolutely refused to wear her mother's OWN LABEL is a mystery.
CW

Although why she resolutely refused to wear her mother's OWN LABEL is a mystery.

10. The actual Michael Bloomberg.

That's kind of like Boris Johnson turning up in Made in Chelsea, yo.
Nbc Newswire / Getty Images

That's kind of like Boris Johnson turning up in Made in Chelsea, yo.

Who expressed total shock upon discovering who the ~real~ Gossip Girl was.

CW

Dude, come on. No one thought it was Dorota.

11. Tory Burch.

She of handbag dreams and shoe fantasies.
J. Countess / WireImage for InStyle Magazine

She of handbag dreams and shoe fantasies.

She interviewed Serena for a job after she dropped out of college.

CW

How lovely that top fashion houses employ any old person.

12. Kristen Bell and Rachel Bilson.

What a teenage TV celebrity duo.
Jon Kopaloff / Steve Granitz / Getty images

What a teenage TV celebrity duo.

They tried to mind fuck us all with their crazy ~through the fourth wall~ stunt during the finale. But we all knew that Kristen knew the TRUTH.

CW

And her wonderful voice of Gossip Girl will stay with us all 'till we die.

13. Clémence Poésy.

Unlike Karly Kloss, this model stuck around for more episodes than was good for her.

Oh it was all very cutesy but there was no way anyone was going to let this tepid relationship get in the way of true romance.
CW

Oh it was all very cutesy but there was no way anyone was going to let this tepid relationship get in the way of true romance.

14. Rachel Zoe.

Frederick M. Brown / Getty Images

Who proved she wasn't as serious as we thought, by allowing CW to chuck chocolate fondant over her.

Beautiful.
CW

Beautiful.

15. Ivanka Trump.

Robert Kamau / GC Images

The Trumps ARE the Upper East Side, aren't they?

CW

16. Kevin Zegers.

Paul Archuleta / FilmMagic

Remember the fiercely cute but fucked up Damien Dalgaard? Who sold both pills and Spanish tuition?

CW / tumblr.com

One of Canada's finest, for sure.

17. Lisa Loeb.

Nbc / Getty Images

Remember when Rufus' band was the opening act for Lisa Loeb in Series 1? And then she came back for the finale TO BE RUFUS' GIRLFRIEND?!

CW

18. David O. Russell.

Angela Weiss / Getty images

The director appeared when the gang went down to L.A. for the summer and Serena, just by chance, got a gig working on The Beautiful And The Damned film.

CW

He did more than accept a coffee, I swear.

19. Brittany Snow.

Amanda Edwards / WireImage

She played Lily from back-in-the-day, and confirmed many suspicions that Lil' was a whiner from day 1.

20. And lastly, Tim Gunn.

Bravo / captainpettie.tumblr.com

I know Tim, I know.

He met with Little J to discuss ~fashion~ only to find that his time had been WASTED by a SABOTAGED collection.

CW

What a fine moment this was. Because daubing "WHORE" on some dresses is really the worst thing you could do.

😪 OH GOSSIP GIRL, HOW WE MISS YOU 😪.

CW / tumblr.com