During our travels, we stumbled across a number of fascinating insights into what the cast could have looked in another life.
From Penn Badgley as Chuck Bass (U WOT?!) to J-Law as Serena (...maybe??), here's Gossip Girl's alternative cast, had the auditions worked out slightly differently.
Blair Waldorf: Rumer Willis
Back in 2015, CW casting director David Rapaport told BuzzFeed that "the network initially pitched" Rumer Willis as the Queen Bee herself, Blair Waldorf.
"I love Rumer," he said. "She's grown into quite an amazing actress and person."
But they decided to go with Leighton Meester (and Blake Lively), "lesser-known girls [who] really captured the essence of the show and carried it for six years."
And didn't they just.
Serena van der Woodsen: Jennifer Lawrence
Chatting to Vulture back in 2017, the creator of Gossip Girl, Josh Schwartz, said: "We did not realise this at the time, but Jennifer Lawrence really wanted to play Serena and auditioned.
"This story came to us second-hand, but we were told she definitely auditioned and was bummed to not get it.
"We can't remember if we saw [her audition tape] or not. It was ten years ago, and she would've been how old, 15?"
Blake Lively, who was cast as Serena, was 20 when she got the part which, weirdly, made her the perfect age to play the high schooler.
Ashley Olsen was also reportedly in the running.
In the aforementioned BuzzFeed interview, David Rapaport said that the actor-turned-fashion designer was also pitched as a potential Serena.
Leighton Meester also auditioned for the role, before she tried Blair on for size and killed it.
Her hair was initially blonde, but she had no qualms about dying it to give the casting directors what they wanted.
"She came in and she was really funny, and really smart and played vulnerable," said Schwartz (via Vanity Fair). "But there was one problem: she was blonde. And Blake was blonde, obviously.
"Serena had to be blonde, so [Leighton] went to the sink and dyed her hair. She wanted it.'"
Dan "Lonely Boy" Humphrey: Alden Ehrenreich
Alden Ehrenreich is best known for playing a young Han Solo in Solo: A Star Wars Story, and he also stars as John the Savage in Brave New World, which is already airing in the states and will arrive in the UK on Sky One later this year.
Back in the day, he auditioned for the role of Dan Humphrey.
"Before Penn [Badgely] was involved, I desperately wanted Alden Ehrenreich to play Dan," Rapaport said (via Entertainment Weekly).
Apparently the producers thought that he was too short to play Dan.
Chuck Bass: Penn Badgley
Penn Badgley had absolutely zero desire to play Dan Humphrey, instead setting his sights on the character of Chuck Bass, which he reportedly auditioned for.
"The reason I turned it down initially was because I was just frustrated," he told Vulture back in 2012. I was frustrated and I was broke and I was depressed and I was like, 'I cannot do that again. I can't.'
Stephanie Savage, the co-creator, she said to me, 'I know you might not want to do this again, but just take a look at it.' And I actually was like, 'I appreciate so much that you thought of me. I just don't want to do this. Thank you for understanding that I wouldn't want to do this.'"
But that wasn't their last conversation.
"And then they couldn't find anybody for it, which is weird because a million people could play Dan Humphrey, and she came back around, I was about to get a job as a waiter, and I was like, 'Okay.'"
And the rest, as they say, is history.
Chatting to Vanity Fair in 2017 to celebrate the show's 10th anniversary, executive producer Joshua Safran said: "Penn didn't like being on Gossip Girl, but….he was Dan.
"He may not have liked it, but [his character] was the closest to who he was."
Jenny "Little J" Humphrey: Lily Collins
"I wanted it so badly," Lily Collins told Glamour when recalling her Gossip Girl screen test for the character Jenny Humphrey.
"I was about 17 or 18 years old at the time. I remember driving onto the [Warner Bros] lot [in Burbank] and going, 'Oh my God. This is surreal.'
"It was one of those OMG moments. Whether or not I got it, I knew I could say I screen tested on the lot and one day I want to work at one of these [studios]."
But as Collins said very diplomatically, "everything happens for a reason", and she's gone on to appear in a number of projects, including David Fincher's upcoming film Mank and Netflix series Emily in Paris, which airs from Friday, October 2.
Nate Archibald: Ed Westwick
Ed Westwick has picked up a number of roles following his time on GG, White Gold being his most prominent work, but there is one role that he will forever be remembered by and that is Chuck Bass.
That wasn't always on the cards, though.
Westwick reportedly had a go at reading Nate which, as any GG fan will tell you, would have been an appalling bit of casting.
Georgina Sparks: Mischa Barton
We can all agree that Michelle Trachtenberg was the perfect fit for the show's biggest schemer, Georgina Sparks. But according to TV Guide, The OC's Mischa Barton was someone that the casting agents had their eyes on.
But she turned it down.
"She will not be on the show," her representative told Usmagazine.com. "She was approached, but her reps passed."
Eva Coupeau: Greta Gerwig
Eva Coupeau is a minor character, but this is an interesting little anecdote all the same.
Greta Gerwig, the writer and director of Ladybird and 2019's Little Women, has also dabbled in a spot of acting over the years, appearing in 20th Century Women, Jackie and Frances Ha, to name just a handful of titles.
But long before any of the above hit screens, she read for the role of Eva, the woman who nurses Chuck back to health in Paris, before the pair become romantically involved.
It was Clémence Poésy who was later cast.
"I have had moments when I was starting out when I was auditioning for things like Gossip Girl," Gerwig told HuffPost Live.
"And they would look at me like, 'Why are you wearing overalls to this audition?' And I'd be like, 'They said she was from a farm!' and they would be like, 'Well, this is Gossip Girl.'"
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