We Asked ChatGPT To Cast "Gossip Girl" If It Was Made In 2025—Here Are The Results

If Gossip Girl were cast today, who would be worthy of stepping into those iconic roles? An Instagram post by @itsgossipgirlquotes recently asked ChatGPT this question and got pretty good results. Inspired by their idea, we had the AI generator cast the show using the biggest names in Hollywood, giving two options for each character. Here are AI's top picks for the Gossip Girl cast in 2025.

First, a sidenote: I don’t agree with most of these. Sydney Sweeney as Blair??? She’d be amazing as Serena, but I can't see her as Blair. And why would Billie Eilish be the narrator? Anyway –

For the main cast:

Blair Waldorf

Florence Pugh 

Sydney Sweeney 

Serena van der Woodsen

Anya Taylor-Joy 

Margot Robbie 

Chuck Bass

Jacob Elordi 

Timothée Chalamet 

Nate Archibald

Glen Powell  

Austin Butler 

Dan Humphrey

Paul Mescal 

Nicholas Hoult 

Jenny Humphrey

Jenna Ortega 

Sadie Sink

Vanessa Abrams

Zendaya 

Halle Bailey

Gossip Girl (Narration):

Kristen Bell 

Billie Eilish 

The Parents & Schemers:

Rufus Humphrey

Pedro Pascal

Oscar Isaac

Lily van der Woodsen

Cate Blanchett 

Charlize Theron 

Georgina Sparks

Maya Hawke 

Sophie Turner 

Juliet Sharp

Zoey Deutch 

Olivia Cooke

Charlie Rhodes

Elle Fanning 

Thomasin McKenzie 

Eric van der Woodsen

Kit Connor 

Jacob Tremblay 

Jonathan Whitney

Noah Schnapp 

Finn Wolfhard