The Creators Of Clueless Had A Entirely Different Cast In Mind, And Here’s What It Would’ve Looked Like

Angelina Jolie as Cher? Surely not.

Clueless Movie

by Jess Commons |
Updated on

Can you imagine the wonderful Cher Horowitz being played by anyone other than Alicia Silverstone? Absolutely not. Except, as it turns out, she very nearly didn't play her at all. So we had a little investigate into what the OG Clueless cast was supposed to be.

It's been twenty-five years since Clueless made it's chick-flick debut, and to mark the occasion we've done some digging into how the film was put together. Including input from director Amy Heckerling, Alicia Silverstone, Paul Rudd, Stacey Dash and pretty much everyone else who was involved. And, as it turns out, things could have been very, very different...

Check out the gallery below to see what the original cast of Clueless might have looked like.

Gallery

Clueless: Who Did The Creators Originally Have In Mind?

Cher – Reese Witherspoon, Angelina Jolie, Gwyneth Paltrow1 of 5

Cher – Reese Witherspoon, Angelina Jolie or Gwyneth Paltrow

Director Amy Heckerling loved Alicia Silverstone from this Aerosmith video, but the studio were keen to have a look at other girls, too. The studio were into Gwyneth Paltrow (who never actually got seen), Angelina Jolie (she was too 'knowing' for Cher's part), Tiffani Thiessen and Reese Witherspoon who they thought was 'amazing' but that 'Alicia was Cher'.

Josh – Ben Affleck or Zach Braff2 of 5

Josh – Ben Affleck or Zach Braff

In fact, Paul Rudd was so convinced he didn't get the part that he shaved his head. Then got a telling off from Amy Heckerling when she spotted him in a restaurant. Ben Affleck's since told Amy that he read for the part (although she can't remember) and they're pretty sure Zach Braff read, as well.

Tai – Alanna Ubach3 of 5

Tai – Alanna Ubach

You know Alanna better as Elle Woods' ditzy brunette sorority sister from Legally Blonde. At the time though, she was nearly cast as Tai in Clueless. In fact, she was going out with Seth Green at the time and he was in the running to play Travis, so it kind of seemed perfect. They said though, 'Brittany [Murphy] came in, and she was such a standout. She naturally had a funny spirit. Which was great, because Alicia had a different kind of comic spirit. She had a much more sardonic thing. And the chemistry between the two of them was really lovely.'

Murray – Terrence Howard4 of 5

Murray – Terrence Howard

As in, the evil dude from Empire. Definitely doesn't have the same loveable appeal as Donald Faison who got the part in the end.

Amber – Sarah Michelle Gellar5 of 5

Amber – Sarah Michelle Gellar

As in, they really wanted her, but she was appearing on long-running TV soap All My Children at the time and they wouldn't let her take a break from the show for a couple of weeks to film the movie. Which is a shame. If Cruel Intentions is anything to go by, she would have been fan-freaking-tastic.

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