
34 'Clueless' Behind-The-Scenes Facts You Never Knew
Writer/director Amy Heckerling originally pitched Clueless to Twentieth Century Fox as a TV series called No Worries — but the executives thought it "needed more boys".
Even when working on it as a movie, it took awhile to settle on the title Clueless. Before that, Amy Heckerling used the titles I Was A Teenage Teenager and later Clueless in California.
Cher was partially inspired by Jeff Spicoli from Fast Times at Ridgemont High, which Amy Heckerling also directed. She recognised he was the most popular character she'd created and decided that that was because he's "positive", so she wanted to create a lead who was positive and happy — which became Cher.
It was when she was re-working the idea from a TV show to a movie that Amy Heckerling revisited Jane Austen's Emma and realized Cher was basically a modern Emma, and she could base the plot of Clueless on Jane Austen's novel.
When she was writing the script, Amy Heckerling pictured the Beastie Boys' Adam Horovitz as Josh.
Reese Witherspoon, Alicia Witt, Keri Russell, and Tiffani Thiessen all auditioned for the role of Cher — and so did Brittany Murphy, who went on to play Tai.
Ben Affleck and Zach Braff both auditioned for the role of Josh, as did Jeremy Sisto, who got the role of Elton, and Justin Walker, who went on the play Christian.
Before being cast as Josh, Paul Rudd originally asked to read for the role of Murray, not realising the character was black and thinking he was a "white guy who's trying to co-opt black culture". He also read for Christian and Elton before Amy Heckerling suggested he try Josh.
Seth Green — who is Breckin Meyer's best friend — was the other top choice for Breckin's role of Travis.
And Terrence Howard, who is close friends with Donald Faison, was a top contender for the role of Murray.
Lauryn Hill auditioned for the role of Dionne.
Sarah Michelle Gellar was offered the role of Amber, but couldn't get out of her obligations to All My Children, which she was working on at the time.
Alicia Silverstone thought Cher was a "materialistic, annoying little bitch" when she first read the script. She changed her mind when she realised how much Cher cares about her dad and other people.
She had no idea that Clueless was based on Emma until after she'd finished filming.
Stacey Dash, who played Dionne, was 27 years old and had a six-year-old son at the time of filming.
Before making Clueless, Jeremy Sisto had previously worked with Alicia Silverstone on a movie called Hideaway — he played a serial killer who goes after her character.
Amy Heckerling based the role of Mr. Hall on a friend of hers who was a teacher, who helped her observe real classes while she was working on the script, and even had a cameo as the principal in the final movie.
But she always had Wallace Shawn in mind to play Mr. Hall — and he was actually a teacher for three years in real life.
Amy Heckerling had a cameo as a bridesmaid for Miss Geist's wedding to Mr. Hall — she is best friends with Twink Caplan, who played Miss Geist, in real life.
Amy Heckerling borrowed the unique slang used in the movie from a bunch of places, including real teens at Beverly Hills High School and those auditioning for the movie, the castmembers and crew, the queer community, and, of course, her own brain.
Executives wanted Josh and Cher to be next-door neighbours because they thought the ex-step-sibling relationship was "too incestuous" — but Amy Heckerling pushed back, arguing (truthfully) that her own grandparents had been step-siblings who met as teenagers.
Breckin Meyer sprained his ankle while rehearsing one of the skateboarding scenes, and subsequent scenes that featured him had to work around the fact he couldn't really walk.
A fake, cardboard credit card was used for the "suck and blow" scene because some of the actors couldn't "suck" on a real credit card long enough to film their shots.
While filming Clueless, Paul Rudd's real life echoed the movie in a scary way — like Cher, he was robbed at gunpoint after he'd been out with a friend one night.
The 'This is an Alaïa' dress wasn't originally part of the script — the dress was chosen first, and then written in.
Alicia Silverstone had a massive 63 costume changes over the course of the movie.
Paul Rudd wore a lot of his own clothes to play Josh — including the Amnesty International t-shirt.
Donald Faison didn't actually have braces in real life — he wore them as Murray to hide an extra tooth he had (a baby tooth that had never fallen out).
The hairclip Cher wears in the concert scene was later used on Amanda Bynes' character in She's the Man.
Clueless costume designer Mona May later worked on Romy and Michele's High School Reunion, which she described as a "grown-up" version of Clueless, aesthetically.
For the iconic opening looks Cher and Dionne wear, the plaid suits were meant to be reminiscent of schoolgirl uniforms, while the over-the-knee socks were inspired by Cabaret.
Alicia Silverstone kept a lot of Cher's outfits, but ended up giving them all away.
Two extras were randomly paired to makeout for a party scene — they later went on to get engaged in real life.
Paul Rudd gave everyone one of those necklaces with their name written on a grain of rice as a farewell gift when shooting wrapped.
Stream Clueless on Hulu.
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USA Today
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When it comes to Millennials and the Generation X population, Alicia Silverstone remains forever cemented in their hearts and minds for her iconic acting career - especially for playing Cher Horowitz in the 1995 comedy classic Clueless, a popular Beverly Hills high school student navigating around peer pressures, unfair stereotypes and personal ambitions. These days, Silverstone, 48, is taking on a brand new role in a lighthearted yet gripping drama series, Irish Blood, which is now streaming on Acorn TV. She plays Fiona, a successful lawyer who receives a note from her estranged father, which sets her on a journey to Ireland to uncover the truth about her longtime absent parent and to deal with the unresolved anger that his abandonment has had on her life. Sitting down with Silverstone for a conversation over Zoom, I first wondered what it was about her Irish Blood lead character that initially intrigued her to want to make this the next project in her career. 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Being also an executive producer on Irish Blood at this stage of her seasoned career in and around the entertainment industry, I was curious if Silverstone has noticed that her creative interests in stories and characters have evolved at all over the years. Silverstone said, 'I think I was lucky to do really complicated, layered things when I was young. I mean, The Crush is my first film and that's complicated, and there's lots to do there - and honestly, many of the roles I feel that I got to do - Clueless was a complicated pick. I got to work with James Gandolfini and Alain Corneau when I was little, and Kenneth Branagh on Shakespeare with Love's Labour's Lost. So, I think I've had a lot of juicy opportunities, but then I think those juicy opportunities got a little bit more light for a while, and then I went to theatre for that. I would go get all my workouts in the theatre with Laura Linney and with David Mamet, and that was incredible. And so, getting to do now, I think, when I'm looking at something, all I want is to be able to - if I can sink my teeth into it, I'm happy. I just want to be gnawing on that nylon bone and I think that it comes in different forms.' She added: 'If it's with [filmmaker] Yorgos Lanthimos, I don't care what it is - I'm obsessed with him. He's a brilliant genius, so you just want to do whatever he wants to do. But sometimes, when it's something like this [with Irish Blood] that you get to kind of create it for yourself, or create it with people, and AMC has been so kind to me and so generous. I have a great relationship with their head of development, Rob Fox. We work great together - and so, I feel very lucky.' With this year marking the 30th anniversary of Clueless, what is it in Silverstone's opinion that has made people, generation after generation, continue to resonate these three decades later with her beloved movie? 'Well, I don't think that any one of us could have ever imagined or known what a cultural phenomenon this would be. I mean, there is no way to know that. And certainly not all the executives that passed on it for a year, saying that no film should be made with a young girl in it as the lead - and they all had to eat that! So, I think none of us could have imagined what it would do, but I think when I look at it, what is it that makes it? My guess would be as good as yours, but my guess is Amy Heckerling wrote a brilliant script. Jane Austen ain't too shabby herself - the book Emma - and then Amy put her brilliant twist on it. She understands - I think she has her finger on the pulse of what is culturally happening in any given moment in such an incredible way. She worked with Mona May - and Mona May is the costume designer, and together, they just did this beautiful - I mean, the costumes are so incredible. They are a character in it and I think that it's lightning in a bottle. For some reason, all the magic came together at the same time.' Silverstone added: 'I think that it's incredibly satirical, but it's also very, very warm, and I think that it's happy. I know that's what Amy wanted. She wanted this happy feeling that she didn't have in her. She talks about it. She's like - I was so miserable. I just wanted a happy place. I don't know if she says she's so miserable, but she's like - it's the opposite of her. She was interested in a character that was just happy all the time.' With plenty of chatter going around of a Clueless sequel series being in development at Peacock with Silverstone involved, I wondered what she might be able to share at this point in the process. 'I can't share much,' Silverstone said, 'I can tell you that I'm excited about the possibility of it. We've been working on it and talking about it for a few years now, and we are at the stage - we're baby stages. It's just nothing is there yet. I mean, we know what we're doing, but we're not - we haven't shot anything yet. I certainly have to mum's the word there, but I'm hopeful that we'll get it right.' Circling back to her Irish Blood six-part murder mystery, with Silverstone being a mom in real life to her son, Bear - I was curious if she noticed that her real world experiences as a parent benefited her father-daughter and mother-daughter dynamic on-screen within this series. 'Well, I think all of your life experience, if you bring it to your work, helps with everything. I mean, that's what makes it interesting, right? When you have experience to bring to your work - so, for sure. I mean, that stands true for all of it. I will say Bear loves the show very much. He's 14 and I let him watch when we would get to what's called pre-lock. I would do like five rounds of edits before we would get to pre-lock, and when you get to pre-lock, I would let him watch it with me. He was like - Mom, this is so good! And he wanted to see the next one and the next one and the next one. So, it was really cool.' While I concluded my conversation with Silverstone, I wondered what she is most excited for audiences to see come of her portrayal as protagonist Fiona in Irish Blood, as they witness how this story unfolds. Silverstone said, 'Audiences will be really happy with the storytelling, and I think they will enjoy how fast it moves. You know, it really – it does move very fast and I think it's a fun ride. I think they're going to feel all the things. They're going to laugh, they're going to feel emotional about things, and I think they're going to be really drawn in and enjoy this ride.'