Halloween Costume Guide
Cliff Booth spends most of Once Upon a Time in Hollywood driving Rick Dalton around Los Angeles and handling the jobs Rick can’t do himself, until one night in 1969 that job becomes fighting off three intruders with help from his dog and a can of dog food. The open Hawaiian shirt over a plain tee, paired with short bleach-blonde hair, is the combination that makes this costume specifically Cliff and not just “guy from the 60s.” Recognition depends on how well people remember the film. Brad Pitt’s performance won the Academy Award for Best Supporting Actor (Wikipedia), so plenty of people have seen it, but Cliff’s look is quieter than Rick’s, and at a party someone might just register “guy in a Hawaiian shirt” rather than the character.
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The bleach-blonde hair gets noticed before the shirt does. If the wig looks too neat or too yellow, the whole thing slides into beach vacation territory instead of late-60s stuntman. A Hawaiian shirt that’s brand new and stiff reads as a costume-store purchase, while one that’s a little worn and hangs open over a plain tee gets much closer. If you’re carrying the fake cigarette, keep it in a pocket between shots rather than holding it the whole night. An unlit prop that people watch you not smoke for three hours stops being a detail and starts being a distraction.
Cliff sits on the floor of Rick’s living room, high on acid, and when Tex Watson points a gun at him, his response is to calmly tell his dog to attack. He doesn’t raise his voice. He’s also the guy who, completely seriously, explains that real fights end in manslaughter charges and then goes and wins one anyway.
The eagle buckle is a close-up detail
Most people at a party won’t clock a belt buckle from across the room. This one is for whoever ends up standing next to you for ten minutes. It’s cheap, so there’s no real reason to skip it, but don’t expect it to do any work from a distance.
Fringe boots are not built for standing all night
They look right, but suede with fringe at the ankle isn’t the most comfortable choice for a party where you’re on your feet for hours. If your feet are already a problem by 10pm most nights, break these in beforehand or have a backup pair of shoes in the car.
Couples Idea
Might work, but it depends on the room knowing the joke. Pussycat hitchhikes with Cliff to Spahn Ranch, and nothing romantic actually happens between them, he spends most of the scene deciding whether she’s a threat. Calling this a couples costume only lands if people get that the “romance” here is one person quietly sizing up the other the whole time.
Duo Idea
Excellent. Cliff and Rick are together throughout most of the film and most of its marketing, so the pairing reads immediately even to people who only half-remember the movie. The contrast does a lot of the work too. Rick in his western costume next to Cliff’s open Hawaiian shirt is an easy visual split.
Group Idea: Once Upon a Time in Hollywood Cast
Strong, if the group is willing to build Francesca from scratch. Rick Dalton and Sharon Tate both have full guides on this site, and Pussycat rounds out the late-60s LA cast, but Francesca Capucci has no reference page, so whoever takes that role is working from description alone. The spread of looks across the group covers a good range of the film’s style without repeating anything.
Group Idea: Calm, Cool Stuntmen and Tough Guys
Strong for a crowd that watches action movies, even if most of them won’t connect it back to Cliff Booth specifically. John Wick, Rick O’Connell, Robert McCall, and Hutch Mansell are all variations on the same type, men who stay calm right up until they really shouldn’t be messed with. The group reads as “do not start anything with these guys” even without anyone explaining the Once Upon a Time in Hollywood angle.
Group Idea: Brad Pitt Characters
Might work, but the range across these roles is so wide it stops looking like a theme and starts looking like a costume convention. Ladybug’s pink tracksuit, Tyler Durden’s leather jacket, Jack Conrad’s 1920s tailoring, and the Smiths’ all-black formalwear all sit in completely different decades and tones. Anyone who clocks all five as the same actor will get a kick out of it. Everyone else just sees five people in unrelated outfits.
Most of this costume is things you either already own or can find secondhand. The two items worth getting right are the shirt and the hair.
Cliff doesn’t perform calm, he just is calm, even when he probably shouldn’t be. That’s the whole character to play with.
Start with jeans and a plain t-shirt, then layer the open Hawaiian shirt over the top, that combination is the base. Bleach-blonde hair, gold aviator sunglasses, and a leather bracelet finish the look. The eagle belt buckle and fringe boots are smaller details that reward a closer look, but the shirt and hair are what make it Cliff.
Yes, and there’s a timely reason this year. The Adventures of Cliff Booth, a sequel with Brad Pitt back in the role under director David Fincher, is set for release in late 2026 (IMDb), which puts the character back in conversation right around Halloween. Recognition was already decent from the original film, and the sequel just gives people another reason to place the name.
Three lines that stick. To comfort a crying Rick Dalton: “Don’t cry in front of the Mexicans.” When leaving a scene: “And away we go.” And on real fights versus movie fights: “Anybody accidentally kills anybody in a fight, they go to jail. It’s called manslaughter. I think all that lethal weapon horseshit is just an excuse so you dancers never have to get in a real fight.”
Brad Pitt plays Cliff Booth, and the role won him the Academy Award for Best Supporting Actor in 2020. It was his first acting Oscar after decades of major roles.
Loosely, yes. Tarantino has said the character draws on real stuntmen, including Hal Needham, and that the role was partly modeled on Tom Laughlin’s Billy Jack. None of that changes what you wear, but it’s part of why the look feels grounded instead of cartoonish.
Red Apple, a fake brand that shows up across most of Tarantino’s films. You don’t need the real brand for the costume. Any prop cigarette or empty pack works, but it’s a nice detail if you already know the reference.
No. If your hair is already short and light, skip the wig. It matters most for people with dark or long hair, since the bleach-blonde, slightly messy cut is one of the two details, along with the shirt, that make this costume read as Cliff specifically.
What is the name of Cliff Booth’s fake cigarette brand?
Which actor plays Cliff Booth in Once Upon a Time in Hollywood?
What is the title of the 2026 Cliff Booth sequel?