Style, camera, and lights! Men’s fashion has long been influenced by movies, with iconic looks that transcend the screen and influence wardrobes worldwide. Characters whose fashions define eras and set trends are shown on the silver screen in everything from sharp tailoring to rugged casual wear. We’re going to look at six great movies that teach men how to dress well. Whether you’re drawn to the suave sophistication of a tailored suit, the effortless cool of a leather jacket, or the timeless charm of vintage pieces, these films offer a visual feast of sartorial excellence. We’ll look at how the leading men of each movie, from dapper gangsters to rebellious lovers, create looks that are as memorable as the stories themselves. Get ready to take notes on textures, fits, and bold choices that can elevate your wardrobe. Whether you’re revamping your style or seeking a fresh perspective, these films will inspire you to dress with intention and swagger.
Once Upon a Time in Hollywood
Quentin Tarantino’s Once Upon a Time in Hollywood is a love letter to 1960s menswear, with Leonardo DiCaprio’s Rick Dalton and Brad Pitt’s Cliff Booth stealing the spotlight. Cliff’s laid-back Hawaiian shirts, tight jeans, and cowboy boots scream effortless cool, while Rick’s tailored denim jacket and turtleneck exude retro Hollywood swagger. Their vibrant patterns and bold accessories – like aviators and leather belts – inspire men to embrace nostalgic yet timeless style. The film’s mix of rugged and refined looks offers a masterclass in casual confidence, proving that retro vibes can elevate modern wardrobes with charisma and flair.
The James Bond Series
From Sean Connery’s suave debut to Daniel Craig’s rugged elegance, the James Bond franchise has defined menswear for nearly six decades, capturing a timeless sartorial zeitgeist. Each 007 embodies refinement and debonair masculinity in impeccably tailored suits that exude sophistication or relaxed linen ensembles worn in Caribbean climes. Bond’s wardrobe, sharp tuxedos, crisp shirts, and perfectly knotted ties set a gold standard for polished style. The Bond aesthetic proves that classic elegance, blended with modern flair, remains a powerful blueprint for aspirational menswear.
Fight Club
Fight Club delivers a raw, rebellious take on menswear through Brad Pitt’s Tyler Durden. He embodies anti-establishment grit with his iconic style of distressed leather jackets, loud Hawaiian shirts, and worn-in T-shirts. Tyler’s bold, eclectic wardrobe, mixing thrift-store finds with statement sunglasses and combat boots, resonates with men seeking an unpolished edge. The film’s gritty aesthetic, with its blood-stained shirts and rugged denim, teaches that style doesn’t need polish to command attention. For those who dare to dress unconventionally, Fight Club remains a cult classic.
The Talented Mr. Ripley
Set against the sunlit Amalfi Coast, The Talented Mr. A masterclass in refined mid-century menswear is on display at Ripley. Matt Damon’s Tom Ripley adopts the polished style of the elite, blending Ivy League sophistication with European flair. His wardrobe – crisp linen shirts, tailored blazers, and lightweight trousers in soft pastels – captures the effortless elegance of 1950s jet-setters. Knitted polos and loafers add a relaxed yet luxurious touch, perfect for coastal summers. Ripley’s meticulous style reflects his chameleon-like persona, inspiring men to embrace versatile, timeless pieces. This film’s aesthetic offers a blueprint for blending classic cuts with vibrant settings, elevating everyday sophistication.
The Wolf of Wall Street
Martin Scorsese’s The Wolf of Wall Street is a bold showcase of 1980s and early 1990s excess, with Leonardo DiCaprio’s Jordan Belfort leading the charge. His wardrobe, featuring flashy double-breasted suits, wide-lapel blazers, and vibrant ties, screams unapologetic wealth. Belfort’s power suits in pinstripes and bold colours, paired with crisp dress shirts, are a perfect addition to your business wardrobe. Through tailored outfits and daring patterns, the film’s bold aesthetic teaches how to get attention. The Wolf of Wall Street offers a masterclass in high-stakes menswear, blending retro opulence with modern charisma for a standout wardrobe.
The Gentleman
The Gentlemen, directed by Guy Ritchie, is a fashion showcase of daring British menswear. Charlie Hunnam’s Raymond Smith sports sharply tailored three-piece suits in vibrant checks, blending classic Savile Row elegance with modern flair. Coach, played by Colin Farrell, steals scenes in bright tracksuits and flat caps, redefining casual cool. The film’s mix of tweed blazers, patterned shirts, and sleek overcoats acts as perfect inspiration for men to embrace daring textures and cuts.
