Pret-a-Reporter

Who Dresses Justin Timberlake, George Clooney and John Legend: 5 of Hollywood's Most In-Demand Men's Stylists

10:16 AM 3/15/2017

by Jane Carlson and Edited by Carol McColgin

One name to know: Van Van Alonso, whose work with Oscar winner Mahershala Ali led to the actor's next starring role: in Calvin Klein's underwear ads.

Justin Timberlake performs onstage during the 89th Annual Academy Awards.
Justin Timberlake performs onstage during the 89th Annual Academy Awards.
Kevin Winter/Getty Images

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  • Annie Psaltiras

    Clients: Justin Timberlake, Chris Pratt, John Cho, Jesse Tyler Ferguson, Jim Parsons

    Courtesy Photo/Elyse Bain

    When it comes to nailing men's style, "It's about fit, proportion and hem length," says the Los Angeles-native, who culled the finest Tom Ford for Trolls nominee Timberlake, 36, including a dot-jacquard cocktail jacket and evening trousers for the "Can't Stop the Feeling!" singer's Oscar performance. Timberlake's behind-the-scenes snap of his look was Instagram's third-most-liked post of the night, with 1,069,393 followers showing their love. Psaltiras' top tip? "Take a look in the mirror. A lot of guys forget to even do that!"

  • Dave Thomas

    Clients: John Legend, Lionel Richie, Calvin Harris, Boy George, Harry Connick Jr.

    Courtesy Photo

    "I love the history of menswear and the rules — knowing them means you can break them," says Thomas, who styled La La Land's Legend, 38, in both timeless (a one-button black tux at the Oscars) and daring (a metallic jacquard jacket at London's BBC Music Awards) Gucci looks. Favorite look? "Always the latest one." The U.K. native became the youngest fashion editor at British Esquire at 25 and went on to contribute to Vogue and Vanity Fair. Thomas has been styling Boy George since 1990 and has worked with some of music's biggest names including The Spice Girls, Usher, P. Diddy, Chris Brown and Britney Spears.

  • Jeanne Yang

    Clients: Robert Downey Jr., Alexander Skarsgard, Jamie Dornan, Diego Luna

    Courtesy Photo

    The veteran stylist caters to some of the town's most dashing gents including soon-to-be father George Clooney, 55, and rising star Scott Eastwood, 30. "Men tend to skew casual, so I say go one step dressier. You can take a tie off, but there’s nothing worse than feeling not appropriately attired," says Yang, who talks "politics, box office and family" with clients at fittings. One of Yang's favorite looks? Dornan was dashing in a white tuxedo jacket and black pants by Hermes at the Academy Awards: "It was the first appearance for both Hermes and Jamie at the Oscars — the two made a cool match."

  • Michael Fisher

    Clients: James Corden, Bryan Cranston, Hugh Jackman, Jonah Hill, Paul Rudd, Michael Shannon, Dan Stevens

    Courtesy Photo

    The New York City-based stylist had a packed press schedule with War Dogs' Jonah Hill, 33, Nocturnal Animals' Michael Shannon, 42, and Logan's Hugh Jackman, 48. Fisher also suited up Corden, 38, for his Grammys hosting gig, "We always try to top our last look," he says. Rachel Zoe's former assistant, who counts Givenchy, Prada and Perry Ellis as his go-to men's designers, says that he's most excited about double-breasted jackets — a look that was trending on spring 2017's runways. "They work buttoned up for a clean, tailored look or if left open they look great with casual layers underneath," says Fisher of the versatile style.

  • Van Van Alonso

    Client: Mahershala Ali

    Best supporting actor Oscar winner Mahershala Ali, 43, killed it on the red carpet in sharp three-piece suits, like the Dolce & Gabbana he sported at the Governors Awards, unique details (colorful, printed pocket squares are an essential) and cool separates, all courtesy of the L.A.-based fashion designer/stylist. A series of top-notch fashion outings — including Ali's all-black Ermenegildo Zegna Couture tuxedo at the Oscars and all-white with black accents at the SAG Awards — led to the Moonlight actor's next starring role in Calvin Klein's underwear campaign.

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