5 Celebrity Menswear Outfits That Will Make You Want To Raid Your Boyfriend's Closet

We never get tired of seeing women experiment with menswear, and many celebrities still play around with masculine concepts when putting together looks. We're talking tailored suits, ties, vests, pleated trousers, oversized blazers, button-downs, dusters, and everything else that makes men's outfits so dapper. Hollywood women have been on this pulse for a long time. In the 1940s, Marlene Dietrich was walking out in suits and ties. In the 1980s, singer-songwriter Grace Jones loved to sport a structured suit. In the late '70s and early '80s, Diane Keaton was bringing her feminine energy to very male looks, like vests with ties, tuxedos, and bowler hats.

That allure is still as strong as ever, with celebrities incorporating these staple menswear pieces into their wardrobes, and the effect is charming. It's so charming, in fact, that we're inspired to rummage through our boyfriend's side of the closet and put together looks that nail this vibe. Vest tops are an easy one, and work well both in the summer and fall. Men's ties are another gorgeous staple here, and the tie trend can seriously elevate your street style. There's so much fun to be had in the men's section, so let's look at ways to replicate these bold outfits as seen on some of our favorite celebrities. 

French singer-songwriter Yseult is no stranger to the power of menswear. At the Balenciaga womenswear S/S 2025 show in Paris on September 30, 2024, Yseult wore a floor-length duster jacket featuring structural shoulders and a raw hem. She paired the jacket with leather trousers, a black top, and black sunglasses. She added a feminine touch with diamond jewelry and metallic lips. Yseult's silhouette was dramatic and edgy, everything that menswear play should be.

To recreate this gorgeous outfit, first find the length and textiles that make Yseult's outfit so striking. Since she combines a duster with leather pants, take a page out of her book and meld the two. Leather dusters are a must-have coat, and for good reason. They're texturally rich and very mysterious. Look for something with angular, padded shoulders like Yseult is wearing. A belted, cinched waist is a great option to emphasize shape. Then pair the floor-length duster with wide-leg trousers. What makes Yseult's outfit so compelling is that the trousers are untailored and the excess length adds a sumptuous element. This is where a boyfriend's pants would work well. Keep a touch of femininity as the singer does by adding some sparkly jewelry. 

Perhaps no one does menswear better than Victoria Beckham. The star, and her eponymous brand, embody the chic qualities that we're so covetous of when curating pieces from men's collections. In January 2019, she stepped out for the Kent & Curwen show during London Fashion Week menswear completely vibing with the theme of the week. She wore a grey suit with wide-leg trousers, a structured blazer, and a salmon-toned ruffled blouse. It was a dynamite look and a classic example of the numerous outfits we've seen on Victoria when she works in some masculine magic. 

Victoria has admitted to leaning on hubby, David Beckham, for inspiration for her fashion line. In an interview with British Vogue in September 2021, she said that he's her muse. "The oversized chambray shirts feel quite David, with a loose-fitting pant and a beautiful belt. You wanna be that person," Victoria said. "David always dresses. He always makes an effort. When we're on holiday in Europe, he has a very pulled-together look, and I want to wear those pieces as well. It's a shared suitcase." So the queen of menswear literally borrows stuff from her husband, if we needed further incentive. To recreate her grey outfit, source a grey suit. If your hubby has one, this might be perfect because the oversized effect is what we're going for. Victoria keeps it feminine with a ruffled blouse and heels since balance is always key. And don't forget some big sunglasses. 

Ashley Olsen attended the YES 20th Anniversary Gala in Los Angeles on September 23, 2021 in an all-black look. The founder of fashion house, The Row, rarely steps out at events, so when she does attend them, it's a notable moment. Olsen wore a black top buttoned at the throat with a long base, completed with a long tuxedo jacket. She kept detailing to a minimum with hoop earrings and wore her hair back in a slick bun with a middle part. 

It's no wonder that Mary-Kate and Ashley Olsen, along with The Row, are emblems of menswear inspiration. Their brand was named after Savile Row, a street in London famous for men's tailor shops. The impeccable tradition of men's tailoring is a staple of their luxury line and aesthetic taste. Recreating Ashley's look is relatively easy, even if one doesn't have the budget for pieces from The Row. Construct a base of a black shirt and close the top button. For the bottoms, pick either long, loose black trousers or a maxi skirt. The charm of Ashley's outfit is in its flowing folds. Finish off with a long tuxedo jacket. If your boyfriend has a long frock coat, so much the better. Ashley's tailored lapels and structured shoulders incorporate the crisp tailoring we associate with black tie pieces for men. 

Throughout her whole life, Bianca Jagger has incorporated masculine pieces into her daring wardrobe. When she married Mick Jagger in Saint-Tropez in 1971, she wore a white Yves Saint Laurent tuxedo jacket and a long, white skirt. Her ability to take on menswear and make it her own is astounding, and something that Bianca has continued to perfect for decades. This is why she's such a vital muse in this trend. 

In May 2024, Bianca attended a Dior dinner in London to honor artist Judy Chicago at the Serpentine Gallery. For the occasion that celebrated art and fashion, Bianca wore the perfect embodiment of menswear on a woman. She donned an off-white suit shot through with black; there were black buttons, a black bow tie around her neck, and black gloves. In her unique way, Bianca made the final effect very feminine. She wore red lipstick and oversized pearl earrings, bringing a touch of softness to the tailored apparel. To recreate Bianca's look, it's more about embodying her attitude rather than specific pieces. A white suit is, obviously, a great place to start, but it's really about incorporating those female touches into structured pleats and lapels. A black ribbon used as a necktie is a daring touch, and the black gloves are perfection. 

For the press tour of "A Complete Unknown," the Bob Dylan biopic starring Timothée Chalamet and Elle Fanning, the latter arrived in an oversized grey suit in November 2024. She paired the suit with a red striped button-down shirt with long sleeves and an untucked hem. She finished off the outfit with black loafers that featured some heavy, bronze hardware. What made Fanning's outfit such a success was her total embrace of a masculine silhouette. She didn't dip into feminine detailing. Instead, she wore her hair pulled back tightly in a side bun, and didn't embellish with jewelry. The oversized, boxy jacket and trousers looked sharp and deliberate. 

To recreate this fabulous fit by Fanning, source a grey suit, either from your boyfriend's closet or a vintage store. The beauty of this concept is that it doesn't have to fit perfectly. In fact, that's the whole point. Embrace the boxiness of the jacket and the wide legs of the trousers. Bring in color with a bright, vintage button down and keep the wrists, collar, and hem exposed. Loafers, as opposed to heels, add a coherence to the effect that's timeless and sophisticated.