By Emily Krauser and Desiree Murphy
12:26 PM PST, January 29, 2020
These Hollywood stars are experts at putting a feminine twist on clothing from the men's department -- see their casual and cool ensembles!
Wrap It Up
Khloe Kardashian paired a pinstripe wrap dress with a semi-sheer black top, white "dad" sneakers and a forest green snakeskin tote as she left a studio session in Calabasas, California, on Jan. 28.
Playing With Proportions
Rocking an oversized gray jacket with matching shorts, a semi-sheer button-up, black belt and colorful platform heeled oxfords with black-and-white socks, Storm Reid walked the red carpet like the boss she is at the 13th Annual CNN Heroes event at New York City's American Museum of Natural History on Dec. 8, 2019.
Layer Up!
Nicole Scherzinger wore layer upon layer at BBC Radio 2 in London on Nov. 12, topping a light gray suit that already featured a substantial blazer with a long, chevron-striped jacket.
Blazing a Trail
We're in love with this look! While attending the 19th Annual Opening Night Gala Blue Carpet at the USTA Billie Jean King National Tennis Center in New York City on Aug. 26, Natalia Dyer kept her menswear-inspired outfit from looking costumey with well-tailored pieces. The Stranger Things star's chic look included a white button-up, dark gray blazer, black straight-leg trousers and shiny black oxfords.
Suiting Up
For the WACO Theater Center's 3rd Annual Wearable Art Gala in Santa Monica, California, on June 1, Kelly Rowland strutted her stuff in an gold-button adorned deconstructed denim suit, complete with chaps-like pants and a cut-out short-sleeved jacket that was layered over a printed black-and-white button-up.
Life in Tux
Supporting her dad, Will Smith, at the Aladdin world premiere in Hollywood on May 21, Willow Smith rocked a unique take on the blazer dress, sporting a black mini version that came complete with split sleeves and a floor-length cape.
Bow Tie Babe
A tuxedo is always appropriate, and Keri Russell wears one well! The Americans actress looked chic in a classic, well-fitted version (minus the jacket) with a black bow tie and strappy sandals to the Burn This opening celebration at NYC's Hudson Theatre on April 15. Russell stars in the new Broadway revival of the play alongside Adam Driver.
Boyfriend Basics
Sabrina Carpenter paired a silky striped top with oversized, cuffed boyfriend jeans when she visited the NYC studio of the Elvis Duran Z100 Morning Show on March 12. She added a girly touch by pairing the masculine pieces with pointy nude heels.
Gray Skies Ahead
Breaking from her black-and-white signature style, the "Make Me Feel" singer was spotted out on Rue Cambon in Paris, France, on March 4 in a smoky gray suit embroidered with white pinstripe detailing and a matching white button-down. Even her accessories oozed Parisian chic, from her white-and-black cap and round sunglasses to her chunky-heeled white boots.
Mixed Media
Keke Palmer isn't afraid of a daring fashion statement, a point she made once again during a press day in New York City on Feb. 7. The Pimp star looked super sassy in a half plaid tan, half denim suit, which she paired with black combat boots and layers of silver jewelry.
Nothing But Neutrals
Naomi Campbell gave us extremely chic Lenny Kravitz vibes, pairing a silky, flowing high-neck dress with an oversized tan blazer for the Louis Vuitton Menswear Fall/Winter 2019/20 show during Paris Fashion Week on Jan. 17.
Velvet Vixen
Joy Lenz added a luxe touch to men's trousers, pairing a long burgundy blazer, white tee and light gray boots with her slightly baggy, belted charcoal pants while out in Los Angeles on Jan. 11.
Blazin' Up
Showstopper! For boyfriend Travis Scott's second Astroworld show at The Forum in Inglewood, California, on Dec. 20, 2018, Kylie Jenner sizzled in an oversized pinstripe blazer.
Tuxedo Dressing
Kelly Clarkson sang at the 2018 Kennedy Center Honors in Washington, D.C., on Dec. 2 to pay tribute to her mother-in-law, Reba McEntire, but The Voice coach's bow tie-less tuxedo-inspired dress, which included a high neckline and knee-high slit, was as big a showstopper as her cover of "Fancy."
Pastel Perfection
Chloe Grace Moretz quite literally stole this outfit from the boys, stepping out in a light-blue, double-breasted cashmere Dior Men by Kim Jones suit for the 2018 Museum of Modern Art Film Benefit: "A Tribute to Martin Scorsese" in New York City on Nov. 19. She also rocked pastel in the form of pale pink heels, but she added a pop of color to the look courtesy of a bright red lip.
Pinstripes and Sparkles
Kelsea Ballerini shined brightly at the 12th Annual ACM Honors in Nashville, Tennesee, on Aug. 22, looking chic in a pinstripe pantsuit complete with a blinged-up collar and pants cuffs. On her Instagram Story from the night, the "Peter Pan" singer admitted that she was being "wifey" for the night, supporting her husband, Morgan Evans, who was performing and enjoying some Doritos while chilling backstage.
Blazer Babe
Millie Bobby Brown proves once again that black doesn't have to be boring! Following her super chic Rosie Assoulin bralette-and-trouser combo she wore on the VMAs red carpet, the Stranger Things actress chose the classic color again for the Netflix hit's screening and conversation in New York City on Aug. 21. This time she donned a tailored double-breasted blazer by Off-White, which worked as a mini with a hint of orange fabric flirtatiously peeking out, with Tabitha Simmons ankle-strap sandals. For further coverage, a basic white tee was layered underneath, injecting the prim getup with an effortless cool the young style star never fails to embody.
Deconstructed Diva
While promoting her new reality show, Very Cavallari, during NBCUniversal's Summer Press Day 2018 on May 2, Kristin Cavallari proved just how fun it can be to put a spin on menswear with this one-shouldered gray mini that featured sleeves converted into a belt. She finished off her look with black pumps, delicate earrings and loose curls.
Bow Tie Bonanza
A navy blue blazer dress and a bow tie? Yes, please! Blake Lively has been slaying menswear style on red carpets for quite a while now, and her turn at CinemaCon 2018 on April 26 was no exception.
All Eyes on Z In the Center of the Ring
The 21-year-old actress lived up her movie's name, hitting the red carpet at the Mexico City premiere of The Greatest Showman in full ringleader regalia. From the shiny red blazer and white collared button-down to the structured black pants and embellished pumps, this look truly is just like a circus.
Blazing Dresses
Zoe Saldana looked fabulous in a black deconstructed blazer dress by The Row at the 2017 Baby2Baby Gala in Los Angeles on Nov. 11. She paired the look with matching Giambattista Valli heels, a black-and-silver Roger Viver clutch and silver Neil Lane rings.
'90s Queen
Yara Shahidi has become a fashion risk-taking darling, and we're pretty excited about it. The black-ish star posed at The Hollywood Reporter's Next Gen 2017 Celebration at Poppy in Los Angeles on Nov. 8 in a two-toned gray structured tunic, which she belted and paired with a pair of silky over-sized cargo pants. She went just as '90s with her accessories, rocking mismatched yellow silver APM Monaco earrings and a jeweled ring, finishing her look with a silver-and-black cat-eye and nude lips.
The Perfect Plunge
Gwyneth Paltrow gave her double crepe-sablé jacket from Michael Kors a sexy twist, opting to go braless in a plunging white top, which she paired with a sequined sarong skirt from the same designer and strappy black heels for the the WSJ 2017 Innovator Awards on Nov. 1.
Baggy Blazers
Why wear one blazer when you can rock two? Rihanna started a new trend with this quirky look, pairing the Luar piece with a chain necklace, white baseball cap, round-framed sunglasses and a pair of see-through heels and a matching bag while out in New York City on Oct. 20.
Sassy & Classy
Karlie Kloss gave her tomboy look a chic twist by adding a leather belt and pointy stilettos for a party in the Big Apple on Oct. 19.
Track Star
'Fancy' Jacket
Bomber Babe
Patchwork Pants Princess
Babe in a Bow Tie
Trendy Tomboy
Kristen Stewart pulled out all the stops for her appearance at the CFDA/Vogue Fashion Fund Show and Tea event in West Hollywood, California, on Oct. 26, which she attended with then-girlfriend St. Vincent. All eyes were on the Café Society star's outfit, which consisted of hounds-tooth Phillip Lim joggers and a fitted black blazer.