Red Carpet and Beyond'smost iconic menswear inspirations
In the world of fashion, women have consistently pushed boundaries and redefined style norms. One such trend that has gained significant attention is the embrace of menswear. From the red carpet to everyday life, women have proven that menswear can be a versatile and stylish choice. Here are some of the best examples of women wearing menswear, both on the red carpet and beyond.
On the Red Carpet
The iconic Diane Keaton, known for her memorable role in the movie Annie Hall, is a pioneer in the realm of androgynous fashion. Her personal style often incorporates menswear, making her a legendary figure in this field[1]. At the 2024 Emmy Awards, Monica Bellucci wore a classic tuxedo suit with dramatic flared pants, adding a flair to traditional menswear[1]. Emma Stone also made a statement at the Cruella premiere in 2021, pairing an oversized blazer with wide-legged trousers and a white bow-neck shirt, showcasing how menswear separates can be glamorous[1].
Beyond the Red Carpet
Demi Moore has been known for blending menswear with more laid-back styles, often pairing suede jackets with bow-neck blouses and baggy jeans, creating a chic and intentional look[1]. Aubrey Plaza also made a bold statement at the 2023 Film Independent Spirit Awards, wearing an oversized suit jacket with wide shoulders and relaxed trousers, elevating menswear with a touch of drama[1].
These examples highlight how women have embraced menswear as a versatile and stylish choice, both on the red carpet and in everyday fashion.
Sarah Jessica Parker wore an oversized burgundy suit jacket and wide-legged trousers, paired with a simple black top in one episode of And Just Like That. Kourtney Kardashian and Travis Barker twinned on the 2024 Emmys red carpet, both wearing tailored black tuxedo jackets with satin lapels. Kourtney added a touch of glamour to hers by ditching the undershirt and opting for a bralet[2]. Andie MacDowell wore a sharp, tailored black tuxedo on the Cannes red carpet in 2025.
Gwyneth Paltrow made a statement in a ruby-red suit designed by Tom Ford for Gucci in 1996, which she later rewore in 2011[3]. Nicole Kidman wore an oversized Saint Laurent suit in a neutral cream color paired with a light blue striped shirt and a wide, navy polka dot tie at the 2025 Critics' Choice Awards[4]. Bianca Jagger often relies on suits and chic tailoring for her appearances, and she famously wore a Saint Laurent blazer instead of a white dress on her wedding day in 1973[5].
Diane Keaton also made a statement at the 2021 LACMA Art+Film Gala, wearing a dark blue sequined Gucci blazer over a white button-down shirt with an oversized collar, paired with matching sequined pants and a black beret[6]. Janelle Monáe has become known for her signature suits, from the straightforward to the avant-garde. Grace Jones's uniform often included sharp, tailored suits, oversized blazers (often worn without anything underneath), and structured silhouettes that captured her unique recipe of strength and seduction[7].
These examples demonstrate that women have consistently challenged fashion norms and embraced menswear as a means of self-expression and style.
[1] Source: Variety, "20 Iconic Women Who Wore Menswear on the Red Carpet", Link [2] Source: People, "Kourtney Kardashian and Travis Barker Twin in Black Tuxedos at the Emmys", Link [3] Source: Harper's Bazaar, "Gwyneth Paltrow's Best Red Carpet Looks", Link [4] Source: Vogue, "Nicole Kidman's Best Red Carpet Looks", Link [5] Source: Vogue, "Bianca Jagger's Best Red Carpet Looks", Link [6] Source: Town & Country, "Diane Keaton's Best Red Carpet Looks", Link [7] Source: The Cut, "The 25 Best Grace Jones Looks of All Time", Link
- In the realm of androgynous fashion, Diane Keaton, a legendary figure, consistently embraces menswear, demonstrating wellness in her personal style.
- Monica Bellucci and Emma Stone, both in the world of entertainment, have made statements at red-carpet events by sporting menswear, adding flair to traditional styles.
- Demi Moore and Aubrey Plaza, known for their work in fashion-and-beauty and entertainment, have utilized menswear in their everyday lifestyles, creating intentional and chic looks.
- Sarah Jessica Parker and Kourtney Kardashian, influenced by pop-culture, have been spotted in menswear on various occasions, opting for elegance and glamour in their choices.
- Gwyneth Paltrow, Nicole Kidman, and Bianca Jagger, top celebrities in the entertainment industry, have broken fashion norms by consistently embracing menswear on the red carpet and outside of it.
- Style icons like Janelle Monaé and Grace Jones have leveraged menswear as a means of self-expression, challenging traditional beauty norms and pushing the boundaries of fashion.
