Boy Meets Girl

I've always been a fan of fashion that is both masculine and feminine. A certain level of androgyny is gorgeous on anyone. Whether adding subtle touches to your look, like a pair of Oxfords or a tailored vest, or going all out in a suit and tie (and suspenders, vest, hat, dress shoes, and cane), the tomboy look is a go-to alternative that everyone should have in their closet. The sharp menswear look is not just a passing trend, but a timeless style that has had major moments for the last seven or so decades.

Here's some inspiration:

Woody Allen's then-flame Diane Keaton in her most famous role Annie Hall, wearing a mix of Ralph Lauren menswear and her own boyish pieces.

Audrey Tatou looks contemplative in a still from Coco Before Chanel, outfitted in own of Chanel's signature tailored tuxes.

A Brian Jones-era Anita Pallenberg is seen running through the streets in her pinstriped suit.

Cate Blanchett is shown getting into her role as a young Bob Dylan in I'm Not There.

Another famous figure that Blanchett once portrayed, Katharine Hepburn, is seen smoking a cigarette on set of Woman of the Year in her trademark tailored trousers and blazer.

Marianne Faithfull outside of a London courthouse following the Redlands bust.

Kristen Stewart pals around with her Twilight castmates Kellan Lutz and Robert Pattinson, while wearing a white suit.

Wonder Woman Lynda Carter with date Ron Samuels in his-and-hers tuxedoes at the Golden Globes in 1977.

Bird of Britain Pattie Boyd wears a baggy suit and tie (borrowed from George, perhaps?)

The lovely Kirsten Dunst looks every bit a fashion icon in her androgynous look, adding a feminine flare with her Louboutin heels.

Patti Smith, long known for her music and her tomboyish style, on the cover of her debut album Horses, from 1975.

Studio 54 regular and rock star wife Bianca Jagger swaggers along in her white tux, bowler hat, and cane.

Yé-yé darling Francoise Hardy is shown out and about in the mid-60s in a menswear-inspired look.

Milla Jovovich matches her boyish suit with a cropped 'do and minimal makeup.

Yves Saint Laurent's famous Le Smoking tuxedo suit for women.

Kate Hepburn, again shown in her classic menswear: a bowler hat, tailored vest, and slouchy trousers.

Pattie Boyd, in an Ossie Clark ensemble, gives hubby George Harrison a run for his (sartorial) money in her white suit, while traveling to the Cannes Film Festival in 1968 for the premiere of Wonderwall.

An early fan of the feminine tux, Marlene Dietrich topped off her look with patent oxford dress shoes and a top hat.

For Twiggy, all she needed was a fashion-forward tie, worn with a minidress and button down, to complete her androgynous style.

Anita Pallenberg dresses like just one of the boys in the airport with Mick, Keith, and baby Marlon in the early 1970s.

Alexa Chung, shown on the city streets, in several tomboyish pieces.

In 2009, Rihanna, Twiggy, and Lake Bell all adopted the tuxedo look for the Met Ball.