FASHION

14 Times Diane Keaton Proved That Her Androgynous Style Will Always Be Chic

She'll always be the coolest in the room.
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Ever since her career took off in the 1970s, Diane Keaton has proven time and time again that her style isn’t one to be messed with.

Over the decades, Diane has built and become renowned for a wardrobe championing unique and timeless looks—who could forget her snakeskin thigh-high boots—many of which she still wears to this day.

In our opinion, our favourite Coastal Grandmother was the pioneer of androgynous dressing, having done so in a highly publicised eye. Not only does she strictly sport neutral colours—black, white, beige and grey—her looks remain minimal, influenced by men’s tailoring yet fresh with the addition of extra-wide belts, full skirts and an abundance of bowler hats.

Fashion savants first took note of her eclectic style when she starred in the 1977 film Annie Hall, and have kept a firm eye on her dedicated ode to her ensembles ever since. Now, the First Wives Club alum often wears high-end labels like Comme des Garçons and Thom Browne, with a nod to exaggerated silhouettes to justify her neutral colour preference. In fact, one of her fashion ensembles even went viral because of how iconic it was. 

While walking on the set of her latest film Mack & Rita, Keaton was spotted donning a seriously impressive pair of thigh-high snakeskin boots. And while the internet was loving the style moment, it turns out that Keaton was not.

Makc & Rita
Wearing an oversized white button-down shirt with a corset belt and thigh-high snakeskin boots for her film ‘Mack & Rita’

“I’m looking at the picture from Mack & Rita that they’re selling of me and what I’m wearing. It’s not attractive—those legs are like sticks. It’s so stupid!” Keaton revealed to Vogue in a recent interview, describing the look as that of a “moron on her last legs.”

So with that, what better way to appreciate her style wins than to pay homage to it all in one place? Below, 14 times Diane Keaton proved her androgynous style will never become outdated.

Diane Keaton
Wearing Wearing a navy bedazzled suit at the 2021 LACMA’s Art+Film 10th Annual Gala.
Diane Keaton
Wearing an long, white button down coat with an ankle-length white tulle skirt at the 2004 Golden Globe Awards.
Diane Keaton
Wearing coordinating white suit with matching ivory turtleneck and gloves on ‘The Tonight Show with Jay Leno’ in 2004.
Diane Keaton
Wearing a men’s tuxedo jacket with tails, paired with a grey pinstripe waistcoat, matching trousers, a polka dot tie, bowler hat and gloves at the 2004 Academy Awards.
Diane Keaton
Wearing a black polka dot tunic dress and trousers, with black turtleneck and bowler hat in 2004 episode of ‘The Tonight Show With Jay Leno’.
Diane Keaton
Wearing a black leather suit with statement belt and chain-like necklace on 2013 episode of ‘The Tonight Show With Jay Leno’.
Diane Keaton
Wearing a black, tailored suit, complete with black-and-white chequered tie and her signature bowler hat on 2014 episode of ‘The Tonight Show Starring Jimmy Fallon’.
Diane Keaton
Wearing a black mens waistcoat, tan trousers and a pola dot tie in the 1977 film ‘Annie Hall’.
Diane Keaton
Wearing a beige coordinating suit with a brown turtleneck and statement belt, complete with a tan bowler hat at Celebrating Change Gala in 2018.
Diane Keaton
Wearing a white turtleneck, black statement belt and chequered trousers on an episode of ‘Jimmy Kimmel Live’.
Diane Keaton
Wearing a black-and-white chequered bubble dress with a matching necktie, wide black belt and black fingerless gloves at the premiere of ‘Poms’ in 2019.
Diane Keaton
Wearing a white, oversized coat, fastened with a statement belt and paired with a black turtleneck and fingerless gloves at the ‘Poms’ Press Conference in 2019.
Diane Keaton
Wearing charcoal and black chequered suit with black turtleneck, a stack of silver necklaces and rings, and chunky black boots at the premiere Of Netflix’s ‘Green Eggs And Ham’ in 2019.

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