Ever since her career took off in the 1970s, Diane Keaton has proven time and time again that her penchant for iconic fashion looks is simply an innate part of who she is.
Advertisement
Over the decades, Diane Keaton fashion moments have become synonymous with unique and timeless sartorial statements —who could forget her snakeskin thigh-high boots—many of which she still wears to this day.
From her SoHo street-style inspired look in the 1977 film Annie Hall, to her generation-defining, Nancy Meyers-coded Coastal Grandmother era, Keaton was the pioneer of androgynous dressing.
“I stole what I wanted to wear from the cool-looking women on the streets of SoHo. Annie’s khaki pants, vest, and tie came from them,” Keaton recalls of the film’s most memorable on-screen looks.
Diane Keaton and Goldie Hawn in a scene from ‘Town & Country’ in 2001. (Credit: New Line Cinema/Getty Images)
Not only does she strictly sport monochrome or neutral colours – black, white, beige and grey – her looks remain classically influenced by men’s tailoring with a feminine flair that very few can consistently pull off. But in no danger of falling down the boring suit trap, there’s always the chicest addition of extra-wide belts, full skirts and – of course – an abundance of bowler hats.
Now, the First Wives Club alum counts high-end labels like Comme des Garçons, Thom Browne and Ralph Lauren, as her hardest working wardrobe staples, with a nod to exaggerated silhouettes and layered accessories, all of which she explores in her latest book Fashion First.
Adding to her already prolific collection of design and photography-focused books, her new tome is only one of the most exciting releases to come from Keaton this year.
Keaton can now add ‘Holiday Saviour’ to her illustrious resume, with the actress and writer announcing the release of her debut holiday single, First Christmas.
Dropping just in time for the festive season kick off, we couldn’t be more excited for a Christmas soundtracked by Keaton’s hypnotically soothing vocals.
In celebration of the sartorial statement-maker herself, what better way to pay homage to the actress, writer, singer, and all-round legend, than with a look back through her most fashionable moments to date.
Below, 18 times Diane Keaton proved her androgynous style will never become outdated.
Diane Keaton at the Thom Browne Haute Couture Fall Winter 2023 show during Paris Fashion Week. (Credit: Pierre Suu/Getty Images)(Credit: Jeremy Moeller/Getty Images)(Credit: Raymond Hall/GC Images)(Credit: Michael Buckner/WWD via Getty Images)
Advertisement
At the Los Angeles premiere of her film ‘Mack and Rita’ in August 2022. (Credit: Jon Kopaloff/Getty Images)Diane Keaton at the LACMA Art and Film Cala 2021 (Credit: Amy Sussman/WireImage)At the premiere of Netflix’s ‘Green Eggs And Ham’ in 2019. (Credit: Rodin Eckenroth/WireImage)Wearing a beige coordinating suit with a brown turtleneck and statement belt, complete with a tan bowler hat at Celebrating Change Gala in 2018. (Credit: Getty Images)
Wearing a black leather suit with statement belt and chain-like necklace on 2013 episode of ‘The Tonight Show With Jay Leno’. (Credit: Getty Images)Wearing a black, tailored suit, complete with black-and-white chequered tie and her signature bowler hat on a 2014 episode of ‘The Tonight Show Starring Jimmy Fallon’. (Credit: Getty Images)Wearing a black polka dot tunic dress and trousers, with black turtleneck and bowler hat in a 2004 episode of ‘The Tonight Show With Jay Leno’. (Credit: Getty Images)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.(Credit: Getty Images)
Advertisement
Diane Keaton and Steve Martin at the 1997 Academy Awards. (Credit: Frank Trapper/Corbis via Getty Images)(Credit: Mathew Imaging/FilmMagic)(Credit: Jeff Kravitz/FilmMagic, Inc)(Credit: Jeff Kravitz/FilmMagic, Inc)
Warren Beatty and Diane Keaton in 1978. (Credit: Ron Galella Collection via Getty Images)Diane Keaton in the iconic film ‘Annie Hall’ (Credit: Bettmann/Getty Images )
Are Media Pty Limited collects your personal information through this site to process registrations, send out newsletters, communicate offers, discounts, competitions, or surveys, and to provide you with targeted advertising based on your online activities. Our Privacy Policy contains information on how you can access or correct your personal information, which entities we may disclose your personal information to (including overseas recipients), how to opt out of targeted advertising, and how to lodge a complaint.
Taylor Hill/WireImage
