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.
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.
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Below, 18 times Diane Keaton proved her androgynous style will never become outdated.