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Even before all the ties, hats, and high-waist pants that became synonymous with her wardrobe, the late Diane Keaton, who died on October 11, 2025, at the age of 79, practically arrived on the scene as a style icon with her role in 1977’s Annie Hall. As it turned out, that was just the beginning: She quickly became the queen of menswear with a love of suits that’s now spanned more than four decades (and may still be inspiring ’fits from the likes of Bella Hadid). The Academy Award winner adopted other signatures in that time, too: Her red carpet appearances were all but guaranteed to feature either gingham print, piles of pearls, heels with socks, a Babadook-style hat, or elegant, obscuring garbs that were essentially glorified muumuus. Revisit some of Keaton’s best ensembles over the years, below.
1978
Keaton fittingly channeled Annie Hall to accept the Best Actress Oscar for her role in the film at the 1978 Academy Awards.
1978
Keaton and her then-boyfriend Warren Beatty’s set the bar for matching couple style moments at the opening night of a Richard Avedon exhibition at the Met.
1980
Checkers and two different types of stripes? Keaton went all out with prints for one of her first looks of the ‘80s.
1992
No one wears a baggy suit like Keaton, as showcased at the opening of A Mom’s Life in Hollywood.
1993
A precusor of the piles of necklaces to come at the Scleroderma Research Foundation Benefit in 1993.
1994
Equal parts biker chic and Hollywood glamour at the 1994 Golden Globes.
1994
Keaton matched her hair with a white suit and sneakers at a Los Angeles screening of Amelia Earhart: The Final Flight.
1995
Another awards show, another piles of pearls—though Keaton did change things up with a skirt suit instead of trousers at the 52nd Annual Golden Globe Awards.
1995
She once again opted for a skirt suit at a New York screening of Unstrung Heroes.
2000
The turn of the century marked the start of Keaton’s tinted glasses and statement belts era, as seen here at the Los Angeles premiere of What Women Want.
2001
She made the bold choice to pair her patterned kitten heels with socks at the Los Angeles premiere of The Score.
2004
To accept yet another Golden Globe—this time for her leading role in Something’s Gotta Give—Keaton wore head-to-toe white.
2004
Trust us: The girl loves gingham. Plenty more followed after Keaton attended Something’s Gotta Give screening at the 54th annual Berlinale International Film Festival.
2005
She went with a classic tux at the Los Angeles premiere of The Family Stone.
2006
She made a return to form-fitting dress at the L’Oréal Legends Gala benefiting the Ovarian Cancer Research Fund.
2008
Keaton isn’t afraid of a bold pattern, like this all-over floral motif that lined her maxi skirt.
2011
Keaton cut a chic for in all0white for the 2011 White House Correspondents’ Association Dinner.
2014
Keaton had Rihanna energy with a statement hat and to-go glass of red wine at the Carousel of Hope Ball in Beverly Hills.
2014
Keaton switched things up by accented another white ensemble with a touch of black at the New York premiere of And So It Goes.
2014
Keaton unexpectedly paired a leather skirt with white socks at L’Oréal Paris’s ninth annual Women of Worth Awards.
2015
She appropriately wore Bottega Veneta to the house-sponsored 2015 Hammer Museum Gala.
2016
Baggy dresses have become just as common for suits for Keaton in recent years, as seen here at another L’Oréal Paris Women of Worth Celebration.
2017
Though she’s still not opposed to form-fitting silhouettes, as seen here at the Humane Society of the United States’s annual Los Angeles benefit.
2018
Keaton was sophisticated in camel at the 2018 People Concern’s Celebrating Change Gala.
2019
She threw together four of her signatures—statement belts, baggy dresses, tinted glasses, and gingham print—at the Los Angeles premiere of Poms.
2019
Later that year, at the Los Angeles premiere of Green Eggs and Ham, she accented her plaid suit with about a dozen crucifixes.
2021
For her first major mid-pandemic red-carpet appearance, Keaton joined the likes of Dakota Johnson in wearing head-to-toe Gucci at the 2021 LACMA Art + Film Gala.
2022
While immortalizing her footprints at the TCL Chinese Theatre in Los Angles, Keaton reminded us all that she’s the original queen of big, big pants.
2022
Keaton kept it classic to attend the spring 2023 Ralph Lauren show in San Marino, California where she wore a crisp white turtleneck, black overcoat, and a wide-leg pair of high-waisted trousers.
2023
For the New York City premiere of her film Book Club: The Next Chapter (which she stars alongside Jane Fonda, Candice Bergen, and Mary Steenburgen), Keaton opted for a black-and-white horizontal striped trench that she belted at the waist.
2023
The actor cracked the code to pattern clashing with pinstripe pants and a houndstooth trench for the Ralph Lauren spring 2024 show.
2023
Thom Browne is a natural fit for Keaton, who wore the brand’s signature suiting (and a wicker dog-shaped bag) to their couture runway show in Paris.
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