Diane Keaton’s Most Iconic Red Carpet Looks: A Fashion Tribute to a Legend (2025)

She didn't just dress for the red carpet—she rewrote the rules entirely. And this is the part most people miss...

Celebrating Diane Keaton's Unforgettable Fashion Legacy on the Red Carpet

The Academy Award-winning star, who passed away this past Saturday at the age of 79, captured hearts not only through her extraordinary performances on film but also through her one-of-a-kind approach to red carpet fashion. Let's revisit some of her most memorable style moments throughout her remarkable career.

October 11, 2025 3:06pm

While the term "iconic" tends to get thrown around quite liberally in today's culture, it genuinely applies when describing both Diane Keaton's remarkable acting abilities and her distinctive red carpet presence. The celebrated actress, whose passing was announced Saturday at 79 years old (https://www.hollywoodreporter.com/movies/movie-news/diane-keaton-dead-annie-hall-godfather-1236398458/), carved out a completely unique path in the world of event fashion throughout her extraordinary six-decade journey in entertainment. What became known as the quintessential Diane Keaton look transformed beautifully across the years—beginning with masculine-influenced tailored suits paired with perfectly pressed button-down shirts, then transitioning to elegant turtlenecks matched with gracefully flowing skirts. She had a particular fondness for dresses that featured cinched waistlines, consistently gravitated toward striking monochromatic black-and-white ensembles, and possessed an unmatched ability to pull off headwear with absolute confidence. But here's where it gets controversial... Despite being universally recognized as a fashion trailblazer, when journalists tried to label her a style icon, she consistently deflected the compliment with genuine humility, insisting she simply appreciated the creative artistry behind fashion. "It's an honor! Why me? I've been so fortunate and lucky," she shared with Vogue (https://www.vogue.com/article/diane-keaton-new-york-fashion-week-interview) just two years ago. "I do love clothes; I love looking at them. I buy all the magazines, and I'm constantly cutting pages of things that I find interesting—a Dior outfit, hats, or how people decorate their homes. I'm an addict."

For those unfamiliar with her impact, Keaton essentially challenged Hollywood's traditional expectations of how women should present themselves at high-profile events. While others opted for revealing gowns and conventional glamour, she championed comfort, individuality, and androgynous elegance—a choice that was both brave and, at times, polarizing in an industry obsessed with conformity.

Was she a rebel or simply authentic? That's the question that still divides fashion critics today. Browse through some of Keaton's most stunning red carpet appearances from throughout the decades below.

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'Unstrung Heroes' Premiere in September 1995

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'The Score' Premiere in July 2001

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Los Angeles Conservancy Gala in October 2003

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76th Academy Awards in February 2004

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Golden Globes in January 2004

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Infinity Awards in May 2008

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'Mad Money' Premiere in January 2008

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Gucci Event in March 2002

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'Something's Gotta Give' Debut in December 2003

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National Board of Review Gala in January 2004

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'The Family Stone' Premiere in December 2005

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Ovarian Cancer Research Benefit in November 2007

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Film Society of Lincoln Center Gala in April 2007

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Theater Gala in November 2008

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'Darling Companion' Premiere in January 2012

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White House Correspondents Dinner in April 2012

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'And So It Goes' Premiere in October 2014

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'Ruth & Alex' Premiere in September 2014

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Golden Icon Award Ceremony in October 2014

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'5 Flights Up' Premiere in April 2015

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'Love The Coopers' Holiday Lunch in November 2015

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AFI Life Achievement Award Gala in June 2017

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'Green Eggs & Ham' Premiere in November 2019

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'Poms' Premiere in May 2019

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'Mack And Rita' Premiere in August 2022

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LACMA's Art+Film Gala in November 2021

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Hand and Footprint Ceremony in August 2022

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'Book Club' Premiere in May 2023

So here's the real question: Did Diane Keaton's refusal to conform to traditional Hollywood glamour make her more or less of a style icon? Should celebrities prioritize personal authenticity over industry expectations, or is there value in playing by the established rules? Drop your thoughts in the comments—do you think her approach was revolutionary or overrated?

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Diane Keaton’s Most Iconic Red Carpet Looks: A Fashion Tribute to a Legend (2025)

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