Emily Mack
Happy birthday, Diane Keaton! Today, the Hollywood icon turns 77 and in honor of the special day, we bring you this fashion flashback.
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Diane Keaton‘s style has never been conventional. During the 1970s, as Woody Allen’s muse, Keaton popularized the layered Annie Hall look: masculine vests, bunchy trousers, and kooky hats… though not just anyone could pull it off. And while growing old in the Los Angeles spotlight is never easy, Keaton — now 77 — has aged gracefully, adapting her consistently casual look. Always with the natural hair and semi-tinted glasses, the button-down shirts, and on special red carpet occasions, the sleek suit.
Woody Allen once said that Diane Keaton “dresses to hide her sexuality… she prefers to look old. The way she dressed, I always used to say, is like the woman in Streetcar Named Desire who comes to take Blanche to the institution.” Burn. But that was not the case when the movie star popped out in Palm Springs looking surprisingly fun and… sultry?
The Awesome Outfit
It was quite a shock to fans worldwide when Diane Keaton was spotted in Palm Springs in 2021, sporting a wild grey wig and thigh-high snakeskin boots… paired with nothing but an oversized white button-down dress shirt. And she looked good!
But no, Keaton was not ditching her classic wardrobe for trendy couture and Rihanna-esque stilettos. In fact, Keaton was filming on the set of her upcoming comedy movie, Mack & Rita. The premise? A young woman named Mack, played by Elizabeth Lail, falls into a “sound bath regression pod” and pops out a 70-year-old woman dubbed Aunt Rita. Keaton, clearly, played Rita in the Freaky Friday send-off.
The plot of the Mack & Rita implies that Keaton’s character is dressing inappropriately for her age. But we think she looked freakin’ fabulous — and social media agreed. The juicy pics were trending and, in my opinion, prove that Keaton should try stepping out of her menswear comfort zone more often. Although pairing the baggy button-down did feel a bit like an homage to Keaton’s own true style.
Sadly, Keaton disagreed. In a recent interview with Vogue, Keaton expressed embarrassment over 2021’s viral moment. “I’m looking at the picture from Mack & Rita that they’re selling of me and what I’m wearing,” she said. “It’s not attractive — those legs are like sticks. It’s so stupid! So I hope it’s funny. I hope people get a kick out of how ridiculous it is. [Mack & Rita co-stars Elizabeth Lail and Taylour Paige] are both going to be big stars. And there I am, the moron on her last legs.”
We never think you look like a moron, Diane! However, let’s take a trip down memory lane at some outfits that Keaton felt more comfortable in.
A Face of Gucci?
In 2021, Diane Keaton was officially added to Gucci’s star-studded “Beloved” fashion campaign which also included Dakota Johnson, Sienna Miller, Harry Styles, Awkwafina, Serena Williams, and James Corden.
“I love style and fashion. I do, I love it… it’s so much fun getting your outfit on. Like ‘Look what you did!’ It’s visual. It’s an art piece, what you’re wearing.”
— Diane Keaton
Diane Keaton’s Lifetime Achievement Tribute
Keaton’s Retro Oscar Win For ‘Annie Hall’
When Keaton Accepted a Golden Globe in a Trim White Suit with Matching Gloves!
When She Donated Her Clothes to Goodwill
More ‘Ellen’ Outfits… Featuring Justin Bieber
And Just For Fun: The Classic ‘First Wives Club’ Finale
As Diane Keaton says: “I think that all people should really dress for themselves, to figure out what they love. To really dress like their own interests and not be afraid of it.”
