Demi Moore, 58, Stuns in Andie Bikini During Greece Getaway: Ageless Poolside Glam

From poolside selfies to red carpet showstoppers, Demi Moore continues to prove that timeless style knows no age.

Whether she’s vacationing in Greece with her daughter Rumer Willis or stepping out in couture heels at Hollywood galas, the actress blends confidence, elegance, and bold fashion choices with ease. Here’s a look at some of her most buzzworthy fashion and footwear moments over the years.

Poolside Perfection: Andie Bikini in Greece

In July 2021, Demi Moore turned heads on Instagram with a confident mirror selfie taken while vacationing in Greece with her daughter, Rumer Willis.

Wearing a sleek black two-piece from swimwear brand Andie, the actress showed off her toned abs and ageless figure, blending effortless resort style with fitness-fueled glamour.

Wearing the Santorini top and matching bikini bottom from Andie, Demi Moore struck a confident pose in a sleek black two-piece, captioning her mirror selfie: “Getting ready for another day in paradise.”

Moore shared other summer-inspired posts on her Instagram, featuring her and her three daughters in the Andie brand swimsuits.

Moore’s poolside confidence isn’t just about style—it’s also a reflection of her renewed commitment to wellness and staying active.

Fitness & Fashion: Moore’s Mirror Workout Looks

After taking a four-year hiatus from the gym, the actress got back into exercising with the help of The Mirror, a virtual gym that offers a boutique studio experience at home.

The Mirror is perfect for Moore, who often shares her dance cardio sessions on Instagram. Jennifer Aniston, Gwyneth Paltrow, and Reese Witherspoon are reportedly among the fans of the nearly invisible smart home gym, which helps them stay fit and in shape.

Moore is no stranger to maintaining her fitness and strength, having trained alongside 40 Navy SEAL cadets for her role in G.I. Jane in 1997.

Velvet Nights: Fendi Suit at WSJ Innovator Awards

In 2021, Demi Moore was romantically linked to Swiss chef Daniel Humm, the visionary behind New York City’s Michelin-starred vegan restaurant Eleven Madison Park. Their brief but high-profile relationship turned heads, not just for their shared passion for wellness and clean living, but also for Moore’s chic appearances during that time.

One standout moment came when she hit the red carpet in a navy-blue velvet pantsuit by Fendi, effortlessly blending sultry sophistication with tailored elegance.

At the 2021 Wall Street Journal Innovator Awards at MOMA in New York City, Demi Moore exuded sleek sophistication in a navy-blue velvet Fendi Resort 2022 pantsuit, styled with a daring open blazer and subtle bra detail on November 1, 2021 (Credit: John Eddy / InstarImages)

Moore was previously married to Ashton Kutcher, 44, from 2005 to 2013. Before that, she was married to Bruce Willis, 67, for 13 years. Her first marriage was to the musician Freddy Moore, which ended in 1985.

“I think it’s a process of, not to sound cliché, but it’s really a process of learning to love yourself, accepting who you are just as you are,” Moore said on SiriusXM’s The Jess Cagle Show in 2020 when asked about her three marriages.

Long before her wellness-era glow-up, Moore was already making headlines for her bold and youthful style choices on the red carpet.

Gucci Glam: Plissé Sleeves at LACMA Gala

Demi Moore rocks a Gucci Spring 2017 dress featuring red plissé sleeves (Credit: WENN)

Just a few days before she celebrated her 54th birthday on November 11, 2016, Demi Moore proved that age is nothing but a number.

The mother of three appeared ageless in head-to-toe Gucci, comprised of pieces from the brand’s Spring 2017 collection, as she arrived at the 2016 LACMA Art + Film Gala in Los Angeles.

Demi Moore shows that age is just a number at the 2016 LACMA Art + Film Gala held at the Los Angeles County Museum of Art on October 29, 2016 (Credit: FayesVision / Adriana M. Barraza / WENN)

She made a leggy appearance in a striking off-white and black shantung frock, which fell a couple of inches above her knees.

This silk dress from the luxury clothing brand featured intricate crystal embellishments and red plissé puff sleeves, ensuring all the attention was directed toward the actress.

Demi Moore attended the 2016 LACMA Art + Film Gala honoring Robert Irwin and Kathryn Bigelow presented by Gucci (Credit: WENN)

Demi styled the look with minimal jewelry, but went all out with statement accessories, including a detailed black clutch and a pair of fancy shoes.

Her long, wavy half-up tresses, red lipstick, and dark mascara rounded out the look.

At the 2016 LACMA Art + Film Gala, Demi Moore captivated in a distinctive Gucci silk shantung cocktail dress with dramatic red plissé sleeves, completing her ensemble with the intricate pearl and crystal-embellished Gucci “Ofelia” T-strap pumps

Statement Heels: Gucci “Ofelia” Pearl Pumps

Demi drew further attention to her legs by pairing her dress with the Gucci “Ofelia” heels. These black suede pumps feature glass pearls and crystal embellishments.

Demi Moore’s Gucci pumps feature an ornate T-strap design adorned with prominent pearls, sparkling crystals, and distinctive snake-wrapped heels (Credit: WENN)

Her statement Gucci pumps featured snakeskin trims, T-straps, adjustable ankle straps, and striking four-inch snake-wrapped heels.

While this exact pair is now sold out, you can shop the latest Gucci styles at Farfetch and Nordstrom.

Gucci’s black Ofelia pumps are expertly crafted in Italy from velvety suede and adorned with sparkling crystals and faux-pearls