Ana de Armas and Ben Affleck became inseparable after they publicly disclosed their relationship while on vacation in Cuba in March 2020.
In June of that year, the couple looked loved up as they stepped out for a stroll with their dogs around their Venice neighborhood. Although they eventually ended their relationship in early 2021—reportedly due to geographic distance—they shared many cozy public moments during their time together.
Ben Affleck and Ana de Armas walk their dogs around their Venice neighborhood on June 30, 2020 (Credit: Instar / WENN)
A Boho Stroll: Ana and Ben Walk Their Dogs in Laid-Back Style
Ana wrapped her arm around Ben’s biceps as she walked her Maltese pup, Elvis, along with Ben’s German Shepherd, Hutch.
For the casual outing, the 32-year-old actress opted for a boho-chic look in a cream-colored maxi dress from Brazilian clothing and lifestyle brand Farm Rio. Not able to kick his smoking addiction, Ben couldn’t help but have a cigarette while out with his girlfriend.
Ben Affleck, deep in thought, seems to be attempting the impossible—lighting a cigarette with sheer willpower and an empty hand
Farm Rio’s Bold Aesthetic: A Celebrity Favorite for Vibrant, Eye-Catching Fashion
Her frock is made from mid-weight, non-stretch linen weave fabric and features intricate fruit and floral cross-stitch embroidery, long sleeves, ladder-stitch trims, and beaded ties at the neckline.
Other stars who have showcased Farm Rio’s vibrant designs include Sarah Jessica Parker, who brightened up a gray day in a colorful Jungle Pop puffer coat; Heidi Klum, who embraced maximalism with a Zodiac-print shirtdress and floral tapestry ensemble, and Malin Åkerman, who appeared on the TODAY Show in a floral Lily’s Garden midi dress paired with white sneakers.
Ana de Armas embraced boho-chic style in a floral embroidered maxi dress paired with classic black Havaianas flip-flops
The Knives Out star elevated her boho-chic look with gold hoop earrings, a stack of delicate rings, and sleek Gucci aviator sunglasses.
Ana de Armas keeps a low-key look with Gucci sunglasses and her dip-dyed hair worn down
Boho Vibes and Barefoot Ease: Ana de Armas Pairs Her Maxi Dress with Classic Havaianas
Wearing her dip-dyed hair down, Ana kept the rest of her look simple by teaming her Bohemian dress with black Havaianas flip-flops, which you can buy at Nordstrom and Zappos.
While Ana de Armas embraced a relaxed vibe with her Havaianas Slim flip-flops, she’s in good company.
Ana de Armas complements her embroidered boho dress with minimalist black Havaianas flip-flops, letting their sleek, simple design keep the focus on her vibrant outfit
Havaianas are popular among celebrities and others for their vibrant, versatile designs that embody a carefree Brazilian beach lifestyle. These shoes are stylish yet comfortable choices for casual settings.
Since their 1962 debut, their durable, cushioned rubber soles and diverse colorways have appealed to stars like Jennifer Lopez and Audrina Patridge, who value their affordability and chic simplicity for everyday wear.
Stepping Out in Style: Celebrities Who Love Havaianas
Havaianas flip-flops have become a staple in many celebrities’ wardrobes, offering comfort and style. Here are some notable moments featuring stars in their favorite Havaianas:
Jennifer Lawrence Breaks Red Carpet Norms at Cannes
- Event: 76th Cannes Film Festival
- Outfit: Jennifer Lawrence made headlines by pairing her Dior couture gown with black flip-flops, challenging traditional red carpet footwear choices.
- Footwear: She opted for classic black Havaianas, emphasizing comfort without compromising style.
- More Details: Jennifer Lawrence’s bold Cannes fashion statement
Gwen Stefani’s Casual Chic in Leopard Print
- Event: Outing with her son
- Outfit: Gwen Stefani showcased her edgy style in a leopard-print dress complemented by a Chanel fur clutch.
- Footwear: She completed her look with metallic Havaianas flip-flops, adding a touch of laid-back elegance.
- More Details: Gwen Stefani’s effortless summer ensemble
Alessandra Ambrosio’s Go-To Quarantine Footwear
- Event: Strolling in Los Angeles
- Outfit: Alessandra Ambrosio embraced a relaxed look with a tie-dye hoodie and neon green shorts.
- Footwear: She relied on her favorite black Havaianas flip-flops for comfort during her daily walks.
- More Details: Alessandra Ambrosio’s casual street style
Hilary Duff’s Casual Chic in High-Waisted Jeans
- Event: Day out in Beverly Hills
- Outfit: Hilary Duff paired high-waisted jeans with a white wide-sleeved shirt, accessorized with a brown leather belt and a grey Celine bag.
- Footwear: She chose Havaianas flip-flops to maintain a comfortable yet stylish appearance.
- More Details: Hilary Duff’s effortless daytime look
These instances highlight how Havaianas flip-flops seamlessly blend into various celebrity styles, from red carpet events to casual outings.
Havaianas Slim Flip-Flops, $26
Ana’s 47-year-old actor boyfriend looked younger and appeared to have dyed his beard and hair darker. He traded his signature dad shirt for a baseball-style tee with maroon raglan sleeves and a cursive “Habana” front text.
Ben Affleck’s Casual Look: A Fresh Hair Color and Cuban-Inspired Style
Ben Affleck sports a refreshed look with a darker-dyed beard and hair, giving him a noticeably younger appearance
Jennifer Lopez’s ex-boyfriend teamed his top with a pair of dark blue jeans and blue sneakers.
Ben Affleck kept it casual in dark blue jeans, a maroon-sleeved “Habana” tee, and laid-back sneakers with beige soles
Ben Affleck takes a break to smoke a cigarette
Their stylish outings and coordinated looks may be memories now, but Ben and Ana’s pandemic-era romance remains one of Hollywood’s most talked-about pairings. Their split came down to differing views on the future—“because she wanted marriage, and he did not”—a point that left many fans puzzled, especially after Ben tied the knot with Jennifer Lopez not long after.
Still, as one source told Daily Mail, “Ben and Ana had such a special and unique relationship because they were holed up together 24/7 during the pandemic,” making their whirlwind connection all the more memorable.
Stepping Out in Style: Ben Affleck and Ana de Armas’ Fashion Moments
Ben Affleck and Ana de Armas have been spotted together in various stylish ensembles. Here are some of their most notable fashion moments:
Casual Chic Dog Walk in Los Angeles
- Event: Strolling with their dogs in Pacific Palisades
- Outfit: Ana wore a black tank top paired with vintage-inspired mom jeans from Citizens of Humanity, while Ben opted for a blue button-down shirt with brown pants.
- Footwear: Ana completed her look with black lace-up boots, and Ben wore gray sneakers.
- More Details: Ben Affleck and Ana de Armas’ casual dog walk style
Coordinated Outfits During Grocery Run
- Event: Shopping at Whole Foods Market in Brentwood
- Outfit: Ana embraced the double denim trend with a J Brand Drew denim jacket and high-rise slim straight jeans, while Ben wore a black button-down shirt with gray jeans.
- Footwear: Ana sported Golden Goose sneakers, and Ben chose brown lace-up boots.
- More Details: Ana de Armas and Ben Affleck’s coordinated grocery run looks
Retro Glam at Louis Vuitton Show
- Event: Louis Vuitton Womenswear Spring/Summer 2022 show during Paris Fashion Week
- Outfit: Ana channeled ’60s glamour in a bubblegum pink leather mini dress from Louis Vuitton’s Resort 2022 collection.
- Footwear: She added a modern twist with Louis Vuitton’s Patti wedge ankle boots.
- More Details: Ana de Armas’ retro glam at Louis Vuitton show