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Jennifer Lopez and Ben Affleck's best fashion moments together

Jennifer Lopez and Ben Affleck's most stylish couple moments from 2001-2024

The Hollywood heavyweights have divorced after two years of marriage.

Lauren Ramsay
Fashion and Lifestyle Writer
Updated: August 21, 2024
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It took Hollywood's hottest couple around 21 years to tie the knot, then only two to separate (again). Jennifer Lopez has filed for divorce from her husband Ben Affleck after finally tying the knot in 2022 after their storybook love story began in 2002.

The pair reunited in 2021 after initially being engaged back in 2002 but called it off in 2004. They announced their second engagement in April of 2022.

The bride took to her newsletter On the J.Lo to share some details of their big day. "We did it. Love is beautiful. Love is kind. And it turns out love is patient. Twenty years patient," Jennifer wrote. 

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Despite a heartbreaking end to their love story, the two had numerous fairytale fashion moments over their 22 years of on-off romance.

H! Fashion takes a look back at Jennifer Lopez and Ben Affleck's most stylish couple moments:

Ben Affleck, wearing Gucci, and Jennifer Lopez, wearing Gucci, attend the 2023 LACMA Art+Film Gala, Presented By Gucci at Los Angeles County Museum of Art on November 04, 2023 in Los Angeles, California. (Photo by Presley Ann/Getty Images for LACMA)© Getty

LACMA Art+Film Gala 2023

The stylish duo matched in glamorous Gucci 'fits to attend the LACMA Art+Film Gala in 2023.

Ben Affleck and Jennifer Lopez attend ELLE's 2023 Women in Hollywood Celebration Presented by Ralph Lauren, Harry Winston and Viarae at Nya Studios on December 05, 2023 in Los Angeles, California. (Photo by Matt Winkelmeyer/Getty Images for ELLE )© Getty

Elle's 2023 Women in Hollywood Celebration

Armourcore was officially a thing after Jennifer wore a futuristic, metallic breast plate-style top by New York brand Grace Ling , paired with a plain black skirt. Ben wore a decadent velvet jacket with a thin black tie.

Ben Affleck and Jennifer Lopez at the 81st Golden Globe Awards held at the Beverly Hilton Hotel on January 7, 2024 in Beverly Hills, California. (Photo by Michael Buckner/Golden Globes 2024/Golden Globes 2024 via Getty Images)© Getty

81st Golden Globe Awards

Putting a red carpet twist on Barbiecore, Jennifer stunned in a sculpted pink gown with voluminous sleeves of rosettes, by Nicole + Felicia Couture.

Ben Affleck, Jennifer Lopez arrives at the Los Angeles Premiere Of Amazon MGM Studios "This Is Me...Now: A Love Story" at Dolby Theatre on February 13, 2024 in Hollywood, California. (Photo by Steve Granitz/FilmMagic)© Getty

This Is Me...Now: A Love Story premiere

Jen looked every inch the Hollywood star in a Zuhair Murad gown complete with a silver-flecked sheer skirt and an off-the-shoulder bodice with a daring plunge neck. Ben's understated black suit and white shirt let his wife's outfit do all the talking.

Jennifer Lopez and Ben Affleck attend the Ralph Lauren SS23 Runway Show at The Huntington Library, Art Collections, and Botanical Gardens on October 13, 2022 in San Marino, California. (Photo by Amy Sussman/Getty Images)© Getty

Ralph Lauren SS23 show

They had a major matchy-matchy moment at Ralph Lauren's Summer '23 runway show, wearing all black from head-to-toe. JLo added a touch of her Y2K sartorial agenda to the look with a black fedora hat.

Jennifer Lopez and Ben Affleck attend the Los Angeles Premiere Of Warner Bros. "The Flash" held at Ovation Hollywood on June 12, 2023 in Hollywood, California. (Photo by Albert L. Ortega/Getty Images)© Getty

The Flash premiere

JLo wore the most unusual dress from Gucci's Resort 24 collection, which gave 'smart-casual' a whole new meaning. Juxtaposing the slinky scuba jacket was an ethereal skirt with an elegant train in a peachy hue. She paired the look with a black clutch bag from Kurt Geiger. Ben on the other hand proved the power of an all-black outfit, looking seriously suave.

Ben Affleck and Jennifer Lopez attend the red carpet of the movie "The Last Duel" during the 78th Venice International Film Festival on September 10, 2021 in Venice, Italy. (Photo by Pascal Le Segretain/Getty Images)© Pascal Le Segretain

Venice Film Festival 2021

Fast-forwarding to their relationship2.0,  the couple appeared together on the red carpet at the 2021 Venice Film Festival looking seriously loved up and stylish. Jennifer opted for a white plunging Georges Hobeika gown with a jewelled neckline and thigh-high slit, and Ben donned a simple black tux with shiny lapels.

Ben Affleck and fiancee Jennifer Lopez, wearing Harry Winston jewelry, attends the 75th Annual Academy Awards at the Kodak Theater on March 23, 2003 in Hollywood, California.  (Photo by Kevin Winter/Getty Images)© Getty

2003 Vanity Fair Oscars Party

Jennifer looked to Italian luxury label Valentino for her 2003 Oscars look, wearing a mint green one-shoulder asymmetric gown with beaded embellishments. Ben wore a classically cut suit with a lightly striped shirt and skinny black tie.

Ben Affleck (L) and his fiance actress/singer Jennifer Lopez attend the Los Angeles Lakers v. San Antonio Spurs playoff game at the Staples Center May 11, 2003 in Los Angeles, California.  Lopez and Affleck postponed their wedding, which was scheduled for this weekend, and has now reportedly spit up, possibly temporarily.   (Photo by Vince Bucci/Getty Images)

LA Lakers game

The courtside date is a rite of passage for any blooming Hollywood relationship. Ben kept things casual with a classic noughties t-shirt-over-long-sleeved-top combo and beige slacks whereas Jennifer opted for a striped sleeveless shirt, white trousers, brown leather wedges and her trademark large hoops.

Ben Affleck and Jennifer Lopez during "Daredevil" Premiere - Los Angeles at Mann Village Theater in Westwood, California, United States. (Photo by SGranitz/WireImage)© Getty

Daredevil premiere

When it comes to skinspiration, we're looking no further than Jennifer's incredible glow at the Daredevil premiere. To complement her radiant complexion, the actress opted for a strapless maxi gown with multi-coloured bandeau detailing and a flowy black skirt. Ben looked suitably slick in a dark single-breasted blazer and white tie.

Jennifer Lopez and Ben Affleck at the The Ziegfeld Theatre in New York City, New York (Photo by Tom Kingston/WireImage)© Tom Kingston,Getty

Maid in Manhattan premiere

Jennifer rocked a cream sleeveless gown featuring tiered ruffles and a cami-style bodice to celebrate the release of her 2002 film Maid In Manhattan whereas Ben kept things suave in a navy suit with subtle pinstripes and a shiny lilac tie.

Ben Affleck and Jennifer Lopez during Gigli California Premiere at Mann National in Westwood, California, United States. (Photo by Jeff Kravitz/FilmMagic)© Getty

Gigli World Premiere

Back where it all began. The two met back in 2001 whilst shooting Gigli. Epitomising Y2K glamour, Jen wore a brown cut-out top and skirt set whilst Ben wore a single-breasted suit and baby blue shirt and tie.

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