Page Six

Jennifer Lopez and Ben Affleck’s most memorable style moments through the years

By Hannah Southwick, Melissa Minton,

17 hours ago

1 of 31

While Bennifer 2.0 has officially come to an end, we’ll always have a place in our hearts for the power couple. On the two-year anniversary of their unforgettable wedding , Jennifer Lopez filed to divorce Ben Affleck in August 2024 after months of speculation about the state of their relationship.

The pair’s original whirlwind romance began in the summer of 2002 . The “Gigli” co-stars were quick to get engaged, but postponed their wedding in 2003, only to part ways the following year.

The former couple rekindled their relationship in 2021, after Lopez and Alex Rodriguez broke off their engagement — and fans hoped their union would last forever this time. Bennifer made it official in a small Las Vegas wedding ceremony in July 2022, and threw an over-the-top party in Georgia the following month.

Between her two wedding ceremonies, the JLo Beauty founder wore five different bridal dresses — but that’s hardly the most memorable fashion moment for the pair. Ahead, we’re looking back at their best red carpet and street style moments.

Getty

2 of 31

https://img.particlenews.com/image.php?url=0izCwY_0v5tR1BK00

From Lopez’s baby pink velour Juicy tracksuit to Affleck’s baggy jeans, these looks are as early-aughts as it gets.

Getty Images

3 of 31

https://img.particlenews.com/image.php?url=0lIbjf_0v5tR1BK00

“Jenny From the Block” hit the block holding hands with Affleck in October 2002 — just one month before he proposed — wearing knee-high leather boots and a matching jacket. Meanwhile, Affleck kept it simple in jeans and corduroy.

Getty Images

4 of 31

https://img.particlenews.com/image.php?url=0RTBvT_0v5tR1BK00

Clad in shades of khaki, the couple seemed to be in perfect style sync.

Getty Images

5 of 31

https://img.particlenews.com/image.php?url=0R7hxn_0v5tR1BK00

This November 2002 photo may have been snapped on a movie set, but the “Jersey Girl” co-stars’ love was fur real.

Getty Images

6 of 31

https://img.particlenews.com/image.php?url=1MxMkJ_0v5tR1BK00

The couple brought their real-life love story to the December 2002 premiere of Lopez’s rom-com “Maid in Manhattan,” where the actress layered her pink ruffled Yves Saint Laurent gown with a white fur coat.

WireImage

7 of 31

https://img.particlenews.com/image.php?url=1kcjCa_0v5tR1BK00

The newly engaged duo hit the Sundance Film Festival in January 2003, leaning on their love to keep them warm. J.Lo wrapped herself up in white knitwear, while Affleck put the “sun” in Sundance with his “Matrix”-style shades.

Getty Images

8 of 31

https://img.particlenews.com/image.php?url=3fl5AT_0v5tR1BK00

Jennifer Lopez’s love might not cost a thing, but her Harry Winston engagement ring — set with a roughly six-carat pink diamond — was worth an estimated $2.5 million . She took the opportunity to show it off at the February 2003 premiere of “Daredevil,” dressed in an Emilio Pucci gown that incorporated similar shades of rose.

Getty Images

9 of 31

https://img.particlenews.com/image.php?url=3Ujlkl_0v5tR1BK00

Affleck looked sharp in a classic black tuxedo at the 2003 Oscars. Lopez, meanwhile, dazzled in a mint green one-shouldered Valentino dress, along with matching eye makeup.

WireImage

10 of 31

https://img.particlenews.com/image.php?url=2gOhdn_0v5tR1BK00

The couple twinned in brown blazers during an April 2003 shopping trip in Paris, stopping to sign autographs for their adoring fans.

Gamma-Rapho via Getty Images

11 of 31

https://img.particlenews.com/image.php?url=2L7SIS_0v5tR1BK00

Lopez wore hoops to watch the Lakers and Spurs shoot hoops in May 2003. Affleck layered a green T-shirt with a white long-sleeved tee, completing his courtside ensemble with a silver watch.

Getty Images

12 of 31

https://img.particlenews.com/image.php?url=0yykyd_0v5tR1BK00

One year after meeting on the set of the critically reviled “Gigli,” the pair hit the red carpet for the flick’s premiere in July 2003. Lopez opted for a plunging brown Gucci gown, while her beau paired his suit with a soft blue shirt and tie.

FilmMagic

13 of 31

https://img.particlenews.com/image.php?url=1gcziN_0v5tR1BK00

July 2003 was a white-hot summer for the superstar couple. Get a load of their matching white tank tops — and J.Lo’s dangerously low-rise denim!

Getty Images

14 of 31

https://img.particlenews.com/image.php?url=1JicEn_0v5tR1BK00

Tracksuit queen Lopez opted for a navy blue side-striped version for a “Dateline” interview in Vancouver, Canada, in July 2003.

Getty Images

15 of 31

https://img.particlenews.com/image.php?url=1OI0xJ_0v5tR1BK00

From the Bronx to Boston: The pair attended a Red Sox and Yankees game at Fenway Park in 2003. Affleck repped the Red Sox with his outfit, while Lopez paired a leather jacket with her signature hoop earrings.

Getty Images

16 of 31

https://img.particlenews.com/image.php?url=3wLJPu_0v5tR1BK00

Just one month after postponing their wedding, Lopez and Affleck opted for opposite looks in October 2003, with the pop star in a white silk trench coat and the actor in head-to-toe black. By January 2004, they’d called it quits.

WireImage

17 of 31

https://img.particlenews.com/image.php?url=3kHQH4_0v5tR1BK00

Bennifer 2.0 was born in 2021, with the couple making their triumphant red carpet debut as a new couple at the Venice International Film Festival. Lopez wore a plunging Georges Hobeika gown with a crystal-accented neckline to support Affleck’s “The Last Duel” premiere.

Getty Images

18 of 31

https://img.particlenews.com/image.php?url=1vptLq_0v5tR1BK00

A few days later, they took NYC by storm, making an appearance in Ralph Lauren at the 2021 Met Gala in rodeo-chic looks.

Getty Images for The Met Museum/Vogue

19 of 31

https://img.particlenews.com/image.php?url=2vhpQ6_0v5tR1BK00

J.Lo showed off her abs in shimmering brown Hervé Léger at the NYC premiere of “The Last Duel.”

REUTERS

20 of 31

https://img.particlenews.com/image.php?url=3mcXqC_0v5tR1BK00

In February 2022, it was Affleck’s turn to support his lady love, with Lopez opting for a white lace minidress from Giambattista Valli’s bridal line for the premiere of her film, “Marry Me.” Call it fashion foreshadowing!

WireImage

21 of 31

https://img.particlenews.com/image.php?url=1Jkm4W_0v5tR1BK00

In July 2022, just three months after their engagement, Lopez and Affleck tied the knot in Las Vegas. The bride wore a lace Zuhair Murad gown, while the groom chose a white Ralph Lauren tux.

OnTheJLO

22 of 31

https://img.particlenews.com/image.php?url=1xKyUl_0v5tR1BK00

Lopez also showed off a vintage white jacquard dress that she said she “saved for years” for her big day in Vegas.

23 of 31

https://img.particlenews.com/image.php?url=1RZ8XA_0v5tR1BK00

In August 2022, the pair staged an over-the-top second wedding in Georgia. Once again, the couple leaned on Ralph Lauren, with the “Hustlers” actress wearing a demure ruffled gown down the aisle — one of three custom bridal looks the designer created for her big day.

OnTheJLo

24 of 31

https://img.particlenews.com/image.php?url=37YUDr_0v5tR1BK00

The newlyweds enjoyed a minimoon in Paris shortly after their Vegas ceremony, with Lopez looking blissful in a pink floral Gucci gown and Affleck in a dapper blue suit.

GC Images

25 of 31

https://img.particlenews.com/image.php?url=0KD11a_0v5tR1BK00

Continuing their love affair with all things Ralph Lauren, the couple made a cameo at the designer’s LA fashion show in October 2022.

Getty Images

26 of 31

https://img.particlenews.com/image.php?url=2VHrhm_0v5tR1BK00

The couple snuck into the 2023 Grammys instead of making a red carpet appearance, with the singer choosing a glittering navy Gucci gown and Ben in a black three-piece suit.

Getty Images for The Recording Academy

27 of 31

https://img.particlenews.com/image.php?url=0nR53y_0v5tR1BK00

When Affleck released “Air,” his movie about the rise of Nike’s Jordan division, Jennifer went bold in neon green Antonio Grimaldi.

WireImage

28 of 31

https://img.particlenews.com/image.php?url=0puwxZ_0v5tR1BK00

The pair had a glamorous date night at the 2023 LACMA Art + Film Gala in Gucci.

Getty Images for LACMA

29 of 31

https://img.particlenews.com/image.php?url=4X0HJv_0v5tR1BK00

In December 2023, Lopez wore a Grace Ling chrome breastplate while being honored at Elle’s Women in Hollywood celebration, with her husband by her side.

Getty Images,

30 of 31

https://img.particlenews.com/image.php?url=1Ybf0n_0v5tR1BK00

At the 2024 Golden Globes, everything was coming up roses for Lopez in this blooming pink Nicole + Felicia Couture creation.

Golden Globes 2024 via Getty Images

31 of 31

https://img.particlenews.com/image.php?url=3ropBt_0v5tR1BK00

Ironically, the last major red carpet event the couple attended together was the premiere of Lopez’s film “This Is Me … Now: A Love Story,” all about her epic romance with the actor throughout two decades. She wore a black Zuhair Murad Couture gown with a sheer skirt embellished with astrological signs — and indeed, it would appear these lovers were star-crossed after all.

Variety via Getty Images

For more celebrity and entertainment news, visit pagesix.com.

Expand All

Read in NewsBreak

Comments / 0

Add a Comment

Comments / 0

Community Policy