FRANCE - APRIL 09:  Jennifer Lopez and Ben Affleck in Paris, France on April 09, 2003.  (Photo by Po...
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Fashion

Bennifer’s Best Early-Aughts Fashion Moments

Maybe the couple only reconnects when bootleg jeans are in style?

by Erika Harwood

Well, well, well... look who’s back. It’s been 18 years since they ended their (first) engagement, and Jennifer Lopez and Ben Affleck have rekindled their romance, got engaged again, and finally married in Las Vegas. Even celebrities can’t resist early-aughts nostalgia. Ahead, check out their best Y2K fashion moments together.

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2002, On the set of “Jenny From the Block”

Lopez wore a leather jacket and boots while on the set of her actually iconic “Jenny From the Block” music video.

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2002, New York

Wearing color-coordinated looks while on an autumnal stroll.

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2002, New York

Both wearing bootcut jeans while leaving the set of TRL. Very 2002.

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2002, Maid in Manhattan premiere

Lopez wore a blush-hued ruffled gown to the premiere of Maid in Manhattan in 2002.

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2003, On the set of Gigli

More loose pants on the set of 2003’s Gigli.

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2003, Sundance Film Festival

Lopez wore all-white cable knit while the couple attended the Sundance Film Festival in Utah.

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2003, Daredevil premiere

Lopez wore a strapless gown to the 2003 premiere of Affleck’s Daredevil.

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2003, Oscars

One of her finest red carpet moments, Lopez wore a mint green Valentino gown to the 2003 Oscars. Affleck should have had his pants tailored.

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2003, An actual Blockbuster store

The couple rented physical DVDs from an actual brick-and-mortar video rental store in Vancouver.

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2003, Vancouver

The couple stopped traffic while going for a walk in Vancouver in 2003.

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2003, Vancouver

Lopez wore a navy velour tracksuit while the couple was out in Vancouver.

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2003, Premiere of Gigli

Lopez wore a low-cut chocolate brown dress to the premiere of Gigli in 2003, while Affleck seemingly made no attempt to coordinate.

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2003, Lakers game

The couple bonded front row at a 2003 Lakers game.

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2003, Red Sox game

The two cheered on Affleck’s beloved Boston Red Sox during a game against the New York Yankees in 2003.

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2003, New York

Lopez wore a white peacoat during a 2003 date night in New York.

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2003, New York

Lopez wore light-washed flared jeans and a bucket hat as the couple left their New York hotel in 2003.

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2003, New York

Lopez wore a belted taupe coat and leather boots as the couple headed out to a recording studio in 2003.

See more nostalgic fashion from Jennifer Lopez, Britney Spears, and Aaliyah.