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The 17 Most Iconic J.Lo and Ben Affleck Style Moments
Getty / Mel Bouzad
Whether or not you’re rooting for a “Bennifer” reunion, Jennifer Lopez and Ben Affleck’s early aughts romance is, objectively speaking, iconic. Maybe it was the $1.2 million dollar pink Harry Winston rock or their love forever immortalized onscreen in 2003’s Gigli . . . or maybe it was just the outfits. If the stars’ recent meet-ups have pulled at your millennial heartstrings (guilty!), you’ll likely appreciate a deep dive into the couples’ legendary style.
Here, we’re celebrating the very 2000s vibes, from J.Lo’s pink velour tracksuit and low-rise flares at Blockbuster to Ben’s tiny sunglasses and baggy jeans. Join us as we look back at 17 of the best style moments from Ben and Jen.
Getty Images / Ben-Ari Finegold
The zip-up hoodie under the blazer is classic early 2000s, as are J.Lo’s knee-high boots and mini combo on a walk in LA in October 2002.
Getty Images / Arnaldo Magnani
Jennifer was a dressed-up counter to Ben’s baggy jeans in NYC in December 2003.
Getty Images / Jeff Vinnick
A very “stars, they’re just like us” moment with Ben in khakis and J.Lo in denim and heels at a Blockbuster Video in June 2003.
Getty Images / Jeff Vinnick
For a summer outing in 2003, Ben chose a monochromatic palette, while Jennifer showed off a quintessential early aughts look in low-rise jeans and a belly-baring tank.
Getty Images / Jeff Vinnick
While filming an interview in July 2003, the pair kept it cool. We only wish Ben had a tracksuit to match.
FilmMagic / Christopher Polk
Remember this? For the Gigli premiere in 2003, Jennifer showed off her curves in a brown Gucci gown, while Ben paired baby blue with his black suit.
WireImage / Steve Granitz
For the 2003 Oscars, Jennifer slipped into a now-iconic one-shouldered Valentino gown with chandelier earrings and Ben wore a classic black tux.
WireImage / Jim Spellman
At the Maid in Manhattan premiere in NYC in 2002, the two gave us bonafide Hollywood royalty vibes.
Gamma-Rapho via Getty Images / Pool LE FLOCH/TRAVERS
Shopping in Paris in April 2003, the couple subtly coordinated in tan blazers, though Jennifer’s bag and shades are the obvious stars here.
WireImage / James Devaney
For a NYC date in October 2003, Jennifer dressed up in all-white, Ben dressed down in all black.
Getty Images / Frazer Harrison
It’s Ben’s sunglasses for me. The two showed off their winter wear at Sundance in 2003.
Getty Images / Frederick M. Brown
Jennifer was glowing in this Pucci gown at the Daredevil premiere in 2003, while Ben looked polished in a suit.
