By now, you’ve probably heard that Jennifer Lopez and Ben Affleck are hanging out again—an impressive 17 years after their much-hyped relationship first ended. While I don’t feel inclined to share the blurry paparazzi photos, I know our readers have Bennifer on the brain, as evidenced by the fact that over 58,000 of you liked our Instagram gallery of Affleck and Lopez’s best outfits from the 2000s.
If Affleck and Lopez can get back together after almost two decades, what’s stopping Ryan Gosling and Rachel McAdams from following suit? Oh, right—they’re both married with kids. Darn. But that doesn’t mean I can’t reminisce about all the iconic celebrity relationships of the 2000s, arguably the heyday of the Hollywood power couple. Scroll down for a walk down memory lane and to shop ’00s trends that still look cool today.
Jessica Simpson’s entire outfit would look right at home in 2021, over two decades after this photo was taken. Who cares if they’re not together anymore—this look had sartorial longevity.
Although their reign continues to this day, they were a fresh-faced, new couple all the way back in 2001. How cute are they?
Ah, the quintessential television co-star romance. The O.C. fans loved this matchup, which defined early 2000s fashion.
Mariah Carey wore this very 2000s miniskirt and shrunken jacket to announce her engagement to Nick Cannon in May 2008.
Yes, slip dresses are still going strong 20 years later. Here, Mischa Barton walks the red carpet with then boyfriend Brandon Davis.
Every fan of The Notebook wanted co-stars Gosling and Rachel McAdams to last, but alas, their IRL relationship didn’t make it past 2007. Here, McAdams wears a corset with jeans—a combo that’s still cool in 2021.
Diddy recently shared a throwback image of him with J.Lo on Instagram that racked up over a million likes. Their relationship was a match made in music heaven.
Bet you forget about this couple, right? The leading lady and main man of rom-coms, Sandra Bullock and Gosling dated around 2002.
