If your brain just went boom boom pow, you're probably not alone—but Justin Timberlake and the Black Eyed Peas diva did briefly date (making her his first older woman). "Justin and I would go out together and have fun and make out," Fergie told Cosmopolitan. "But we were never serious. He was Mr. Right Now."
One of her less-famous exes, LaVorgna met Biel on the set of 1998's I'll Be Home for Christmas (shout-out, Jonathan Taylor Thomas!) and would later date her on-and-off screen during his stint on 7th Heaven, where he played her bad boy ex. The two split in 2001 and he split from the Camden household soon after.
Both were graduates of the Mickey Mouse Club. Both became the biggest thing in pop music during the '90s. It's as if J.T. and Brit—who affectionately dubbed each other Stinky and Pinky—were destined to date, which they did through countless tabloid rumors, numerous world tours and one infamous denim outfit. We're still kind of crying that river.
A match made in slime heaven: Diaz and J.T. met at the 2003 Nickelodeon Kids' Choice Awards and quickly hit it off, despite their (often commented on) nine-year age difference. The duo broke up "with continued love and respect for one another," even eventually reteaming for Bad Teacher.
Jessica continued her streak of dating costars with the future Captain America, whom she met on the set of the action-packed Cellular (the two played boyfriend and girlfriend). The chemistry clicked, because not only did the two begin dating offscreen, but they reteamed for 2005's less-seen London.
The Yankees player's dating life is a gossip-column staple, and Biel was able to fill one of those prestigious slots, if only for a short while. The duo hit the clubs in Vegas and the beaches in Puerto Rico together before calling it quits. Jeter would then go on to date Minka Kelly.
Justin was linked to a handful of women—Scarlett Johansson, Olivia Munn, Olivia Wilde—during his split from Biel, including his Friends With Benefits costar. Despite frequent whispers of flirting, the two shot down rumors of romance. But Kunis claimed to be "just friends" with Ashton Kutcher too. So...
During the months Justin and Jessica were broken up, rumors ran rapid that she was getting cozy with her Playing the Field costar, Butler, while shooting in Louisiana. At the time, Jessica's rep claimed the two were "just friends" but they were later spotted cruising on the PCH back in L.A.
Now take a look back at Justin and Jessica's romance through the years!