And you thought Gwen and Blake were random.
Janet Jackson and Matthew McConaughey
Apparently they met at the 2002 Grammy's and had a brief fling. Go figure?!
Frank Micelotta Archive / Getty Images
Cameron Diaz and Jared Leto
Just look at these two lil blondies! In 2002, the Telegraph called them one of "Hollywood's most photogenic, but least photographed couples." Lucky for us, some paparazzi caught them literally shopping for some plants back in the day. That's how you know shit got serious. RIP and miss you!
FameFlyNet
Britney Spears and Fred Durst
Okay this one was random AF and I'm waiting for Britney's (hopeful) tell-all in 2025 where she REALLY breaks it down for us.
As it stands, Britney basically claims that Fred was obsessed with her, MEANWHILE, Fred says that it was a mutual relationship.
Here's what Britney said to Glamour Magazine via People Magazine in 2003:
"I think him for me, but not me for him. He's said some pretty amazing things about me. But, um, I think he leaped in too deep, too quick."
US Weekly
Wilmer Valderrama and Mandy Moore
They dated from 2000 to 2002 and in 2006 Wilmer told Howard Stern that she lost his virginity to her. Classy!
Kevin Winter / Getty Images
