When we think of infamous celeb relationships, we’ve got our Brads and our Jens and our Mileys and our Liams, but what about lesser-known celeb couples that once existed?
Turns out, Hollywood has a lot more former couples than you’d expect… starting with these celebs who split before any of us even realized they were dating!
Chelsea Handler and 50 Cent

Chelsea Handler and 50 cent may have dated, but she only got “50” percent of him.
That’s because they never had a committed relationship, according to Handler.
“I don’t know if I can handle him, to be honest,” she said .
Alanis Morrissette and Ryan Reynolds

After meeting at Demi Barrymore’s birthday in 2002, this unlikely former Canadian couple became super hot and heavy .
They were even engaged for several years before splitting.
Zachary Quinto and Jonathan Groff

Star Trek meets Glee !
Zachary dated Jonathan in 2011 , almost a year after the Glee actor had come out as a gay man.
They sadly split sometime in 2013.
Kathy Griffin and Jack Black

Griffin had a very brief affair with Black.
She even wrote about it in her memoir, Official Book Club Selection: A Memoir According to Kathy Griffin .
In it, she recalled the time she took a shower at his place and his only towel was used as a bathmat on the floor.
Cher and Tom Cruise

Since Cher and Tom Cruise dated in the 1980s , it’s not surprising that no a lot of people knew they were ever a couple.
Although they eventually split, Cruise can sleep well knowing that he’s in the top five of Cher’s best lovers.
Hilary Duff and Shia LeBeouf

A bad first date stopped this potential relationship in its tracks.
Shia even described his date with Hilary as “probably the worst date he ever had.”
Sandra Bullock and Ryan Reynolds

After his divorce to ScarJo, Reynolds briefly dated his The Proposal co-star in 2011.
Emilia Clarke and Seth MacFarlane

Now this is one we didn’t see coming.
The actors started dating in 2012, but split up a year later due to their long-distance relationship.
Scarlett Johansson and Ryan Reynolds

This celeb pair didn’t just date; they were married . For two years.
In 2010, they called it quits due to conflicting schedules.
Lena Heady and Jerome Flynn

These Game of Thrones co-stars may have dated back in the day, but they clearly had a messy breakup since they refused to film any scenes together on the show.
Mila Kunis and Macaulay Culkin

Talk about a throwback!
Way before Mila ever got together with her soulmate, Ashton Kutcher, she dated Home Alone’s Macaulay Culkin for nine years!
Madonna and Tupac

This is one relationship Madonna likely wants to forget since Tupac broke up with her via a ” breakup letter .”
In the letter, he wrote that he didn’t want to jeopardize her career by having her seen with a black man.
Kirsten Dunst and Jake Gyllenhaal

Kirsten and Jake were an “it” couple back in the day, from 2002 to 2004 .
Despite calling him the love of her life, Kirsten broke up with Jake since she couldn’t see things working out.
Kim Kardashian and Nick Cannon

This former pair dated in the early 2000s, but called it quits reportedly after Kim’s sex tape with Ray J surfaced.
Tyra Banks and Drake

Tyra and Drake may have dated, but it was just one date . The singer confirmed that fact when he was on The Ellen DeGeneres Show .
“It was just one date,” he said. “We went to Disneyland in disguise actually, which was really fun. I don’t even know if it was like a date. It was like a get-together. We’re still really close.”