The unlikely celebrity couples you forget ever dated

Celebrities love to date within the confines of Hollywood – and that means there is a lot of partner-swapping going on in Tinseltown.

Over the decades, we've seen many celebrity couples come and go. But for some reason, there are a few unlikely pairings that most people tend to forget.

For example, who remembers that Ryan Reynolds and Alanis Morrissette actually dated – and were even engaged?

Read on to see the most unusual celebrity couples.

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Before Mila Kunis found love with her That '70s Show co-star Ashton Kutcher, she was in a long-term relationship with former child star Macaulay Culkin.

The pair dated for nine long years, from 2002 until 2011, and they got together when Kunis was just 18.

Speaking about their relationship on Dax Shepard's podcast Armchair Expert in 2018, Kunis said it was a "horrible" split.

"[It was] a horrible, horrible breakup," Kunis admitted. "I f—— up."

"I was an a—— in my 20s and I'll be the first to admit it. And that's something that took me a long time to come out and be like, 'Yeah, you know what, I was a d—,' and accept it and I own it now."

Christina Applegate and Brad Pitt's romance was brief and a little forgettable.

The pair made their romance debut at the 1989 MTV Video Music Awards — but they split at that very event when another mystery man caught Applegate's eye.

During an interview with Entertainment Tonight, the actress was asked about the "dumbest thing you ever did" and she replied: "One night I ditched Brad Pitt for this other dude."

The man was later confirmed to be musician and Gilmore Girls actress Sebastian Bach.

Sex and the City's Sarah Jessica Parker dated a few A-listers before eventually marrying Matthew Broderick.

One of them was Robert Downey Jr – who she dated for almost seven years in the 1980s.

Downey Jr later admitted in 2008 his drug and alcohol abuse was the reason behind their failed romance.

"I liked to drink, and I had a drug problem, and that didn't jibe with Sarah Jessica, because it is the furthest thing from what she is. She tried to help me. She was so miffed when I didn't get my act together," he told Parade.

Ryan Reynolds and Alanis Morrissette met at Drew Barrymore's birthday party in 2002 and announced their engagement just two years later.

They remained engaged for three years until breaking it off, with Morrissette claiming she was a "love addict".

"I think it's the straw that breaks the camel's back," Morrissette told the LA Times in 2008.

"I was a full-blown love addict, so it was like, 'I can't keep doing this, my body can't take it.' For someone who is a love addict, [breakups are] debilitating."

Ryan Gosling and Sandra Bullock's romance began on the set of Murder by Numbers in 2002.

Despite their 16-year age gap, the couple went on to date for a year – but Gosling later said the Speed star was one of the best girlfriends he ever had.

"I had two of the greatest girlfriends of all time," Gosling said in 2011, speaking about Bullock and Rachel McAdams.

"I haven't met anybody who could top them."

Of course, he's now with his partner and the mother of his children, Eva Mendes, so he might want to retract that statement. 

Friends star Lisa Kudrow, 60, might be happily married to French advertising executive Michel Stern, but she once dated American TV host Conan O'Brien, also 60.

The pair reportedly met at an improv class before their careers really took off and only dated for a short time, but remained friends.

Kudrow told Vanity Fair recently that she told O'Brien that he was "no one" ahead of launching his Late Night with Conan O'Brien show that same year.

Despite it sounding bad, Kudrow had the best intentions for her former flame.

"I don't know how much we talked about it. I just knew, 'You're trying to replace David Letterman. No one replaces David Letterman. You're no one'," Kudrow told the publication.

"It can't be anybody that an audience would know."

About his rise to fame, O'Brien said: "I had to develop from a fetal pig to a full-size pig in front of America."

Before Dax Shepard married Kristen Bell, the actor had a brief fling with none other than Ashley Olsen, one half of the Olsen twins.

In an episode of his podcast Armchair Expert, the actor, 48 shared that he once dated Olsen, 37.

"I dated Ashley Olsen and she's just the most wonderful person. She's fantastic," he told his co-host Monica Padman.

Shepard acknowledge they were a "pretty weird" couple but praised Olsen for being "super funny, sarcastic and intelligent".

He also recalled being "thunderstruck" by her beauty when the pair met at a party.

Before meeting her, Shepard admitted he never watched Full House, the show which catapulted the child actress to stardom.

"I luckily never saw that show," he said. "Because I probably wouldn't have been able to be attracted to Ashley if I knew her as a baby."

Natalie Portman and Jake Gyllenhaal had a brief romance back in 2006 after first being linked in 2002.

The pair had a very amicable breakup and still remain friends, with Gyllenhaal even joking about their relationship in 2011.

"She's a vegan, which makes it really frustrating when you're picking a place to eat," he joked when presenting Portman with the Desert Palm Achievement Award.

Hollywood's unlikeliest couple Tom Cruise and Cher shared a brief romance when the Top Gun actor's career was just beginning.

Their relationship began in 1985 after meeting at Sean Penn and Madonna's wedding, with Cruise 16 years Cher's junior.

Cher once confirmed to Andy Cohen that Cruise was in her top five list of lovers.

"He was in the top five. It's not a long list, just a good list," she said. "It could have been a great big romance, because I was crazy for him."

Justin Timberlake and Cameron Diaz met in 2003 and went on to date for four long years.

Both stars were at the height of fame and the media obsessed over their relationship.

The couple eventually split in 2007, denouncing any false rumours about their romance.

"It has always been our preference not to comment on the status of our relationship, but, out of respect for the time we've spent together, we feel compelled to do so now, in light of recent speculation and the number of inaccurate stories that are being reported by the media," they said in a joint statement.

"We have, in fact, ended our romantic relationship, and have done so mutually and as friends, with continued love and respect for one another."

Courteney Cox and Michael Keaton dated for six years in the late '80s and early 1990s.

The pair would reportedly bring home scripts and run lines with each other during their romance — but eventually called it quits in 1995.

"It's the most important relationship I've ever had, and I think he's the most wonderful person I've ever met," Cox told People that year.