Take A Trip Down Memory Lane With 23 Celebrity Couples You Completely Forgot About

Cher and Tom Cruise? Shia LaBeouf and Rihanna? Brad Pitt and Sinitta?

brad pitt gywneth paltrow

by Emma Spedding |
Updated on

In the mood to remember retro-couples that love forgot? You know, like Ryan Reynolds and Alanis Morissette, or that infamous '80s power couple, Brad Pitt and Sinitta (Brirmitta?). We have picked out 20 of the best couples you forgot existed from the wild pairings of Shia LaBeouf and Rihanna to Cher and Tom Cruise. Take a trip down memory lane in the gallery below...

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Take A Trip Down Memory Lane With Celebrity Couples You Forgot About

Sandra Bullock and Ryan Gosling1 of 23

Sandra Bullock and Ryan Gosling

Ryan Gosling dated his Murders by Numbers co-star Sandra Bullock while filming in 2002, despite their 16-year age gap.

Joaquin Phoenix and Liv Tyler2 of 23

Joaquin Phoenix and Liv Tyler

Joaquin Phoenix and Liv Tyler dated for three years and lived together, after meeting on set of Inventing The Abbots.

Renee Zellweger and Jack White3 of 23

Renee Zellweger and Jack White

Renee Zellweger and White Stripes' Jack White were together for two years. Renee's spokesperson at the time about their split: 'They remain good friends. There's no scandal and no new relationships.'

Tyra Banks and Will Smith4 of 23

Tyra Banks and Will Smith

Will Smith and Tyra Banks dated for a year in 1993 after Tyra appeared on The Fresh Prince of Bel Air.

Ashton Kutcher and January Jones5 of 23

Ashton Kutcher and January Jones

Ashton Kutcher and January Jones dated from 1998-2001. They met as models during a shoot for Abercrombie & Fitch. When Ashton went to New York to shoot The Distance, they grew apart and he predicted January's career would be short-lived: 'He was not supportive of my acting... he was like, "I don't think you're going to be good at this",' she said. No guesses who had the last laugh there then.

Tom Cruise and Cher6 of 23

Tom Cruise and Cher

Tom Cruise and Cher could be the strangest couple, well, ever. Two decades after their relationship Cher told Good Morning America that despite the 16-year age gap these two dated in the 80s. She said he was 'just the most adorable man you can imagine.'

Sofia Coppola and Keanu Reeves7 of 23

Sofia Coppola and Keanu Reeves

Sofia Coppola and Keanu Reeves dated after her father, Francis Ford Coppola, directed him in Dracula in 1992.

Sarah Jessica Parker and Robert Downey Jr8 of 23

Sarah Jessica Parker and Robert Downey Jr

Back in the 80s, Sarah Jessica Parker and Robert Downey Jr dated for seven years and started dating when they were both 19. Robert has said of their relationship: 'I was so selfish. 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 provided me a home and understanding. She tried to help me. She was so miffed when I didn't get my act together. Sarah Jessica would pull me out of a hangover, and we'd go pick out furniture together. She is a force of nature!' He added: 'I was in love with Sarah Jessica and love clearly was not enough. I was meant to move on.'

Brad Pitt and Gwyneth Paltrow9 of 23

Brad Pitt and Gwyneth Paltrow

Hollywood heavyweights Brad Pitt and Gwyneth Paltrow were engaged and were together between 1994 and 1997. 'I'm so lucky that I spent time with Brad, somebody who was such a good person! Especially when I was, like, such a mess,' Paltrow said about the couple. Gwyneth said that they called off the engagement because she wasn't ready for marriage. This was her first high profile relationship and she has revealed that it taught her to watch her mouth: 'I said things about being in a relationship [with Brad Pitt] that felt wrong to me even as I was saying them.'

Kirsten Dunst and Jake Gyllenhaal10 of 23

Kirsten Dunst and Jake Gyllenhaal

Kirsten Dunst and Jake Gyllenhaal dated for two years from 2002 and lived together in Malibu. They owned a dog called Atticus.

Anna Friel and Robbie Williams11 of 23

Anna Friel and Robbie Williams

Anna Friel and Robbie Williams they were the cool new Brit couple for, ooh, at least two months in the late 90s. Both were coming out of long-term relationships (she with Darren Day; he with Jacquie Hamilton-Smith). They split after Robbie was pictured on a 72-hour bender snogging a blonde while Anna was in Dublin.

Brad Pitt and Sinitta12 of 23

Brad Pitt and Sinitta

Power couple alert: Brad Pitt and Sinitta were together for 1988-1990. They met when his agent called hers after he saw her on telly and fancied her. She wasn't impressed. 'I thought it was quite rude,' she said. What happened: 'We only had a brief affair' is all Sinitta has said on the matter, although it's thought they dated for two years. Brad went on to date his way through Hollywood's A-Z, from Juliette Lewis to Gwyneth and Jen. Sinitta? Well, she moved on to Simon Cowell.

David Arquette and Drew Barrymore13 of 23

David Arquette and Drew Barrymore

David Arquette and Drew Barrymore were a couple in 1991. Before they co-starred in Never Been Kissed (as siblings – gross!) and Scream, they were briefly together. They split on amicable terms after a few months. But did David ever truly get over her? He admitted to Howard Stern that he wished they'd had a baby. 'How cool would an Arquette- Barrymore child be?' Drew: truly, the one that got away.

Matt Damon and Winona Ryder14 of 23

Matt Damon and Winona Ryder

Matt Damon and Winona Ryder dated for three years, at the same time as his best pal dated Gwyneth Paltrow.

Ryan Reynolds and Alanis Morissette15 of 23

Ryan Reynolds and Alanis Morissette

Ryan Reynolds and Alanis Morissette were a couple from 2002-2007. And the pair got engaged two years after meeting, before splitting in 2007. A year later, Ryan was married to Scarlett Johansson and Alanis was exorcising her sadness in excruciating detail on Flavors Of Entanglement.

Matthew McConaughey and Sandra Bullock16 of 23

Matthew McConaughey and Sandra Bullock

Matthew McConaughey and Sandra Bullock dated after meeting on set of 'A Time to Kill' in 1996, but often denied that they were in a relationship claiming they were just friends. In 1997 Sandra said that 'we have fabulous chemistry together,' but said that they were only friends. These two remained close friends as Sandra said to Cosmopolitan: 'There's a great amount of respect and love. I feel very cared for by Matthew. No matter where he is in his life or where I am in mine—he could be married—I know we would stay close.'

Nicolas Cage and Sarah Jessica Parker17 of 23

Nicolas Cage and Sarah Jessica Parker

Nicolas Cage and Sarah Jessica Parker got together in 1992, after meeting on the set of Honeymoon In Vegas. They split following the wrap party, with SJP merely stating Cage was 'a wonderful travelling companion'. Post- filming, he moved on to Uma Thurman.

Matthew McConaughey and Janet Jackson18 of 23

Matthew McConaughey and Janet Jackson

Matthew McConaughey and Janet Jackson were a thing, too. On Watch What Happens Live, McConaughey said the two 'had dinner one night. That was sorta it.'

Madonna and Vanilla Ice19 of 23

Madonna and Vanilla Ice

Madonna and Vanilla Ice dated for 8 months in 1992. Vanilla Ice explained to News of the World in 2011, 'I broke up with her after she printed that book [Sex] because I was hurt to be an unwitting part of this slutty package. It was disgusting and cheap. We were in a relationship yet it looked like she was screwing all these other people.'

Christina Applegate and Brad Pitt20 of 23

Christina Applegate and Brad Pitt

Did you know that Christina Applegate was briefly with Brad Pitt? We didn't - until the actress was asked about her date with Brad Pitt at the 1989 MTV Video Music Awards on TV show Watch What Happens Live.  Apparently Applegate ditched Brad for another guy - although she remained tight-lipped about it on the TV show. But Christina did reveal she has seen Pitt since then - although they never went out on another date again.

Shia LaBeouf and Rihanna21 of 23
CREDIT: Getty

Shia LaBeouf and Rihanna

Wait, Shia LaBeouf and Rihanna went for dinner in 2007? Obsessed. He told Playboy, 'We weren't passionate about each other in that way, so we remain friends.'

Kim Kardashian and Nick Lachey22 of 23

Kim Kardashian and Nick Lachey

Back before the TV show Newlyweds and his marriage to Jessica Simpson, Nick Lachey dated Kim Kardashian! The former 98 Degrees singer hinted that Kim was desperate for fame during their time together - he said she would tell paparazzi their whereabouts so she could be photographed.

Mischa Barton and Jamie Dornan23 of 23

Mischa Barton and Jamie Dornan

Apparently Mischa Barton and Jamie Dornan dated way back when - well, in 2007 before he was a Fifty Shades star. The pair were spotted at an Arcade Fire concert.

READ MORE: Hottest Celebrity Couple From The Year That You Were Born

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