Wait, what?! The odd celebrity pairings you forgot about

Gwyneth Paltrow, Jennifer Aniston and Angelina Jolie have been the most visible lovers in Brad Pitt's life, but there have been others. Many will not remember that in the early nineties, Juliette Lewis and Brad Pitt were a couple. She was 16 and he was 26. Having recorded 'Kalifornia' together, some of her bad habits allegedly led to a break-up.

In Gwyneth Paltrow's long love history, there is one chapter dedicated to the actor Luke Wilson. The two lived a passionate romance of more or less a year after meeting in the shooting of 'The Royal Tenenbaums' (2001). Paltrow said in an interview that she liked him because he was tall and muscular, and that he was a great kisser.

Madonna told Howard Stern in 2015 that she dated the iconic rapper between 1993 and 1995. In a handwritten letter from the rapper to the queen of pop uncovered by TMZ, he said he thought the relationship would damage his career and "image" because she was white.

Before being with Brooke Shields, Agassi was dating Barbra Streisand for a while. She was 28 years older than him. Everything seemed to be going well until, according to some media reports, he simply stopped calling her. Nowadays we would call that 'ghosting.'

This relationship was confirmed in 2008 after a period of rumors. It ended in late 2010. For Jake, it was allegedly a tough break-up, because he thought Reese was the love of his life.

The 'Sex and the City' star dated Robert Downey Jr. for a full eight years after meeting him in 1984. In 2020, she told Marc Maron on his podcast that she only stayed with him that long because she "didn't want him to die." However, she also told Vanity Fair that despite all the pain and watching him struggle with drugs, he "taught her how to love" and she has no regrets.

In 2017, in the middle of the promotion of her show 'Big Little Lies,' Nicole Kidman admitted that she had been engaged to the father of 'BLL' co-star Zoë Kravitz in 2003. In other words, she almost married Lenny Kravitz back then. In the image, we see her at an awards ceremony in Nashville (Tennessee) with her ex Kravitz and her current husband Keith Urban.

These two were a couple from 2002 to 2003 after meeting on the set of 'Murder by Numbers.' In 2011, Gosling told 'The Times' that Bullock, 16 years his senior, was one of the "greatest girlfriends of all time."

The Mission Impossible actor and iconic singer dated in the 1980s. "I've had the greatest lovers ever," Cher old Andy Cohen in 2013. "And Tom Cruise was in the top five."

Salma Hayek and Edward Norton had a four-year relationship (1999-2003). Their public appearances were few, as they preferred not to expose themselves to the cameras, which is why their considerable dating history has probably been forgotten by many.

It was in 2002 when they appeared together at the 44th Grammy Awards. There was much speculation about a possible affair. As the protagonists themselves later revealed in various interviews, something did happen between them. However, the relationship didn't last long.

Yes, Julie Bowen, famous for playing Claire Dunphy on 'Modern Family' dated funny man David Space for a year back in 2002. “You should not date David Spade, but I don’t regret dating him because he’s a lovely person," she told actor Justin Long on his podcast, adding that the two are still good friends.

Fergie said she had a brief relationship with Justin Timberlake when her band Wild Orchid was touring with NSYNC way back in the 1990s. The relationship was actually illegal because Fergie said she was 23 at the time, but JT was just 16.

Jim Carrey became one of the most important men in Renée Zellweger's life between 1999 and 2000. They coincided in the film 'Me, myself and Irene' and he was hooked on her. Renée had made it a principle to not date colleagues, so Carrey had to work hard for her to change her mind. According to the media, Zellweger asked Carrey to marry him in Hawaii, but he said no, so the relationship ended.

From 1999 to 2003, Cameron Diaz and Jared Leto were a couple. Their dazzling careers did not leave them much time to share, however. Diaz was shooting 'Charlie's Angels' (2000) and Leto was focused on his band 30 Seconds to Mars.

Millennials will not remember that the protagonist of 'Pretty Woman' and Cindy Crawford had a relationship of almost six years. They met in 1988 at a barbecue organized by photographer Herb Ritts, fell in love, and got married in Las Vegas. However, as Crawford later confessed, the age difference eventually took its toll. He was seventeen years older.

According to journalist Juliet Macur in the book 'Cycle of lies. The Fall of Lance Armstrong,' the notorious cyclist had a relationship with Ashley Olsen when he was 36 and she 21. It came to nothing, though, and he started dating Kate Hudson after that.

They met during the shooting of 'The Devil's Advocate' (1997) and then again in 'Sweet November' (2001). In 2011, after a year of rumors, their relationship was confirmed but it only lasted a few months after that.

This couple was together for six full years after they met in 1989. After the breakup, Cox told People magazine, with tears in her eyes, that he was the most wonderful person she'd ever met. "It was the most important relationship I've ever had," she said. "We still love each other."

Penelope Cruz and Tom Cruise are a famous ex-duo, but the Spanish actress's liaison with Matthew McConaughey is less known. They fell in love during the filming of 'Sahara' in 2005 and were happy until Camila Alves crossed their path and snatched McConaughey away from Cruz.

Jennifer Lopez and Sean Combs (aka Puffy Daddy aka P. Diddy) started dating in 1999 and were together for two years.

The two A-listers met while shooting 'The Object of My Affection' in 1998. While the relationship fizzled out not too long after it started, the pair are still friends and even played a couple onscreen again in the 2012 film 'Wanderlust.'

They coincided in the shooting of 'Just Married' (2003) and fell madly in love, although an alleged infidelity of his ended their brief history. Altogether it lasted a few months.

We've forgotten about many celebrity romances - either because time past, because the protagonists did not appear much in front of cameras, or because the relationship was brief. This is the case of Kim Kardashian and basketball player Kris Humphries. They dated for 10 months and then got married in August 2011. For Kardashian, it was her second wedding. On October 31, 72 days after the big day, they broke up. And that's probably why few people remember this couple anymore.

They met at Drew Barrymore's birthday party in 2002 and later became engaged. But it all ended in 2007, and it never became clear why.

Duff dated the singer from the pop-punk band 'Good Charlotte' from the time she was 16... and he was 25. She was a teen sensation a the time but she said he took it slow. "We had five or six dates before we even kissed," she told Teen People, which put the couple on the cover in 2006.

The sex symbol dated the music industry expert for around six months after the two met on 'Britain's Got Talent.' The relationship went south, however, when Electra walked in on Cowell in bed with Lauren Silverman, his friend's wife, in 2013. Those two are still together today, and even are engaged to be married.

It happened in 2004. He was one of the hottest guys thanks to the Backstreet Boys and she was one of the richest and most famous heiresses in the United States. They appeared the perfect American couple, but according to the singer in 2013 in his biography, Paris led him to one of his darkest moments. He became dependent on certain substances and suffered from mistrust and many arguments.

The odd couple met on the reality show 'The Surreal Life' back in 2004. The model and rapper knew they were not the most likely couple and appeared on their own show called 'Strange Love.' While the realationship was passionate, i was too intense, and the couple split in 2005, causing Flav to start his own search for love on he iconic show 'Flavor of Love.'

Everything started during the filming of 'You, Me and Dupree' (2006) and they spent a few months dating, but it seems that Wilson's unrestrained lifestyle turned her off. Hudson took refuge in the arms of Dax Shepard, causing Wilson to fall into a severe depression.

The supermodel and pop star never had a relationship per se, but they did go on one date back in 2012, dressing up in disguise and going to Disneyland together. After blabbing about it on 'Ellen,' Banks even sang a freestyle rap about it on the 'Steve Harvey' show: “You ain’t my man, right now/But why you gotta not kiss and tell, but chill and tell/You goin’ to jail/And this is my Tyra mail.”

They shot 'Excalibur' (1981) together and both Liam and Helen felt butterflies in their bellies. They were together for four years.

Macaulay Culkin and Mila Kunis were together for 8 years when they broke things off in 2010. It is not clear what happened, but Mila did acknowledge in the Armchair Expert podcast in 2018 that it was all her fault.

They met during the filming of 'Four Brothers' in 2004. Tom Cruise's unauthorised biography (by Andrew Morton) says that the actor regarded Vergara as his future wife before he ended up marrying Katie Holmes. Sofia did not take the relationship any further, though, because of religious reasons. The Colombian actress thought she would go to hell if she married the famous actor, several media have reported.

'Twilight' star Taylor Lautner dated Taylor Swift for a while. They met on the set of 'Valentine's Day.' Things didn't go very far and they limited the fling to a few months (August to December 2009). "It was a nice time," Lautner recalls in Entertainment Tonight. "We had fun together for a few months."

Back in 2002, Jake Gyllenhaal and Kirsten Dunst were two of the industry's most successful actors and together they made a perfect couple. Few remember their courtship, because it didn't last long, really.

Brief was the romance of Kaley Cuoco and Henry Cavill in 2013. It barely lasted a few weeks. As she later confessed, they broke it off because of media pressure and jealousy.

Perhaps the most famous man in Selena Gomez's life is Justin Bieber, but she also dated Taylor Lautner for a while in 2010. Apparently, everything was going very well between them but they broke up because of media pressure.

It was in 2001 that they started dating, having met through mutual friends. They split up in 2006, but came to work together on the films 'Cellular' and 'London.'

So perfect is the relationship of Elsa Pataky and Chris Hemsworth, her current husband and the father of three children, that some might forget that the Spanish actress was once dating another famous Hollywood actor: Adrien Brody. They had met in Madrid in 2006 when he shot the film 'A Matador's Mistress' with Penelope Cruz. The relationship lasted three years.

The Swiss actor of Spanish and German descent was dating Carla Bruni in 1993. But then, Mick Jagger crossed her path.

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