Brad + Gwyneth: Cool ’90s Couples You Might Forget Exist

Fleeting romances, broken engagements and live breakups – we remember the dramas of forgotten Hollywood couples.

These two are heading straight for The Most Amazing Couple You Didn’t Know Existed. True, Madonna had so many fans that it is simply impossible to keep everyone in her head, especially if it was already 30 years ago.

But the pop singer and the rapper officially dated for eight months in 1992, until Vanilla Ice dumped Madonna over the publication of her book Sex, which he found “disgusting and cheap”. And after the ex-lover also said Madonna was the oldest woman he’s ever been with. In general, vanilla turned out to be very bitter.

Ashton has such a strong family with Mila Kunis that even his romance with Demi Moore has already begun to be forgotten, not to mention the actor’s past hobbies. He dated Jones for three years, from 1998 to 2001. And although they looked very cute in public, there were rumors that Ashton behaved like a follower of the patriarchy and was against January developed her acting career.

This couple is immortalized not only in archival photographs, but also in the TV series Friends, as Donovan played a guy named Joshua, with whom Rachel Green had a love interest. It turns out that the fictional novel was developing just when the real one was already over. Aniston and Donovan began dating in 1995 and broke up in 1998, just as the Joshua/Rachel story was in production.

The actors dated for about a year after meeting on the set of Good Will Hunting, but their breakup wasn’t so good. During an appearance on The Oprah Winfrey Show, Damon suddenly announced that he was no longer in a relationship, and Driver realized this change in relationship status when she turned on the television.

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Although most people remember Uma Thurman from her romance with Ethan Hawke, with whom she had two children, the actress has been married before. She stood at the altar with Gary Oldman. However, family life did not last long. Married in 1990, they divorced two years later.

Joaquin Phoenix and Liv Tyler were both up-and-coming young actors when they started dating in 1997. They even starred together in the movie The Abbott’s Fictional Life before going their separate ways after a three-year relationship. But they remained friends.

“I consider Joaquin and all of his sisters my family. We were so young when we were together, I was 18 and he was 21. He was my first love,” Tyler said.

The dramas with Aniston and Jolie overshadowed Pitt’s entire personal life. But everything could have been different, because even before these events, the actor almost married Gwyneth Paltrow. They met and started dating on the set of the movie Seven in 1994, and in 1996 they announced their engagement. But six months later, they broke up. Gwyneth later noted that it was her fault and called Pitt a “really good person”. The actors still maintain friendly relations.

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