Brad + Gwyneth Stars: Cool 90s Couples You Might Forget Existed

Fleeting romances, dysfunctional engagements and lively breakups – we recall the dramas of forgotten Hollywood couples.

These two are headed straight for the Most Awesome Couple You Didn’t Know Existed. It is true that Madonna had so many fans that it is simply impossible to keep everyone in your head, especially if it was already 30 years ago.

But the pop singer and rapper officially dated for a full 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 former lover also said that Madonna is the oldest woman he has 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 former hobbies of the actor. He dated Jones for three years, from 1998 to 2001. And although they looked very cute in public, it was rumored that Ashton acted like a supporter of the patriarchy and was against January developing her acting career.

The couple is immortalized not only in archival photos, 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 as the real one had already ended. Aniston and Donovan began dating in 1995 and broke up in 1998, just as the Joshua/Rachel storyline was in production.

The actors dated for about a year after meeting on the set of Good Will Hunting, but their split was not so auspicious. 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 love story with Ethan Hawke, with whom she had two children, the actress was already married. She stood at the altar with Gary Oldman. However, family life was not long. They married in 1990 and divorced two years later.

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

“I consider Joaquin and all his sisters to be 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 drama 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 Seven in 1994 and announced their engagement in 1996. But they broke up six months later. Gwyneth later commented that it was her fault and called Pitt “a very good person”. The actors still maintain friendly relations.

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