“Heartbreaking Breakups!”: 6 best Hollywood couples in the ’90s that didn’t last long

Fans still have hopes to see these couples together

Years can pass after a breakup, but some people still cannot get over it. And the situation gets worldwide when a celebrity couple breaks up, because now their fans are the only one that cannot get over their breakups. Most of their fans believe that they were just perfect together and made for each other, and some just like the drama that they created.

Here are some of the most famous Hollywood couples of the ’90s that break up, leaving all their fans in a complete shock.

Sarah Jessica Parker and Robert Downey Jr.

Sarah Jessica Parker and Robert Downey Jr. first met each other in 1984, on set of the film “Firstborn”. At that time they were both 18 years old and still too young for a serous relationship. However, after only 8 weeks of dating, the couple moved in together. They, in fact, had a long-lasting relationship and seemed very happy. However, in 1991, the couple broke up mostly because of Robert’s addiction issues.

Later in 2008, Robert told during one of his interviews, that at that period of time he really liked drinking and even had drug addiction, and Sarah didn’t accept that. The woman understood his feelings and tried to help him and she got really mad when Robert didn’t get his act together. “I was in love with Sarah Jessica, but love clearly was not enough”, said Downey.

Robert Downey Jr. recovered from his addictions and has been sober since 2003, but the iconic couple never got back together. Now, Downey is married to producer Susan Downey and they have two children together. Sarah Jessica Parker has been faithfully married to Matthew Broderick since 1997. They have 3 children together.

Brad Pitt and Gwyneth Paltrow

Before his marriage to Jennifer Aniston and Angelina Jolie, Brad Pitt and Gwyneth Paltrow used to be the Hollywood “It” couple. The young people met each other in 1994 on the set of the film “Se7en” for the first time. And shortly after their first encounter, they started dating. The iconic couple got engaged in 2006,  but never made it down the aisle. They broke up six months after their engagement.

On “The Howard Stern Show” in 2015 Paltrow blamed their young age for the breakup. “I think I was a kid and I wasn’t ready. He was too good for me”, Paltrow mentioned. Gwyneth and Brad are now good friends.

Brad respects Gwyneth and is even a fan of her lifestyle and wellness company “Goop”. “She is still a really dear friend, and she has built this empire [Goop]”, said Brad Pitt.

Richard Gere and Cindy Crawford

Famous actor Richard Gere and supermodel Cindy Crawford first met each other in 1988 at a backyard BBQ. At that time they were 39 and 22 years old. The big age gap between them didn’t prevent them from falling in love with each other.  After 2 years of dating, the couple got married in 1991 in Las Vegas. But their happy life together lasted for only 4 years and soon they divorced.

During one of her interviews with Oprah in 2013, Cindy mentioned that the reason of their breakup was the big age gap between them. “I just think your 20s for women is such a time when you’re starting to come into your own and feel your own power and connect to your inner strength and it’s hard to do that—it’s hard to change—in a relationship, because what one person might have signed up for, all of a sudden, you’re not that anymore”, said Cindy.

Luckily, in the end they both found their happiness. Cindy has been married to businessman Rande Gerber since 1998. They have two children. After his divorce with Crawford, Gere got married twice. Now he is happily married to Alejandra Silva. They married in 2018, and had a son in 2019.

Jennifer Lopez and Sean Combs

Jennifer Lopez and Sean Combs (P. Diddy) started dating in 1999. J Lo had just released her debut album “On The 6” and started appearing on red carpets in coordinated outfits with the rapper. But their relationship was full of dramas apart from fashion. In the winter of 1999 were charged after a shooting in a club. Three people got injured during the shooting, a part of which was Sean Combs. The couple fled the crime scene, hiding the gun in their car and they both ended up in a serious legal trouble.

Over time the charges were dropped. However, the whole deal led people to spreading rumors about their breakup. But Lopez later revealed, that the incident was not the reason of their parting. In a 2003 interview with Vibe, Lopez mentioned that infidelity was the main reason why they broke up. Jennifer Lopez added: “I was in this relationship with Puff (Sean)  where I was totally crying, crazy, and going nuts, it really took my whole life in a tailspin”. She also mentioned, that she couldn’t catch him cheating, but she knew that for sure. One evening he said he was going to a club for a few hours, and didn’t come back that night.

Combs has mentioned several times, that Lopez has been one of his greatest loves. They are remaining good friends to this day. As you already know, Jennifer Lopez has restarted her relationship with Ben Affleck and now they are happily married.

Johnny Depp and Winona Ryder

The love story of Johnny Depp and Winona Ryder completely captivated the public in the ’90s. The couple first met each other in 1989, at the New York City film premiere of “Great Balls of Fire”. Johnny Depp has mentioned, that it was love at first sight.

In his 1991 interview with Rolling Stones, Depp revealed how everything happened: “It was a classic glance, like, the zoom lenses in West Side Story, and everything else gets foggy”.

The couple started dating in two months and in July, 1990, they got engaged. After a while, Depp got his famous tattoo on his right arm that said “Winona Forever”. Three years later, the couple broke up and Depp changed his tattoo to “Wino Forever”.

The reason for their breakup is still unclear, although Johnny has mentioned several times that it was because of media circus. “It is hard to have a personal life in this town”, mentioned Johnny in his interview with Los Angeles Times in 1993. “It was my mistake to be as open as we were, but I thought if we were honest it would destroy that curiosity monster. Instead it fed it, gave people license to feel they were part of it”.

Nicole Kidman and Tom Cruise

Tom Cruise and Nicole Kidman used to be one of the hottest Hollywood couples, that had been together for 11 years. They met while filming “Days of Thunder” in 1990 and in December they got married. Kidman was 22 and Cruise was 28 years old. The legendary couple adopted 2 children  – Isabella Jane and Connor Antony. However, after almost a decade of a married life, the spouses divorced in 2001.

“My life collapsed”, said Kidman while talking about their divorce. “People ran from me because suddenly it was ‘Oh, my God! It’s over for her now!”‘. Nicole also revealed how she felt after the breakup: “I thought I didn’t deserve to be here. It looked like it was my job to put on a beautiful dress and be seen, not heard”.

After the divorce, Nicole Kidman met her current husband – country singer Keith Urban. They married in 2006. Tom Cruise married Katie Holmes in 2006, but their relationship ended in 2012.

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