Ah, the ‘90s. This pre-Y2K time was unforgettable for many, and it also marked the beginning of a time when the public started to have more access to the lives of celebs through TV and paparazzi photos. Whether you’re celebrity-obsessed or not, you’ve got to admit that these famous couples in the 1990s were total #relationshipgoals at the time.
1. Kate Moss and Johnny Depp
This edgy couple was the epitome of cool, although people who now know about the Depp and Heard case might feel differently about that. Johnny and Kate dated for around four years, but the two broke up due to the actor’s mood swings. Yup, that tracks!
2. Brad Pitt and Gwyneth Paltrow
Today, Paltrow is happily married to another Brad, who often collaborates with Ryan Murphy on television shows. But back in her 20s, she had a thing with Brad Pitt, whom she met on the set of “Se7en.” Even though he proposed, they broke up just six months later.
3. Tom Cruise and Nicole Kidman
Today, Nicole Kidman has an everlasting love story with Keith Urban, but before there was Keith, there was Tom. Married in the 90s, the two were together until 2001, at which point their relationship mysteriously ended. We’d say she dodged a bullet with that whole Scientology situation!
4. Britney Spears and Justin Timberlake
The 90s were peak Britney era, and no one knew that better than JT, who ended up falling for her. They began a relationship around 1998 when they went on tour together, and the song “Cry Me A River,” which he wrote in the early 2000s, is about Britney Spears.
5. Pam Anderson and Tommy Lee
Blond bombshell Pam Anderson and Motley Crue drummer Tommy Lee had a rollercoaster of a love story. Married for three consecutive years, the LA couple had two kids before ultimately divorcing, but they remained on and off for several years.
6. Whitney Houston and Bobby Brown
This love story lasted 14 years but ended up tragic, with both substance abuse and domestic abuse. At first, Houston turned down Brown’s marriage proposal because she didn’t want to get married at the time. But in 1992, the two wed, and the following relationship ended a decade later.
7. Drew Barrymore and Luke Wilson
Quirky redhead Drew Barrymore has been Hollywood’s sweetheart for decades, and the handsome Luke Wilson began a romantic relationship with her after they filmed the 1997 movie “Home Fries.” After dating for a couple of years, they broke up before “Charlie’s Angels” was filmed, but they still had to work together — awkward!
8. Kurt Cobain and Courtney Love
This rocker couple had a controversial relationship in the eyes of the media and the public, especially since Love still used illegal substances when she was pregnant. In 1994, the romance abruptly ended when Kurt took his own life, but they’re still known as the ultimate grunge romance.
9. Bruce Willis and Demi Moore
Once a power couple of the 90s, Bruce Willis and Demi Moore remained married until 2000. At that point, they had three kids but remained on good terms post-divorce. Willis even attended Demi and Ashton’s wedding in 2005.
10. Winona Ryder and Matt Damon
After spending two years in a relationship, Ryder and Damon experienced a public breakup. Apparently, the two were introduced by Gwyneth Paltrow, who was dating Damon’s BFF, Ben Affleck, at the time.
11. Cameron Diaz and Matt Dillon
Before Cameron found love with Benji Madden later on, her romance with Matt Dillon was unforgettable. According to Matt, Cameron was his muse and the first “deep emotional relationship” he had been in at the time. They weren’t about drama or the limelight and kept their connection pretty low-key.
12. Ethan Hawke and Uma Thurman
Based on Uma’s interview with Oprah, she and Ethan’s separation was difficult for the entire family. Married in 1998 and divorced by 2005, the two share two children: Maya and Levon. Thurman was quoted saying she should take responsibility for the failure of her marriage.
13. Hugh Grant and Elizabeth Hurley
Apparently, exes really can remain friends, and Grant and Hurley are a great example of that. After a 13-year relationship that began in 1987, they finally broke up in 2000. However, they remained best friends and often talked about each other in interviews. Grant has said she’s the “number one person I call in a crisis.”
14. Brooke Shields and Andre Agassi
When stunning actress Brooke Shields wed tennis megastar Andre Agassi, everyone thought the power couple would last forever. However, just a couple of short years later, it all ended in an ugly divorce. In her memoir, Shields revealed that Andre had been issued with substance abuse, and when he saw her acting flirtatiously in a guest scene on “Friends,” he smashed all his tennis trophies.
