13 Total 90’s pairs that you haven’t thought of in 30 years

Cameron Diaz and Matt Dillon

In addition to the lead role in the 1998s There is something with Mary Together, Dillon and Diaz Also dated in the 1990s after the meeting years before nearby film sets. She said to the UK Guardian 1997, “I love him incredibly.”

Years after their relationship ended, Dillon told ParadeThe per CBS newsthat Diaz was a “muse.”

“It’s a very powerful thing when you feel so for someone,” he said about falling in love. “Cameron was a mouse for me. I had not been in any deep emotional relationships.”

Diaz now shares two children with husband Benji Madden.

Paula Abdul and John Stamos

Tribe and AbdulSeen here in the early 90’s, dated some time and have held a friendship over the years. In 2015, Abdul shared a throwing photo of the couple together with a reunion that Stamos published on their own Instagram page as well.

“Cold -hearted Snake and the US darling,” Stamos wrote. “Together again and it feels so good.”

Stamos married his wife Caitlin Mchugh Stamos 2018 and they welcomed their son Billy the same year.

Matthew McConaughey and Sandra Bullock

The two Oscar-winning actors dated after the first meeting on the set of their film from 1996 A time to kill.

“We dated a while after A time to killand we are still friends, ” he told me Playboy 2016. “She and I have another version of our relationship to put on movies, and we are looking for something. She’s not a little girl. She’s a woman. She could run a country.”

McConaughey now shares three children with his wife Camila Alves McConaughey while Ox Is the mother of son Louis and daughter Laila. The two do not just share a dating story; They also have both deep ties to Austin, eg.

Toni Braxton and Shemar Moore

The SWAT Star was half of a few iconic 90s savings-incumbent on this memorable mating with Grammy winner in 1995.

While talking to people about his “pretty good entry into Hollywood,” he explained how he became known as the “guy who dated Halle Berry (1997) and Toni Braxton (1995). ”

Years later Moore welcomed his first daughter Frankie with now ex-Girlfriend Jesiree Dizon And Braxton welcomed two children with his ex-husband Keri Lewis.

Scott Speedman and Keri Russell

While the two played love interests on the screen as Felicity and Ben on Bliss From 1998 to 2002, they also dated outside the screen for a while. (Did it make it awkward when Felicity decided to persecute Noel?)

While they are both now in long -term relationships with other people, the two dear friends remain.

Edward Furlong and Natasha Lyonne

American pie is all about in the 90s as it gets, And full and LyonneAs “was together for a while”, participated in the 1999 premiere of the film together.

In an interview with his friend Chloë Sevigny for Harper’s Bazaar 2014Lyonne says she “was crazy for him on (Detroit Rock City) Movie set, “where the two cost.

Andrew Keegan and Leann Rimes

Rimer and Keegan met as teenagers, she told Sydney Morning Herald 2022 and was connected only after she saw him in a newspaper.

“I started meeting Andrew Keegan at 15,” she told the newspaper. “He was an actor in teenage movies and we were together for three years. When we were filming a video for my song Commitment in Santa MonicaI Girl through one Teenager The newspaper and discovered him. I told my boss and hair and make-up artist that I thought he was cute. The next minute my then manager Andrew called and asked if he wanted to meet me; That’s how we joined. ”

Keegan now shares Daughter Aiya Rose with Arista Ilona While Rimes is married to Eddie Cibrian and is a stepmother to her two sons.

Jewel and Sean Penn

After the 1995 meeting, Jewel and Pen had a brief romance, as she discussed in her book Never broken: songs are only half of the story.

After seeing her perform Late in the evening with Conan O’Brien, Penn was enough for Jewel via telephone movement which her Alaska-based father first wrote as a Prank call.

“One day my dad came to find me and said,” Jewel, you have to get some cooked fans out there in the lower 48. Some guy who just prank and said he was Sean Penn, “she wrote. After asked her to compose a song for a movie he worked with, met the two and she found him” charming, white. ”

Penn now shares two children with ex-wife Robin Wright while Rider shares a son with ex Ty Murray.

Kathy Griffin and Jack Black

The two comedians dated in the 1990s but in a post to Tiktok earlier this year said griffin “dating is a very loose term.”

“This is a picture of me and my then boyfriend, Jack Blackthat you probably feel the most from Rock school“She wrote together with the Throwback shot.” So he was the first boyfriend I ever had there second bros thought I was cool because I met him. ”

Grip withdrawn their relationship further on tictokRemember a time she said, ““ I need a shower towel. “And he goes,” you stand on it.

In her book she writes that the couple “went out only two or three times, but it is a relationship in my book.”

Drew Barrymore and Luke Wilson

Wilson and Barrymmoreseen here in 1999, dated for a few years at the end of the 1990s, but years later Talkshow hosts told Kate Hudson That at least part of their time together was an “open relationship.”

Hudson remembered to meet Barrymore for the first time while she was at dinner with Wilson, to which Barrymore replied: “I met him, but I think he also met other people …” It was an open relationship; We were young. ”

“We are just young, we have fun, we all play, act, hang,” Barrymore continued. “You don’t take everything so seriously, and it was fun and we had the best time.”

Owen Wilson and Sheryl Crow

Luke’s older brother Owen were all loved with the then girlfriend Gala at the 2000 premiere of Shanghai then. Per AND! BeginnerThe couple started dating in 1999 after the meeting on the set The minus man and dated for two years.

Crow is now the mother of her two sons Wyatt and Levi.

Will Friedle and Jennifer love Hewitt

Fried were on deck to support Clock At the premiere of 1997 by I know what you did last summer in Hollywood. The following year, Hewitt showed up at Friedles Show Boy meets the world as his character’s love interest. And while the episode could be a fan favorite, Friedle said on a section of Pod meets the world podcast last year that the “super -intensive” makeout scene The two filmed are “uncomfortable” to watch now.

Hewitt now shares three children with his husband Brian Hallisay. Friedle married his wife Susan Martens 2016.