Where would we be without the ultimate ’90s rollercoaster romance between Reese Witherspoon and Ryan Phillipe? The pair met when Ryan happened to crash Reese’s birthday party. He turned out to be a very welcomed uninvited guest!
In 1999 they went on to star as doomed lovers in the cult classic “Cruel Intentions” and got hitched a few months later. After rumors and suspicions of Ryan allegedly playing around with other women, Phillipe and Witherspoon called it quits. They have two children together — a daughter named Ava and a son named Deacon, who they continue to happily co-parent to this day.
Kim Basinger and Prince
The movie "Batman," which was screened in 1989, was where it all began for Kim Basinger and musician Prince. Basinger starred in the movie, while Prince was responsible for the amazing soundtrack. Kim Basinger was interviewed once, and she said very freely that the time with Prince was very meaningful for her, as all moments were back then.
She was a free spirit who did whatever was on her mind, and judging by Prince's public image, he was very similar to her in that respect. Apparently, dating Prince was right up her alley. The two even worked together on music projects!
Winona Ryder and Christian Slater
It is no surprise that this romantic story took its first steps on set. It happened to many stars, and it happened to Christian Slater and Winona Ryder too. Slater and Ryder starred together in the 1988 movie "Heathers" and had a massive crush on one another, so it's a good thing they played a couple.
They announced publicly that they were an item, even though their relationship didn't last too long. Winona Ryder said that Slater was just another story to add to her relationship book. Slater, however, admits that Winona was the love of his life and the woman he always wanted.
Brooke Sheilds and Liam Neeson
Despite their 13-year age gap, Brooke Sheilds and Liam Neeson hit it off in late 1991. Their love connection was so intense that Neeson popped the question after only 3 months of dating! However, shortly after the proposal, Liam flew home to deal with his home flooding.
Brooke apparently patiently waited to hear from her fiance but never did. Yep, he ghosted her! Even Brooke Shields can get ghosted, apparently. No one is safe anymore. A few months later, when he got his senses back, he came crawling back to her and re-proposed, to which Sheilds answered, "NO." Go, Brooke!
Lance Bass and Danielle Fishel
"Boy Meets World" star Danielle Fishel and NSYNC member Lance Bass were high school sweethearts back in the 90s and even went to prom together. The young lovers weren't meant to be but remained good friends. After Lance came out as gay in 2006, Danielle was incredibly supportive of her former flame.
Lance recently told Danielle, "I always knew you would completely accept me," on his podcast "The Daily Popcast with Lance Bass." Now that's love! The two eventually found romance in other partners — Bass is married to actor Michael Turchin and Fishel is married to film producer Jensen Karp.