Back in the 1980s and 1990s, John Cusack set the standards for all men in the industry. Apparently, not only was he an inspiration for other men, but he was also very popular amongst women. Take Jami Gertz, for example. Gertz was a member of the famously known “Brat Pack” of the 1980s, and the two had things going around 1983.
They met on the set of “Sixteen Candles,” and before it even began, the romance was already over. Cusack has since moved on to other relationships, though he has been extremely private about all of them, and Gertz went on to marry philanthropist Tony Ressler.
Chloe Sevigny and Harmony Korine
Ah, young love! Before Chloe Sevigny was an acclaimed actress and Harmony Korine a cult-classic director, the pair were just friends in their early teens. When it came time to cast actors for his first film, "Kids", Korine turned to Sevigny. Once the film was completed in 1994, the pair became more than just friends and co-workers.
Sevigny and Korine embarked on an on-again-off-again relationship that lasted several years but finally ended in the early 2000s. Since then, both of them have found true love — Sevigny is now married to an art gallery owner named Siniša Mačković, and Korine is married to former actress Rachel Simon.
Julia Roberts and Lyle Lovett
In a relationship that no one saw coming, Julia Roberts and Lyle Lovett had a whirlwind romance in 1993. The pair got hitched only three weeks after dating! Three weeks is usually enough time to finish a book (depending on the book) or go on a really fancy vacation. They are hardly enough time to decide you want to spend the rest of your life with a person.
The writing was on the wall when Lovett admitted in an interview with "People Magazine" that before tying the knot, "we’d never spent more than seven days together.” After two years of marriage, the relationship fizzled out and ended in divorce.
Jay Leno and Sharon Osbourne
Wait, what? Hasn't Sharon Osbourne been married to Ozzy since the dawn of time? Well, apparently she hasn't. Just like anyone else, she has her own history, though hers is arguably cooler than most. Before Sharon Osbourne was titled the First Lady of Rock&Roll, she had a short affair with Jay Leno.
Yes, THE Jay Leno. They met by coincidence at a bar and had a little fling. As it turns out, Osbourne didn't take the whole thing too seriously. Two months after they had their fling, Leno introduced his now-wife, the love of his life, to Osbourne, making the whole fling — history.
Chris O'Donnell and Reese Witherspoon
In 1993, Chris O'Donnell was 22 years old, and Reese Witherspoon was barely 16. She accompanied O'Donnell to a tribute party following his appearance in the movie "Scent of a Woman" and if anyone ever looked like the dictionary definition of the term "baby face", it has to be these two.
There was a bit more going on than just accompanying one another. Chris O'Donnell had reportedly admitted at the time that he had a soft spot for Whitherspoon and thought she was very nice. She, on the other hand, never spared a compliment and said that they were just friends.