Cindy crawford is dating denis rodman
Larry Flynt and hit it off so much they even got engaged!
We’re sure he’s a great guy, but we just couldn’t risk him stealing our eyeliner all the time.
The two of them dated back in the early ‘90s but sadly broke up because of Robert’s notorious drug problem. We could just imagine them having romantic dinner together, singing country songs and serenading each other.
Which, in hindsight, is probably for the best, who would want to see Iron Man going shopping? I mean, that’s what singers do all the time, right? Back in 1990, these two dated in the only way Madonna and Vanilla Ice could.
But it seems their relationship was cut short because Ashton had no faith in her acting and told her she wasn’t going to make it in Hollywood. Alyssa Milano and David Arquette had a brief fling in 1991, but it ended pretty quickly. Star and the Scream star had pretty hectic schedules and they both had their eyes on other people… Their relationship didn’t start on the school playground.
Instead, their love blossomed on the set of Good Will Hunting.