Hugh Grant
Despite dating actress Elizabeth Hurley at the time, he was caught and arrested having sex with a sex worker inside of a car. It was in 1995 that this happened, where he reportedly paid $60 for oral sex. The couple tried to reconcile and move past this, but ultimately broke up 5 years later for good. On a lighter note, Grant and Hurley have remained friends since, with each of them being the godparent to one of their children.
Meg Ryan
Ryan was married to Dennis Quaid at the time of working on popular thriller, Proof of Life. Ryan’s co-star on the set was Russel Crowe, and their film chemistry clearly became real since they allegedly had an affair. It ended in a messy divorce for Ryan, while Crowe had also been in a relationship at the time, with Danielle Spencer.