While Grey and Swayze were never linked romantically in real life, Grey was long-linked to another one of her famous co-stars: Matthew Broderick.

The two starred together in Ferris Bueller's Day Off, with Broderick, of course, playing the titular Ferris Bueller, and Grey as his sister, Jeanie. But their relationship was mired in tragedy: The week Dirty Dancing was released, Broderick and Grey took a vacation to Ireland. Unfortunately, while there, Grey and Broderick were involved in a head-on collision that killed the occupants of the other car, a mother and a daughter (via SF Gate).

The incident changed Grey wholly. Although, following the release of Dirty Dancing, Grey was "America's Sweetheart," she found she had less interest in fame. "The juxtaposition of that deep sorrow, the survivor's guilt, and then being celebrated as the new big thing just didn't jibe. It didn't feel good to be the toast of the town," she once told People (via SFGate).

Grey and Broderick split, and following that, she was rumored to be engaged to Johnny Depp in 1989 and was also previously linked to Good Morning America anchor George Stephanopolous (via ET Online).