What the Hell Happened to Jennifer Grey?
Later that year, Grey appeared in an episode of the Showtime anthology series, Fallen Angels. The series consisted of neo noir detective stories. Grey’s episode was titled A Dime a Dance and was directed by Peter Bogdanovich. Eric Stoltz co-starred as a detective who is investigating the murder of a nightclub dancer. Grey played a dancer who knew the victim.
Grey capped of 1995 with a supporting role opposite Shirley MacLaine and Liza Minnelli in the TV movie, The West Side Waltz. MacLaine starred as a reclusive piano player who maintains a relationship with her neighbor, a violinist played by Minnelli. The two of them play music together, but that is the extent of their relationship. Due to her arthritis, MacLaine hires a housemaid played by Grey. Her youthful exuberance awakens something in MacClaine and she begins making new friends.
In 1996, Grey shifted into direct-to-video-thriller mode with Portraits of a Killer. She played a defense attorney representing a charming murder suspect. Her client, played by Costas Mandylor, is a photographer. When several of the models he has worked with are found murdered following a photo shoot, Mandylor becomes the prime suspect. That doesn’t prevent Grey from falling for him. Michael Ironside co-starred.
Next, Grey starred opposite Billy Campbell and Tim Curry in the romantic comedy, Lover’s Knot. Grey and Campbell played a mismatched couple who are meant to be together. But over several lifetimes, they have never worked out their relationship. This time, to seal the deal, Cupid sends a case worker played by Curry to make sure they stay together. But complications arise in the form of Grey’s ex played by Adam Baldwin and a tempting co-ed played by Kristen Minter. If this sounds like a movie that went direct to video, that’s because it is.
In 1997, Grey appeared in the drama, Red Meat. Stephen Mailer and John Slattery (whose hair was still dark) played a couple of guys who invite James Frain to join them for their guys’ night where they dine on steak and discuss their sexual conquests. Grey played a model in an unhealthy relationship with Slattery. Lara Flynn Boyle co-starred.
Later that year, Grey co-starred in a pilot for a TV show based on Robert Altman’s 1992 show-biz comedy, The Player. Patrick Dempsey stepped in to the role originated by Tim Robbins and Grey played his boss’ daughter. The show was not picked up to series.
In 1998, Grey starred opposite Rob Lowe in the TV movie, Outrage. When Lowe witnesses a couple of young guys breaking into cars, he reports them to the police. But because they are minors, the boys are released with a slap on the wrist. They decide to get revenge by targeting Lowe and his wife played by Grey. When the law fails to protect them, Lowe decides to fight back against the pack of brats. A brat pack if you will.
Later that year, Grey had a cameo role in the high school reunion dramedy, Since You’ve Been Gone. The TV movie told the story of the 10 year reunion of a group of high school students. Since You’ve Been Gone marked the directorial debut of Friends star David Schwimmer.
The film starred Schwimmer, Philip Rayburn Smith, Joy E. Gregory, Joey Slotnick, Teri Hatcher, Jon Stewart, Rachel Griffiths, and Lara Flynn Boyle. Liev Schreiber, Molly Ringwald, Marisa Tomei and Jerry Springer all made appearances.
From 1999-2001, Grey played herself on the ABC sitcom, It’s Like You Know… Chris Eigeman starred as a New York writer who moves to LA to write a book about how much he hates the city for its superficiality and its idle rich. The cast also included Evan Handler who would later appear in the similarly themed series, Californication.
The show poked fun at Grey and her infamous nose job. According to Grey:
I decided to make fun of this, to make my fiasco become my reality. After all, it’s not cancer, and it’s absurd that just a nose job could wreak such havoc.
She went on to explain how the TV version of herself was different from how she is in real life:
She’s different from me because her priorities are different from mine for the sake of the comedy. Like many L.A. people she’s driven by fame, the desire for it, the need for affirmation. There’s a desperation there and no real sense of self in someone who is so self-obsessed. It’s great to play, though it would be miserable to live!