Hav Plenty

This 1997 romantic comedy, directed by Christopher Scott Cherot, follows the story of Lee Plenty, a struggling writer who finds himself entangled in a complex web of romantic entanglements during a weekend getaway with an old college friend, Havilland Savage. The film features Cherot himself in the lead role, alongside Chenoa Maxwell and Tammi Katherine Jones. Notably, the movie was an official selection at the Toronto International Film Festival. For those interested, it can be viewed on Soap2day for free.