Aspiring writer Lester Grimm (Stoltz) starts going out with Ramona Ray (Sciorra) after being introduced by Lester's friend Vince (Carlos Jacott) and Vince's fiancee Lucretia (Marianne Jean-Baptiste). They immediately hit it off, but Ramona mentions on their first date that one of her ex-boyfriends is famous writer Dashiell Frank (Chris Eigeman). Lester becomes slightly jealous.