New York City Serenade

Two down on their luck childhood friends struggle to figure out their lives. Ray a drummer in a rock and roll band, and Owen an aspiring film maker spend most of their time working menial jobs and drinking. When Owen's fiancé Lynn breaks off their engagement he finds himself spiraling, and allows Ray to come along with him to a two bit film festival he has been invited to in Kansas. There Owen makes several attempts to patch up his relationship, while Ray scams them into a deluxe suite at the local Four Seasons hotel by posing as Wally Shawn's son (who happens to be receiving a lifetime achievement award) and generally causes a major ruckus. By the end, Owen decides to make some changes in their relationship and in his life. New York City Serenade featuring Freddie Prinze Jr. and Chris Klein is streaming with subscription on FilmBox (Via Prime Video), and available for rent or purchase on iTunes. It's a comedy and drama movie with a less than average IMDb audience rating of 5.1 (563 votes).