Freddie Prinze Jr.
Owen
Two down-on-their-luck childhood friends struggle to figure out their lives. Ray, a drummer in a rock'n'roll band, and aspiring filmmaker Owen spend most of their time working menial jobs and drinking. When Owen's fiancée Lynn breaks off their engagement, he finds himself spiraling and lets Ray accompany him to a two-bit film festival he's 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 changes in their relationship and his life.
New York City Serenade
Owen
Ray
Lynn
Russ
Ben
Melinda
Francie
Karen
Smark
Condiments Girl
Terry
Girl #1 (Dawn)
Jock 1
Chuck P. Solizo
Miss Lormph
Glenn
Becky
Clerk
Rachel
Check-in Clerk (voice)
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