Just Looking (1999)

Lenny (Merriman) is a typical 14-year-old from the Bronx, Like every teenage boy, he is totally fascinated with the concept of sex. But the year is 1955, and Lenny is too scared to actually "do it." So he dedicates his summer vacation to the next best thing. Seeing two other people do it. (Sony Pictures Classics)
Cast and Information
Directed By: Jason Alexander
Written By: Marshall Karp
Starring: Gretchen Mol, Ryan Merriman, Patti LuPone, Deirdre O'Connell, Ally Walker, Peter Onorati, Ilana Levine, Robert Weil, Richard V. Licata, Joey Franquinha
Country: USA