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Set in 1955, Jewish teenager Lenny (Ryan Merriman) from the Bronx is sent to live with his aunt and her new Italian husband in Brooklyn for the summer after his father dies. He decides his mission is to see a man and a woman "doin' it", but is let down when he discovers his aunt is seven months pregnant. Luckily for Lenny, however, his next-door neighbour is Hedy (Gretchen Mol), a beautiful former brassiere model...

Also starring Joey Franquinha as John, Peter Onorati as Phil, Amy Braverman as Alice, Ilana Levine as Norma, Rich Licata as Polinsky, Patti Lupone as Sylvia, John Bolger as Doctor Flynn, Robert Weil as Guido and Alex Sobol as Marty. Written by Marshall Karp, directed by Jason Alexander.