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Five O. Henry stories, each separate. The primary one from the critics' acclaim was "The Cop and the Anthem". Soapy tells fellow bum Horace that he is going to get arrested so he can spend the winter in a nice jail cell. He fails. He can't even accost a woman; she turns out to be a streetwalker. The other stories are "The Clarion Call", "The Last Leaf", "The Ransom of Red Chief", and "The Gift of the Magi".

Four tales unfold in Wes Anderson's anthology of short films adapted from Roald Dahl's beloved stories, "The Wonderful Story of Henry Sugar", "The Swan", "The Rat Catcher", and "Poison."

A young Southern débutante temporarily abandons her posh lifestyle and upcoming, semi-arranged marriage to have a lustful and erotic fling with a rugged drifter who works at a local carnival.

Story of Linda Lovelace, who is used and abused by the porn industry at the behest of her coercive husband, before taking control of her life.

Teenager Susan Turner, with a severe crush on playboy artist Richard Nugent, sneaks into his apartment to model for him and is found there by her sister Judge Margaret Turner. Threatened with jail, Nugent agrees to date Susan until the crush abates.