Gary is falsely accused of beating his insane ex-girlfriend Charlotte, and he is sentenced to 30 days in Merkin Penal, a privately run prison. Once behind bars he runs into his old friend Smitty, who's in the 2nd year of his 9 month stay, due to a run in with the TSA. Smitty is "insane Charlotte's" older brother. Smitty and Gary met while Gary and Charlotte were an item. They are forever bonded together by their shared celebration of hatred for Charlotte. After a First Class, welcoming tour of the prison via Smitty, and a run-in with Emmett O'Donald, from upper Prison Management, Gary realizes his original sentence of 30 days was all Bulls@!t. He may never get out.
Wayne Dobie is a shy cop whose low-key demeanor has earned him the affectionate nickname "Mad Dog." After Mad Dog saves the life of Frank Milo, a crime boss and aspiring stand-up comedian, he's offered the company of an attractive young waitress named Glory for a week. At first both are uneasy about the arrangement, but they eventually fall in love. However, the situation becomes complicated when Milo demands Glory back.
Frank Cross is a wildly successful television executive whose cold ambition and curmudgeonly nature has driven away the love of his life. But after firing a staff member on Christmas Eve, Frank is visited by a series of ghosts who give him a chance to re-evaluate his actions and right the wrongs of his past.
The Narrator tells us how the radio influenced his childhood in the days before TV. In the New York City of the late 1930s to the New Year's Eve 1944, this coming-of-age tale mixes the narrator's experiences with contemporary anecdotes and urban legends of the radio stars.
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