Jimmy is the father of three children, step father of a fourth child, and some-what proud Grandfather of his effeminate and name sake grandson little Jimmy. His oldest child, Shea, from his first marriage is away in the military. At home he deals with his step daughter, Chelsea, and her son, Little Jimmy as well as the children he has with his wife Dotty, including the slightly over weight daughter, Becky, and Holly, the youngest girl, that is way too attractive and voluptuous for her age.

Jimmy is a physical education teacher at the local high school where they live in Southern New Jersey. He works there along side his long time friend, Tim Grill. After school Jimmy, with the help of Tim, coaches after school sports including the High School football team and the Wrestling squad. He is also assigned to watch kids after school in detention several times a month.

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Jimmy grew up in the lake side town they live in and has been involved in it in many aspects since his youth. His parents have retired to Florida and the home they have was the one Jimmy grew up and that the purchased for his parents when they made their move down south.

Jimmy met Dotty at the local bowling alley, the Bowl-A-Rama. Dotty was working there to make ends meet and support her and her little daughter, Chelsea. Jimmy had alway had a thing for Dotty but until reality hit her with the teenaged pregnancy she was a bit of a snob and never noticed him, or many others for that matter. The birth of Chelsea changed her in every way imaginable and brought her down to earth were eventually Jimmy won her heart.