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Patty Nadal — Red-haired senior in high school who Jim meets in a lingerie shop with Wendy Jones and Camille Lombardi (this event is described in book one, Lucky Tickets). She becomes a best friend and confidante to Jim.

Gerry Pembroke — Senior friend of Jim’s who plays electric guitar in his own rock band as well as the jazz band. He dates Wendy Jones.

Doreen Peterson — A girl that Jack and Jim meet in a park (this is described in the first story, Lucky Tickets), along with her cousin. She becomes good friends with Jack.

Mr. Jean Proilet — (Name pronounced “John PREE-lay”) Jim’s music teacher who understands Kristen to be Jim’s muse. He is truly impressed by Jim’s musical ability, and pushes Jim to use his talents. He is the closest thing to a father figure that Jim has.

Lynette Robbins — Blonde captain of the cheerleaders. She’s best friends with Camille, and, like Camille, is bright and pretty.

June Rodgers — Black cheerleader. Goes out with Tiny Jonas.

Stacy Ryan — Sophomore singer and soloist in the school chorus and jazz band.

Derek Smith — Twelfth grade drum player in the jazz band.

Charley Swift — Kristen’s mother.

Daniel Swift — Kristen’s father.

Kristen Swift — Richest girl in school, and, as Jim describes her, “a lovely blonde Goddess”. She becomes Jim’s main love interest after Patty Nadal plays matchmaker between the two during the first story, Lucky Tickets. Prior to that first story, she was seen as a school leader, and had her own “gang” of friends who looked down their noses at other people. The gang disbanded during the first story after Kristen found a new focus for her life after Jim and Kristen started dating.

Will Swift — Kristen’s adopted older brother who is currently attending college in Massachusetts.

Ms. Taylor — Jim’s English teacher during his sophomore year.

Ms. Tomago — School Assistant Principal. She’s viewed with disdain by most students, as she often takes sides with teachers during disputes despite any other considerations.

Jack Williams — Jim’s best friend during junior high school.

Patrice Williams — Jack Williams’ older sister, who used to be a friend of Jim’s before deciding that Jack and Jim were losers and found her own friends. She becomes friendly once again with Jim during the first story, Lucky Tickets.

Mr. Yankovitz — School Principal, who is known affectionately as “Mr. Yank” by the students. He is considered stern, but very fair in his dealings with the students.