Hitchhiking to Woodstock: The year is 1969, and Jason and Dave decide to travel hundreds of miles to attend the Woodstock music festival. Unfortunately Dave's old 1956 Chevrolet breaks down, and so Jason continues the adventure on his own, attempting to hitch his way to New York. He is picked up by Mrs. Donaldson, a beautiful and wealthy widow. Jason never does get to Woodstock, but he gets something even better... wild sex and a smoking hot bottom.

Adam and the New Bartender: Adam's regular stint in a bar is disrupted with the arrival of a new bartender - a middle-aged woman, who just happens to be a cop, Lieutenant Louise Jackson. At nineteen, Adam isn't old enough to drink, a fact recognised by the police Lieutenant. A pool table is put to alternative use as Adam is bent over it and given the taste of the strap on his bare bottom.

Bad Boy Camp Counselor: Josh feels his hedonistic plans for the summer dissolve as he listens in dismay to the new Program Director of a summer camp outline her plans to improve and change the former culture of the camp. She begins with a long overdue spanking for Josh, using a very mean paddle to drive the message home.

Bad Boy Jimmy: Hellraiser Jimmy is very attracted to Bonnie, but his feelings aren't reciprocated. Finally, Bonnie agrees to a date, but there are conditions: Jimmy has to quit smoking and drinking, and understand there will be serious consequences for lying and backsliding. He soon discovers what those consequences are!

Bad Boy Personal Trainer: Caught peeping at naked women in the gym's sauna, Ryan's secret peephole is discovered, and he finds himself in big trouble with the boss. Phyllis paddles him hard, and tolerates no nonsense. However, Ryan does get an unexpected and pleasurable bonus after his ordeal...

Taming the Bad Boys: Senior members of the Kappa Gamma Alpha Sorority discuss what they are going to do about the riotous behaviour of certain members of the basketball team, specifically five young men who have earned a bad reputation for their antics on campus. Twenty swats each with a hefty paddle proves very motivational!