This volume features the following stories depicting the corporal punishment of teenage boys:

Yearning for the Past: Jerry's family home is a big old house open to the public. He likes to visit the old schoolroom when no one is about, and develops a fascination for the punishment book, a battered old desk, and the cane he finds hidden by the wall. He likes to bend over the desk and wonder what it would be like to experience the sting of the cane. One day, his wish is granted when a visiting lady stumbles upon him bending over ready to receive 8 of the very best with the cane.

A Tribute: Teacher Linda Hampton realises that Brad is worrying about something. Encouraging him to share his problem, she learns that Dorothy, his new stepmother, is going to be spanking him in the future. Never having had much experience of getting spanked, Brad wonders if he could arrange to 'practice' with Miss Hampton, in order to desensitize him to spankings. His tolerance to corporal punishment is built up, but it is another pupil whose behaviour markedly improves!

Homemade wine: Eric and Jack have been found out... the pair helped themselves to Jack's parents' homemade wine, watering it down and thinking that no one would notice. Jack's mom phones Eric's mom, and Eric is sent next door to apologise. However, he does not expect to see Jack standing in the corner minus his pants. He also doesn't expect what happens next - Mrs Bascombe insists that Eric should pay for his bad behaviour, and turns him over her knee for a spanking with the hairbrush.

Asking: Frank is fascinated when he discovers his friend actually gets spanked. He wants to know what it feels like as his own parents never spank, and he manages to have his friend's mother do the deed. But it's not at all what he expected as it hurt too much! He determines to have no more to do with spanking. But there is much more in store for him...

Switch - A Regretted Gift: Ralph Gawsley is becoming increasingly frustrated at being unable to view any 'adult' images which his father has blocked successfully from Ralph's computer. Ralph finds a website dedicated to switches, and notes the hickory tree in the neighbours' yard. Having revealed his interest, matters backfire and he finds himself cutting a branch from that tree - and it's his own backside that gets the stinging treatment from his neighbour, Mrs F