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

Caught Watching My Stepmother Spank My Dad: Danny's parents divorce and he lives with his dad, who shacks up with Megan - who proves to be the stepmom from Hell. She quickly infiltrates the lives of Danny and his Dad, stands for no nonsense, wants her own way in everything, and spanks very hard with an evil hairbrush. Danny is subject to her discipline and hates it, but then late one night he discovers his dad is also on the receiving end of her hairbrush. Caught snooping, Danny is about to get another dose...

Host Mother Knows Best: Living in Germany, Lance admits to his attractive young 'host mother' that he would have been spanked by his American mother if he had behaved badly. She queries it when he claims the punishment did not hurt, and from then on they agree that the coming year will feature severe spankings whenever she feels he deserves them.

Heaven or Hell?: Kevin wakes without memory in a blank, featureless room. Gradually he becomes aware as memories begin to return, and he sees a beautiful woman whom he knows as Angelique. His disturbing recent history comes back to him and it's clear that it is going to take some time to make expiation for the wasted years. There is a painful price to be paid to absolve his guilt.

A Dose of My Own Medicine: At his aunt's garden party, Jeremy is mesmerised by his aunt's big bottom. Though he knows he shouldn't, he whacks it with a ping pong paddle, then finds himself being taken to the basement by his mum and aunt to receive a good dose of his own medicine! This incident is the cause of many years of fantasising by Jeremy, who wishes she had done it harder and on his bare bottom.

Reality Intrudes: Lance and his friend, Dickie, are caught playing a prank. Dickie's mom says they both should be spanked, but sends Lance home. Lance, who has been fantasizing about being spanked by someone besides his own mother, sees his chance. He goes to see Dickie's mom and asks her to spank him, but the reality doesn't quite match his fantasies.

The Last Time: A teen boy learns he is not too old to be spanked, especially when he continually pushes his luck with his mother, who gives him a sound spanking with her belt. Unfortunately his ordeal is overheard by Kelly, an attractive cheerleader who he rides to school with, and he just knows she will tease him about it for ever.

Double or Nothing: Wanda knows she's made a parenting mistake by letting her son off the hook for repeated reckless driving but making a double or nothing deal with him should it happen again. Another police stop soon occurs, and the loving mom must give the teenager the spanking of his life.

Too Old for Spankings: Peter is curious about spankings as he's never been spanked by his mom - but Mrs Tucker spanks him instead, and continues to do so, even when he's eighteen.