As I’ve noted before, my reviews of books involving women spanking men and boys still tend to be some of my highest-viewed posts, so for those of you who are into this particular kink, have I got a book for you!

This is the story of Derek Myers, an 18-year-old man, and his introduction into a life of femdom submission to women.

First, I’ll note that in this story, 18 and 19-year-olds are still considered minors and are treated as such. Obviously, that’s just because it would be illegal (or at least against Amazon policy) to write this story about a bunch of underage teens, which the young characters in this book are clearly meant to be, so just go with it. They’re adults, but also minors, wink wink.

Derek is a Senior at a private, exclusive, all-male boarding school called Brentwood. He’s known as a bit of a troublemaker and a wannabe ladies’ man. One day he arranged a clandestine rendezvous with a girl named Maisey, a student at a nearby all-female boarding school called Heatherly Hall. They were going to meet in the gardening shed at the Heatherly Hall campus to have sex. Instead of Maisey, he’s met by Ms. Dour, the school’s headmistress, who had found out about his and Maisey’s dalliances and set the trap to catch him in the act. He’s taken by Ms. Dour (who is described as looking around 30 years old, having short black hair, standing 5’8″, with a slim body but a nice round ass and “apple-sized” breasts) to her office, where she calls the headmaster of Brentwood who agrees to let Ms. Dour punish him by spanking him, which is a regular punishment at both schools. Ms. Dour has Derek bend over her desk and pulls his pants and underwear down, and straps his bare ass with a cane over two dozen times, leaving the boy sobbing in pain, but also curiously aroused.

Derek is on his model behavior after that, at least for a few weeks. But when he starts getting in trouble again, his headmaster sends him back to Heatherly Hall, making an arrangement with Ms. Dour that from now on, whenever he needs punishment, she’ll be allowed to do it. The rest of the book details Derek’s experiences at Heatherly Hall over the course of the rest of his semester, as his punishments continue with great frequency and escalate with each session.

Other characters who get involved in Derek’s punishment include Miranda, Ms. Dour’s pretty young (21) secretary. She often participates when Ms. Dour spanks Derek, she’s the one who strips him naked, as he’s always made to be when he’s spanked, and is often instructed to give him “warm-up strokes” before Ms. Dour starts on him.

Nurse Kelley is a short, chubby woman, and once Derek is taken to her office where he’s stripped and she gives him a forced enema, in addition to spanking him. She then adds to his humiliation by taking him to a special classroom full of female students for an advanced sex education class. He’s displayed nude in front of the class as the male anatomy is discussed and then he’s spanked again by Nurse Kelly in front of them. He’s also jacked off in front of the class, so the girls can see a man ejaculate for the first time, and two students are allowed to cane him as well.

At one point, he’s sent to the school library, where three other faculty members are allowed to punish him. Amita, the Science teacher, Gloria, the English teacher, and Debbie, the History teacher, take turns spanking the boy with canes and paddles. In addition to this ass, the ladies also spank his thighs and strap the soles of his feet.

The story also includes Derek witnessing some female spanking, which is my one complaint about this book. I’ve said before that this is something I never care for in these types of stories; I prefer to read stories of women spanking men, not the other way around. And I think many readers have a similar preference, they want one or the other. If they want to read about men spanking women, or even women spanking women, they’ll read stories about that. I guess for readers who like to read about spankings of either gender, this is good for them, but I tend to skip these scenes.

So there is one session in Ms. Dour’s office, where Derek is made to wait as two female students are each spanked on their bare butts by Ms. Dour. And then Ms. Dour allows each girl to spank Derek with a cane, as she says they need to practice their caning skills (each girl is a “Prefect” at the school, charging with occasionally disciplining other students).  And during Derek’s session with the three teachers, Amity makes a deal with him in which she lets him cane her bare butt in exchange for increasing the amount of caning that she’ll give him. There’s also a scene where Derek arranges a private meeting, back at the same gardening shed, with Stacy, one of the students from the Sex Ed class. But Quinn, another student from the class, comes along and spanks them both in exchange for helping arrange the meeting and not telling Ms. Dour. After she’s finished and leaves them alone, Stacy and Derek take turns caning each other.

Although Derek often gets erections during his canings, the first time it gets directly sexual is when Miranda takes her pants off and makes him lick her asshole in exchange for less canning. In a later session, she briefly sucks him off, just to get him to the point where he’s ready to cum, but then she stops, not allowing him to ejaculate, as that is punishment for him, too.

By the time the school year comes to a close, Derek has become so accustomed to his punishments that he’s sad about graduating. During what is to be his last session with Ms. Dour, after she thoroughly canes him, she makes an offer to him to come work at Heatherly Hall during the summer. He’ll live on campus and participate in the school’s special summer classes, which include being displayed during the Sex education classes, being the practice dummy for Prefects who are learning how to cane students, and in the Medical classes where students can practice giving him enemas. She also, for the first time, lets Derek see her nude and hints at a sexual relationship with him during this time. I’ll spoil the ending by saying that Derek accepts the job.

It’s a well-written book. If you’re really into the pain aspect of spanking, I can assure you that Frank Martinez goes into deep detail about Derek’s various spankings and canings, describing how hot Derek’s cheeks feel with each stroke. And a recurring theme is how this pain is exacerbated by the mind games that the ladies put him through. They’re always setting him up to receive more punishment. He’s constantly earning “demerits” for various offenses, like crying too loud when he’s being caned or for moving when they order him to stay still. They demand that he ask them to cane him, but get mad if they don’t think he sounds sincere enough. They’ll ask him how many straps he thinks he deserves, and no matter what number he gives him, they’ll say it’s too low. And these demerits mean he gets even more straps than he was originally promised, so his agony just keeps being prolonged

If it’s the humiliation aspect that turns you on, his embarrassment at always being made to strip naked and be presented in front of clothed women is palpable, especially when he gets his involuntary erections in front of them. He’s also degraded in other ways. Like when he’s given food to eat, he has to eat it on all fours off of plates on the floor.

Again, the inclusion of some women and girls getting spanked is the only thing about this book that I don’t care for and keeps it from being perfect in my eyes. Still, I enjoy it enough to give it a Chacebook rating of FOUR STARS.

AVAILABLE AT AMAZON.COM