When detention becomes a sexual reward

Charles has just been hired to teach geography in a private high school for boys from rich families. He’s a handsome 34-year-old man, dark brown hair, hairy chest, peachy butt, and a bulge that doesn’t go unnoticed. The principal even told him to wear a jockstrap so that his cock is not so much in evidence. “Keep your family jewels tucked nicely inside”, he said.

The John A Macdonald College, in honor of Canada’s first Prime minister, welcomes boys aged from 14 to 18, from grade 9 to 12. Charles is a senior high school teacher, so his students are all over 16. The main responsibility of Charles is not so much teaching geography but maintaining order in the private college. He’s the prefect of discipline and is known for giving a spanking when a student misbehaves. Behind his back, Charles is called the “master of discipline”.

When a 17 or 18-year-old student is summoned to Charles’ office, there is no doubt in the mind of the youngster that he will have to drop his pants for a few blows on the buttocks. Charles goes further and pulls down the underwear to caress what he likes the most: a young guy’s ass. The first time a student gets punished, the spanking doesn’t really hurt. Boys are usually stoic and many let the master of discipline slide his finger in their crack. They don’t dare argue when Charles darts their shit hole, congratulating them on a yummy rosebud.

When Anthony is called a second time to Charles’ office, the prefect locks the door but the blinds are not completely closed. He pulls down his own pants to show a bulging sweaty jockstrap. “This is your second offence, Tony. You will wear my jock for a special spanking.” Charles strips naked and watches the student slip on his musky gear. There’s nothing more that excites the prefect than a bubble butt framed in a white sweaty jockstrap. It so happens that Tony has the peachiest ass in the college.

This time, Charles stands in front of Tony, his naked dick rubbing against the student’s pouch. He holds him tight and starts slapping his ass cheeks. Feeling young fresh skin excites the prefect and sends shocks to his shaft. As for Tony, the reaction is not what the prefect expected. The boy gets hard, moans with pleasure, smiles and approaches his lips to kiss his master of discipline.  

Teacher and student bond sexually. Their attraction is obviously a well-kept secret. Or is it really? A week or two later, the principal of John A. Macdonald College stops by Charles’ office, and sits down for a private conversation. “It has come to my attention that you have given a spanking to Anthony. I have nothing against this kind of punishment, but it must be done in a very private place. Your blinds or not completely closed and students can accidently see what is going on. I hope I made myself clear.”

Charles had a narrow escape this time; he must now be extra careful in his fantasies of young asses to grope. Instead of reducing his ardor, the principal’s warning encourages him to increase the number of detentions and to fool around with at least one pair of fresh buttocks per week, in complete safety of course.

Every time he orders a student to meet him, it’s after the gym period, after the shower that he has supervised. Behind closed door and blinds, Charles says: “I will not register your detention if you let me bite your ass instead of spanking it.” This is a lure into which the student easily falls. The prefect of discipline takes the opportunity to lick the ass and to slide his tongue in the clean yummy shit hole, which he poetically calls a rosebud.

When Tony gets rimmed, he is so excited. It’s a first for him, of course, and he wants to share this incredible pleasure by also indulging in ass eating. Charles and Tony, both in jocktraps, devour each other’s ass with frenzy, as if their lives depended on it. The geography teacher has all sorts of techniques to spice up their carnal encounters. He sometimes covers the anus with whipped cream and calls it a peach sundae. He smells his partner’s musky jockstrap while he sticks his tongue as far as possible, then shoots his jizz on Tony’s divine hole to lick it greedily. He alternates between tongue-fucking and kissing on the lips, mixing ass juice and saliva.

In the middle of the second semester, Charles is asked to substitute for the grade 12 geography teacher on sick leave. This is how he gets to know Brad, the captain of the football team, who happens to sport the biggest ass in the entire college. The athlete has a reputation for being a diehard straight guy among his classmates, but Charles questions this assertion. Isn’t this a subtle way to hide latent homosexual desires? The fact remains that during his first detention, Brad presents his ass as soon as the door is closed and says: “go ahead, spank me, you fucking faggot!”

Charles puts all his enthusiasm into caressing, pinching and slapping the footballer’s huge butt. He soon notices that Brad is getting as hard as a stallion in heat. He’s cut, thick and hairy, so fucking virile! Charles can feel the student’s shaft pulsing, ready to explode. No need to let a load of jizz spill over the floor. His mouth engulfs Brad’s virile sword and pumps the precious nectar which soon drips on his face. Charles is tempted to say: “No girlfriend has ever satisfied you as I did!” He keeps this thought to himself, and tries to imagine a reason to detain Brad next week… and push his exploration of the sublime ass further.

Luck is on the teacher’s side. The student shows up to geography class three minutes lates. Brad has his ticket to another detention. He has a plan in mind, a challenge that he hopes the master of discipline will be able to firmly and deeply meet… When he shows up, Brad is wearing leather pants with a zipper on the back door. The message is clear. He wants to be fucked. He’s not the diehard straight dude of John A. Macdonald College. He’s the faggot who dreams of a man pounding his joystick in a virile begging hole.

Charles steps forward, ready to shoe his cock into the hottest ass he’s ever seen. Brad stops him and says: “You have the green light if your tool is either thicker or longer that mine.” The two men suck each other to display all their splendor. They measure the end result and the verdict is predictable: Brad has a thicker chopper and Charles has a longer throbber. Ass pounding in a college is about to experience an apotheosis worth of the Guinness Book of Records.

The teacher lubricates his cock and rubs his mushroom against the squeezy hole, shoving the shaft halfway in and out. The slave encourages the master to pound him deeper. This is all new to him but the pain-pleasure combination excites him to a point never reached before. The few times Brad has fucked a cunt, he had fun but it doesn’t compare to this manly nirvana. Charles positions himself to not only fuck Brad with rhythm but to kiss him on the neck, the ears and the lips. When he’s ready to ejaculate, the master pulls out his pulsing shaft to squirt the slave all over his face, to lick the jizz and to French kiss the best fuck buddy who has ever crossed his path.

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A personal note to conclude. I went to a private boarding school and we had a prefect of discipline, a priest, who liked to hug young seminarians warmly. I was too naïve at the time to imagine that there was any sexual overtone.