Before leaving the bedroom, Jilks took some more clothes from a drawer. To Richard, he gave a white, thin cotton gown, open the length of one side, with two tapes to tie and hold it together - Richard put this on and tied the tapes. It just reached below his arse cheeks and genitals. Jilks himself put on a silver lurex vest which stopped just below his navel and well above his genitals.
Thus dressed, they went to a dooor at the end of the corridor and rang the bill. One of the twins appeared and led them to the left to a door marked "medical room." Inside were Jilks and the other twin.
"This is your next to last assignment with us today," Tyrer said. "Your final assignment will of course give you a very sore bottom, an event to which we are all looking forward with some pleasure. However, first, I have to make sure that you have come to no harm from today's experiences. Over there you will see a sink. Take off your gown and give it to me, and go over to the sink, where Jilks will give you a thorough strip wash whilst we observe."
Richard undid the tapes on his gown, removed it, handed it to Tyrer and went to the sink, which Jilks had already filled with warm water. Jilks moistened a bar of soap, rubbed it between his hands, and began to soap the whole of Richard's body, from face to feet, repeatedly dipping the soap back in the water and lathering his hands. Jilks dwelt particularly on Richard's dick, which was hard all over again, and Richard's arse-ckeeks, even having Richard bend forward and ramming a soapy finger into his arsehole. Then Jilks rinsed him off, dried him and put his gown back on, tying up the tapes.
"Good," said Tyrer, "come and lie on the examination couch, Proudlove. Richard climbed onto the couch and lay as instructed on his back. The boys gathered round. Jilks lifted the gown at the front and folded it back to above Richard's dick, which was soft now. "Let's take a careful look at your penis and testicles," he said.
Tyrer lifted Richard's penis and stroked and squeezed - it started to harden. "Good, still in working order," he said, putting it down as it continued to expand. He took hold of Richard's scrotum and probed and then squeezed one of Richard's balls. Richard yelped. "Seems about right," Tyrer said,, "Let's feel the other." He was equally stern with the second ball, causing Richard to rise off the table with the sudden pain, tears coming to his eyes. "Splendid!" Tyrer said, "no problems there. Now lie on your side and bring your knees up on your chest as far as they will go and hold them there."
Richard did this and Tyrer lifted his gown up to his shoulders. "I am going to examine the inside of your bottom with a small light and telescope, to ensure you have suffered no harm from your enema," Tyrer said.
Tyrer pressed a small lubricating tube into Richard's anus and released a quantity of lubricant. removing this, he pressed his viewer a way up into Richard's rectum and took a look, getting each of the boys to look also. "Fine, no problem," Tyrer said, withdrawing the instrument. "Jilks," he said, handing Jilks some moist tissues, "wipe the grease off Proudlove's anus and prepare him for his punishment in the preparing room. We'll see you in the Punishment Room." Tyrer and the twins left.
After wiping Richard's anus, Jilks led him further down the corridor to a small room, labelled "Preparation." In this room, Richard was told to put on a clean pair of white Y-fronts, tuck into it a clean but short white vest, and a pair of white socks. Jilks would not tell him what would happen next, but simply led him out and through another door...
... at which point Richard realized that all the corridors had been going round the outside of a small auditorium. At the centre of this auditorium was a raised massage table with a white surface and two white pillows at one end. Arranged around the small plinth on which the table stood was a circle of some 20 chairs. Jilks told him to stand by the head of the table on the dais, his hands clasped behind his back. Jilks went and stood by a bank of switches near the main double doors of the auditorium.
Just when Richard was wondering what would happen next, the double doors opened and in walked... his Headmaster, leading the twenty boys whom he had had masturbating in the dorm. More extraordinarily still, all the boys were only wearing short T-shirts, covering neither genitals nor buttocks, and white trainers.
In silence, they trooped down, each standing in front of a chair. The Headmaster came to sit on the plinth and was soon joined by Tyrer and the two Appletons. The Headmaster stood and said, "Turn round boys."
The twenty boys turned round.
"Look at their bottoms, Proudlove."
All the twelve year olds had three red weals on their arses.
"Your failure in leadership is responsible for the discomfort these boys will now feel as they sit. Sit down boys."
The twelve year olds sat, wriggling uncomfortably on their seats, sweetly displaying their little dicks and balls.
"Boys, Mr Tyrer, here, and his assistants have been punishing Proudlove in various ways all day, but this did not stop Proudlove, in his breaktime, from seducing young Jilks. Look at the screens on the wall."
Skilfully edited video of Jilks and Richard in the bedroom showed on three wall screens, with sound. the twelve years alternately giggled, gasped and furtively rubbed their dicks. The video ended. Richard was blushing bright red, his head down.
"Proudlove would seem to be obsessed with masturbation - and so we have arranged, before his bottom is thrashed, to give him so much masturbation that he will never want to masturbate again. Mr Tyrer..."
Tyrer stood forward and put one pillow on the couch. "Appleton One - take Proudlove to any boy in the audience and have him remove Proudlove's underpants." This was done.
Richard was led back to the massage table and made to lie on it with his bottom over the pillow in such a way that his pelvis was raised up. Lights dimmed and a spotlight focussed on Richard. Live pictures of Richard on the couch came up onto the walls.
"Appleton 2 and Jilks, set to work."
Jilks joined Appleton 2 on the dais. Jilks started to stroke up the inside of Richard's thighs and onto his balls; Appleton begin to stroke Richard's dick.
Despite the audience, Richard was unable to stop going hard. Appleton 2 began to wank him vigorously whilst Jilks rammed his hands under Richard's arse and started to tickle his arsehole.
Richard had come once that day already, but it was really not long before, to his horror, bearing in mind his audience, he came all over his stomach and Appleton 2's hand. Appleton made him lick it off his hand.
At this point Appleton 1 came forward with some oil. Oiling his hand, he started to slide it over Richard's detumescing dick. His dickhead was still very sensitive after cumming and Appleton had him writhing around - all captured in loving detail on the three screens.
Richard's dick hardened again surprisingly fast and Appleton went on lubricating Richard's dick, whilst Jilks had now got a finger oiled and up his arse from underneath. Richard was suddenly ceased with an immense orgasm, yelling out and writhing around, not making much cum but in a state somewhere between agony and ecstasy.
The other Appleton returned and all three boys worked on him. It took a long time to get him hard this time and, since they had stopped using oil he was getting sorer and sorer. But Jilks produced a slim vibrator and pressed it against his arsehole and suddenly, he was coming again, virtually dry. His dick was now very red and sore and he felt massively humiliated.
The boys stood back and Tyrer ordered the sweating, sperm covered Richard to stand off the massage table. He arranged the two pillows lengthways at one end of the table, lowered the table slightly and had Richard climb onto the table and sit astride the two pillows, his bottom sticking outward near the top of the table. Then he made Richard bend with his head right down into the pillows and his arse sticking up into the air. "Proudlove's punishment starts with a caning", Tyrer said.
Jilks brought Tyrer his cane. Tyrer raised it in the air and brought it down hard on Richard's upturned butt.
THWACK!
A red line appeared laterally across the centre of Richard's arse.
THWACK!
A second line went diagonally across the first.
THWACK!
Richard gasped audibly. A third weal criss-crossed the first diagonal.
THWACK!
"AAArch!" Richard yelped.
The fourth stroke had crossed horizonally just where his buttocks ended and the backs of his thighs began.
THWACK!
"Ooh!!" Richard moaned, clutching the pillows tight in his pain. This stroke had fairly well-coincided with the first, igniting the centre of his young bottom.
Tyrer laid his cane on Richard's arse. Richard momentarily jumped. Sadistically, he let it slide across the reddening surface, before lifting it and...
THWACK!
The sixth stroke had landed on his left buttock, mainly on its flank.
THWACK!
Number 7 landed on the side of the other buttock.
THWACK!
Number 8 landed back on Tyrer's favourite location.
"Noooh!" Richard howled, collapsing flat onto the table and grasping his buttocks where they most hurt. "PLEASE! STOP!"
Tyrer looked at him, coolly. "The Eighth was the last anyway! Come down."
Slowly, gingerly, Richard stood down, naked but for his vest and socks, rubbing his arsecheeks.
Tyrer re-arranged the pillows crossways in the centre of the table, and had Richard lie on his stomach across them, his arse thus well raised. "Now each boy will come up and inspect your bottom, Proudlove, and smack it, twice."
The effect of two spanks each on a very red and sore arse can well be imagined. Some were kinder than others. Two who were too kind were taken to one side by their headmaster, bent over and given two additional strokes of the cane each.
When it was finished, the boys were taken out and Richard was left with Tyrer, Jilks, and the two Appletons.
"Now Proudlove," Tyrer said, "Stand before me."
Richard painfully stood in his sweatsoaked vest.
"Which would you prefer, to go back to your school or to stay in our school for a two week trial?"
Richard looked at Tyrer, then at Jilks. Jilks scratched his willy and grinned. "I don't know why, but I want to stay here, Sir."
"Very well, you can join the other boys - or you can strip naked and have a small spanking from me across my knee - and then spend the night here in the bedroom with Jilks and The Appletons. Which?"
"I'll take the spanking please, Sir."
*** ***