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Hot new caning fiction by very special guest author Clifton Castigo. This story is currently exclusive to The Canery! All the characters are aged 18 or over. Strictly ADULTS ONLY!
The Chair Of Truth by Clifton Castigo
It was the last night of their “Lads” holiday on the Costa Dorada when Mark learned the truth about his best friend Simon.
The two of them had come to Spain to enjoy wild nights out partying and lazy days on the beach or by the pool.
They had decided to visit a local cabaret bar that had been recommended by their holiday rep. That night there was an “Adult” hypnosis show. Simon bravely volunteered to be hypnotised. The Mesmerizer hosting the show had the volunteers perform all manner of sexually suggestive stunts but the key part of the evening came when he introduced the “Chair of truth”.
The Mesmerizer told the volunteers that they would have to tell the truth when they sat on the chair. He then proceeded to ask each of them to sit on the chair and interrogated them with a series of lewd questions that culminated in asking about their deepest darkest sexual fantasy.
In the case of Simon he said “To be caned and then taken up the arse by my best friend.” The audience laughed, but Simon’s input was quickly forgotten when the next volunteer said his fantasy was “to fuck his girlfriend’s mother”. His girlfriend who was with him on holiday was not impressed. At the end of the show the Mesmerizer instructed that the volunteers should forget all they had done during the show. As most of them had been videoed by friends and family, most of them, though, would not be able to forget.
Mark decided not to broach the subject on holiday with Simon. He quickly moved him on to another bar to spare him the embarrassment of conversations with other punters.
A couple of weeks later Mark had had time to think about what to do about Simon’s confession under hypnosis. Simon knew Mark was bisexual but until Simon’s confession in the bar Mark had always thought his friend was straight. He guessed that Simon was bi-curious but was too shy to take a dip in the pool. Mark decided he would make Simon’s fantasy reality and see where that led them. They were both in their 20s and Simon was pretty hot with a gym-toned body and an ample, pert arse, Mark couldn’t say that he hadn’t thought about it before.
Mark did a bit of research on caning and learned about where to buy canes (from a website) and the ritual of the punishment as well as the element of fetish.
A few weeks later Mark decided to show Simon a video of the hypnosis show he had made on his phone. He hadn’t told Simon that he had made a video up to that moment and had only provided sketchy details about what Simon had done under hypnosis.
Simon watched enraptured with his face turning progressively redder.
After the “Chair of truth”, Mark switched off the video and produced a cardboard tube from which he withdrew 3 yellow/brown crook handled punishment canes of different thicknesses. He swished one of them and said:
“I have decided to punish you for keeping this secret for so many years, but not today! I want you to reflect on keeping secrets from your best friend and next weekend you can take your medicine. We won’t talk about this more today, but you are a naughty boy and you’re going to have to atone.”
When Mark researched caning online he learned that anticipation was an important part of the ritual. He wanted to make Simon’s experience memorable so came up with the week’s delay to really get Simon horny and ready to take his punishment and what would follow.
To add to this he sent Simon a series of text messages during the week:
Monday: You won’t be able to sit comfortably for a week!
Tuesday: Your arse is going to turn purple!
Wednesday: I am going to make you cry!
Thursday: I’m practicing with the canes to make sure your punishment is extra painful.
Friday: You’re really going to feel it!
For Simon’s part he had a hard-on for practically the whole week.
On Saturday Mark sent Simon a message telling him to report for punishment that afternoon.
From the moment that Simon entered the house, Mark took charge. He ordered Simon to strip and then to bend over the back of a chair he had moved into the centre of the living room.
A chair of truth had started him on this road and here he was bent over another chair of truth with his arse fully exposed to see if the reality would match his fantasy.
Mark flexed the first of his canes in sight of Simon and swished it through the air menacingly.
“You’re not a schoolboy so no “six of the best” for you! I bought 3 different types of cane and I am going to give you six with each. I don’t want your hands to leave that chair or you’ll get extra.”
Mark lined himself up beside Simon and tapped the first of the canes, a stingy junior cane, on Simon’s buttocks before drawing it back into the air and bringing it back down with a loud SWISH and a resounding CRACK. A thin line of white appeared before quickly forming into a pink welt.
He remembered the instructions he had read online and timed the next stroke for about 15 seconds later. For Simon this meant that it landed just as the white hot searing pain from the first stroke reached it’s maximum intensity.
He gasped and let out an “arrgh” but held on to the chair for dear life. As the strokes continued the pain grew exponentially worse.
Soon it was time for the second set of six with a longer senior cane. This produced a longer lasting sensation for Simon. The extra length really gave Mark the chance to build up speed and he noticed with satisfaction the livid welts being produced on his friend’s arse.
Finally the last set of six with a reformatory cane left an excruciating deep pain which would fulfil Mark’s promise that Simon wouldn’t sit comfortably for a week.
By the time Mark had finished, Simon’s arse was purple overall formed by the mix of coloured stripes top to bottom imbued with pinks, reds and specks of blue.
Mark stepped back and admired his work before removing his jeans and boxers and slipping on a condom on to his raging hard-on. He then proceeded to fuck Simon until they were both thoroughly spent.
Simon’s fantasy was everything he hoped for and more, and Mark enjoyed it too. Although Simon did not appreciate it being forced out of him, he reflected that if our fantasies always remain secret, they can never come true.
D I S C L A I M E R
All characters appearing in this story are over 18 and are fictitious. Any resemblance to real persons or businesses, living or dead, is purely coincidental.
Story © MMXXI by Clifton Castigo, used here by very kind permission of the author. All rights reserved.
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