The next week, when Sue and Jody arrived at Headmaster Robert's home, he hugged them and kissed them, and welcomed them as usual, but then he asked them to sit in the living room. No stripping or spanking to start this time. Instead, he told them of a contest he was going to enter them into.
It seems Headmaster Robert had made the acquaintance of a Mr. Santos, who ran "The Sinful Sanctuary", a BDSM club tucked in an out-of-the-way back alley of a nearby major city. His club was well-run, and he strived for it to be the best club and host the most sought-after entertainment. So, he came up with the idea for a contest, one where the ladies who wanted to play could receive the adulation of the audience and win a good cash prize for taking a chance on receiving some pain with their pleasure. The contest he started gained traction and became very popular, bringing in his biggest crowds, and drawing out the most daring of women.
"Since you were late again last week, and your punishment was a bit too enjoyable to you for my liking, I've decided to enter you in the BDSM contest as your next punishment. So here's a little more about how the contest works," Headmaster Robert continued.
"Each month, Mr. Santos runs the "Ladies Choice" contest, and now that it is well known, he's upped the prize to $1000 to the winner, $500 for second place, and lifetime free drinks to all selected contestants. The ladies sign up in droves, urged by boyfriends, girlfriends, and husbands alike, and four names plus two alternates are drawn the evening of each contest. The ladies selected are screened backstage for their knowledge of the rules, and have to swear that they have not taken any pain meds before arriving, which is Mr. Santos' way of keeping things fair. He personally speaks to each contestant and assesses their readiness to play, and their truthfulness about any pain meds. He can be intimidating in his questioning, and he regularly removes a contestant he doesn't believe.
"The contest involves the ladies receiving BDSM-style punishments while on stage with their hands tied above their heads and their feet spread and tied to the floor. They receive points for each strike they withstand as the audience cheers them on. The fun in the contest comes from two things. First, from the selection of the striking device used on them, like a flogger, riding crop, whip, or cane, which the ladies themselves choose from two options given to them before each round. Each device has a point value based on how painful it can be. The second bit of fun comes from finding out where on their body they will be struck, which is chosen by the spin of a wheel. Then, each receives up to ten strikes on the randomly selected body part using the device they chose. The number of strikes received is multiplied by the points for their chosen device to get a total for the round. There are three rounds, plus a final round between the two highest point scorers. And after each contestant is done, they are given a nice orgasm by the staff.
"Any questions?" Headmaster Robert asked.
"So the more painful the device we choose, the more points we get for each time we get struck by it?" Sue asked.
"Yes."
"And there's a maximum of ten strikes per round?" Jody asked.
"Yes."
"And when is this contest?" Jody continued.
"I want you both to sign up at the club on Saturday night," Headmaster Robert answered.
"How much pain would we have to endure, and could we be injured?" Sue wanted to know.
"There could be considerable pain, I think, but you've experienced almost as much here in the playroom, just not as harsh. And no contestant has ever been injured while being tormented by the professionals at the club. So, will you ladies go willingly?"
"Yes," said Sue, "though I'll have to make up some excuse for my husband about where I am."
"I'm okay with it, too," followed Jody, "and, Sue, you can tell your husband you're out with me, someone you met while walking."
"That'll work. Thanks, Jody," Sue replied excitedly.
"So, we're all good. Okay, then let's meet here Saturday at six, and I'll take you both to dinner and then to the club to sign up. I've mentioned you to Mr. Santos, and he has agreed to select you both as contestants as a favor to me. I know you'll do your best and make us proud when you're up on that stage."
+ + +
The audience waited noisily on the night of the contest, enjoying drinks and with great anticipation for a good show. The contestants were chosen among the many who had signed up an hour before the show, had been interviewed by Mr. Santos, and were waiting backstage. Mr. Santos walked on stage to great applause to announce tonight's four contestants. He reminded the cheering audience that there would be three rounds, each consisting of up to ten turns of being struck by their choice between two impact devices. After the three rounds, the top two point-winners would face off later that evening in a final. He called for the ladies to come on stage and introduced them. They all walked on stage naked, having undressed backstage, to the cheers of the audience.
First came Jill, a forty-something dark-haired lady who was well endowed, had an athletic build, but a hard countenance. Second was Sue, a bit older, red-haired lady, in great shape with a winning smile. Third up was Amber, brown-haired and younger than the others, being in her twenties, and a bit overweight with larger breasts. And last to be brought out on stage was Jody, a dirty blonde in her forties with a good figure and happy demeanor. They all received a welcome round of applause, with a few cat-calls and whistles thrown in.
All four of the ladies were guided to a spot on stage where male assistants wearing only Speedos placed collars on their ankles and wrists, then secured their feet to steel loops recessed into the floor, and lifted their arms to hang onto hooks that hung from the ceiling. When all the ladies were ready, the audience could see their arms were suspended from the ceiling, their legs were spread wide to fully expose their cunts, their feet were flat on the floor, and they were evenly spaced across the stage. Everything was ready to proceed.
Then the professional dominatrix ladies came on stage, all athletic women dressed in matching black latex outfits. Each stopped at one of the contestants. The assistants stood behind each contestant to help if needed.
For the first round, each woman on stage was given the choice of a leather flogger with many straight leather strands, or a cat-o'-nine-tails, a similar flogger but with only nine strands and knots tied at the end of each one. The two choices were held before each contestant, and Jill, Sue, Amber, and Jody each gave their choice by nodding toward one or the other. Amber and Jody chose the flogger, worth two points per strike, while Jill and Sue opted for the cat-o'-nine-tails, worth three points per strike.
Then the wheel, which would be spun to determine where the ladies would be struck, was rolled onto the stage. It was large enough so the audience could see it spin, with eight divisions separated by nails, so whichever division the wheel's pointer stopped on would be easy for the audience to see. The divisions had women's body parts named on them: Ass, Breasts, Inner Thighs, Back of Legs, Nipples, Labia, Slit, and Clitoris. Every eye in the place was on the wheel as it was spun for the first round. Around and around it went, slowing down, slowing, and finally stopping on "Ass". Each contestant would now be struck on their rear, up to ten strokes or until they gave the safe word to their dominatrix.
The crowd cheered as Jill was first, and took a hard swat to her rear, with the knots on the ends of the cat-o-nine-tails striking her firm cheeks almost equally; Jill gave no visible sign that it hurt at all, though it must have. Moving across the stage from left to right, Sue was next, and she was hit in almost exactly the same way across both her cheeks; she felt the knots hit her rear and they hurt, even on the first strike, with a hard impact that left a stinging reminder that they were there, yet she registered only a minimal jerk upon being hit. Amber was third, and she absorbed a strong swat from the regular flogger; she jerked noticeably with the strike. Jody was last, and was struck across both cheeks as hard as the others, feeling the leather strands leave a sting more than anything else; she reacted with a slight flinch and nothing more. The points earned were recorded on a "Standings Board" at the side of the stage.
The second turn began immediately, with Jill receiving another strong strike to her cheeks; it registered a flinch of pain on her face despite her best effort not to show any reaction. Sue received an equally strong strike on both cheeks, and it hurt more the second time since the skin was already sore; she also flinched with the pain. Amber took a strong hit from the flogger to her cheeks and cried out despite not wanting to. And Jody received a powerful hit from the flogger on both cheeks that felt much worse than the first hit, stinging the already sore skin; it made her flinch noticeably. The "Standings Board" was updated with the points from the second turn.
And so it went through the first round. Jill was stoic, taking every hit without too much reaction. Sue was playing almost as tough as Jill, but was reacting more strongly each turn as her rear was sore, very red, hot, and stinging from the knots and leather of the cat-o'-nine. Amber was having the most trouble, jerking and screaming out with each hit by the third turn, and only getting worse thereafter. She called her safe word before the seventh turn. Jody was tough and took all ten strikes with the flogger, crying out a few times from the sharp stings of the leather and being sore and red from ten hits, but not quitting. And so when the Standings Board was updated after the first round, it read "Jill: 30, Sue: 30, Amber: 12, Jody: 20."
When the first round ended, the male assistants produced vibrators and pressed them against each contestant's exposed pussy, rubbing them up and down their slit, quickly arousing them and taking their minds off the pain momentarily. The audience cheered their approval as the ladies squirmed and yelled under the assault of the vibrators, but before any of the contestants could cum, the assistants stopped buzzing them.
With the second round ready to start, each contestant was given the choice of a flogger for two points per hit or a cane for five points per hit as their device. Jill, Sue, and Jody all picked the cane and hoped the body part the spinner chose would not be too sensitive. Amber chose the flogger again. The wheel was spun hard, and took a long time to slow as all eyes in the room watched. As it slowed, it seemed to be ready to land on Clitoris, the most sensitive body part and worst possible spot for all of the ladies, but it slipped past and stopped on Nipples.
Jill started with a cane hit to her right nipple and jerked noticeably from the pain; she seemed a little shocked at how much it hurt when she was hit by the solid wood stick as it struck downward, swiping across her erect nipple. Sue was next and took an equally strong strike on her left nipple, also a downward hit across it, which hurt more than any of the hits on her rear in the first round; she cried out at the intensity of the sudden pain. Amber took a swipe from the flogger to her left breast, which also hit her nipple, but being a less accurate device, the impact and pain was spread across her entire breast; she took it pretty well. Jody received a strong strike of the cane, again a downward hit across her protruding right nipple, a painful hit that caused her to cry out. The Standing Board updated the scores.
Round two continued, with Jill showing marked concern and a lot of pain as her nipples were caned; she cried out with each hit, and only made it through seven strikes before calling her safe word. Sue took hard cane hits to her nipples, but seemed to be able to block out the pain better with a loud scream after each one, and was able to take all ten hits. Amber absorbed the ten strikes of the flogger to her breasts and nipples, crying out near the end, but handled them all admirably. Jody regretted choosing the cane and lasted only three strikes before she cried out her safe word and stopped the assault. When the Standings Board was updated after the second round, it read "Jill: 65, Sue: 80, Amber: 32, Jody: 35." And just as after the first round, the male assistants again put vibrators to the ladies' pussies, which tempered the pain they felt and aroused them, while the audience cheered their bravery, and their squirming under the assault on their pussies.
The third round began with the ladies' choice of device. They were shown a whip worth four points per hit and a riding crop worth three. Jill, Amber, and Jody chose the crop, while Sue gambled on the whip in an attempt to lock up a spot in the finals. Next, the wheel was spun, and as it slowed, it looked for likely to stop on Labia, which made Sue nervous, but ended on Inner Thighs.
They started with Jill, as usual, as she took a crop strike to her right inner thigh and had no obvious reaction, but she felt the sting of the leather pad on very soft and sensitive skin. Sue was next and took a stroke from the whip, which was deftly delivered by her dominatrix and landed with a great sting on her inner thigh after wrapping a bit around the front of her leg; the pain was more than Sue expected, and she was suddenly concerned about lasting ten turns. Amber took a crop hit to her inner thigh, and while it hurt, she held up well. Jody also took a crop hit on her tender inner thigh and jerked a bit, but knew she would last all ten turns.
As the final round continued, Jill was able to withstand all ten strikes of the crop, as were Amber and Jody, and though they were left with red, sore skin, they were happy with their performance. Sue had the most trouble, the whip stinging terribly on her tender inner thighs, and turned out to be a bad choice for her; she lasted only four turns before yelling her safe word between screams. When the Standings Board was updated after the third round, it read "Jill: 95, Sue: 96, Amber: 62, Jody: 65."
Jill remained tough throughout and landed in the final with Sue, who achieved her goal in choosing the whip but learned it was not the device to choose again. Amber and Jody were eliminated, but Mr. Santos came on stage and congratulated all the ladies for their bravery and stated that the final would begin in one hour. Immediately after his announcement, Jill and Sue were released from their restraints to go off-stage and rest for the final, while Amber and Jody received a nice vibrator-driven orgasm for all the audience to see. They were cheered with every moan of their intense pleasure, especially when their juices started to drip from their cunts as they squirmed and writhed against the restraints. When they both came spectacularly after the painful arousal they had endured, the audience stood and applauded them. Both were taken off the restraints and escorted off the stage to get cleaned up and dressed.
Backstage, Jill and Sue were treated to massages with a topical pain reducer on their red and sore rear and inner thighs; their breasts were left alone, so as not to put anything on their nipples.
+ + +
An hour later, Jill and Sue were brought back on stage, naked, and put in the restraints again, this time center stage, and again their wrists were hung from the ceiling and their feet were spread apart on the floor. The final would be run the same way the first three rounds were, so Jill and Sue were offered a choice of a riding crop worth three points per hit or a cane worth five. Jill now feared the cane, but being one point behind Sue, she knew she'd have to risk it and last one hit longer to win, so she chose the cane. Sue knew she also had to take the cane to be sure she'd have a chance to stay ahead of Jill.
When the wheel was spun, it whirled around and around and slowed, passing Ass and Back of Legs, which would have been fine with the ladies, but slowed too quickly to make it to Nipples and stopped on Clitoris. The audience gasped, then cheered, and both Jill and Sue feared the worst, knowing they would be caned on the most sensitive spot on their bodies.
To be sure that their clits were equally exposed, the assistants brought out clips and attached them to their labia, then ran straps connected to the clips around behind their rears and tightened them enough to pull the labia lips open, completely exposing their clits. Next, the assistants touched vibrators to Jill and Sue's clits to "warm them up" for a minute, causing both ladies to squirm and moan as they came close to cumming from the unexpected arousal. The audience cheered in response to their predicament. Finally, one dominatrix, Madam Pain, the club's best and one known to be quite a sadist, came on stage with a cane in hand; using only one dominatrix ensured that the impacts given would be the same. The audience, some knowing of her reputation for inflicting intense pain for her own enjoyment, gasped at seeing her enter, while others just cheered for the contestants until the dominatrix was ready for the first turn to begin.
Jill was first, and took a hard upward hit directly on her clitoris. She stoically kept quiet, but she cringed in obvious pain as Madam Pain had excellent aim. Sue endured an equally hard upward strike right on her clit, and reacted with a jerk from the painful impact. Madam Pain paused a few moments, then hit Jill again, just as hard and in exactly the same place; Jill jerked against the restraints and screamed from the hit, tears forming in her eyes. Sue prepared herself, but nothing could prepare her for the pain of the second hit directly in her swollen clit; she jerked hard and screamed at least as loud as Jill, while a tear fell from her eye. Madam Pain paused even longer before the third hit, smiling slightly at her handywork.
When Jill took the third hit, she thrashed against the restraints with wild gyrations and screamed so loudly, and with such raw emotion, that it was painful for the audience to hear. Sue sensed that Jill might not be willing to take another hit, so if she could survive one more strike, she'd likely win the contest. She braced herself. But when the cane struck her clit, as hard as ever and exactly where Madam Pain had placed it twice before, she jerked away from the impact and screamed. Her already super-sensitive nub felt like it was on fire, a burning pain so intense she could not stand on her legs; she slumped, hanging limply from the ceiling hook. On Jill's fourth turn, she succumbed to the pain and could not bear the thought of another strike, calling her safe word and giving up. Sue was barely conscious after her last strike, but understood she didn't need to suffer another hit; she had won. Madam Pain congratulated them both and left the stage, while the final score on the Standing Board showed "Jill: 110, Sue: 111".
Though the labia clips were quickly removed, Sue and Jill were left tied to the restraints for several minutes as they recovered from their ordeal. And despite the pain, the strikes to their clits left both Sue and Jill aroused and wet, and their need increased as the pain declined. It was then that the male assistants came back with vibrators, and as promised, they put them to the ladies slits and buzzed them. They knew the ladies were still sore, so they started gently, but as Jill and Sue warmed to the vibrations on their cunts and clits, they increased the intensity. Soon, both ladies were writhing in pain and pleasure, with the pleasure gradually taking over. They squirmed, moaned and screamed in ecstasy, leaking juices from their cunts, and when their orgasms hit, they both screamed in ecstasy and squirted profusely. Both had an earth-shattering series of orgasms, driven by a final release from the intense pain they had suffered that evening, not the least of it at the hands of the sadist, Madam Pain. The audience wailed with appreciation for the show and the wonderful ending these brave ladies experienced.
When their orgasms ended, Sue and Jill were taken backstage to clean and freshen up, the pains and pleasures they had received slowly dissipating. After they were dressed, they came back on stage to thunderous applause to meet Mr. Santos, along with Amber and Jody, who had been brought back. With his congratulations came certificates for lifetime free drinks for all of them, a check for $500 to Jill as runner-up, and a first-place check for $1000 to Sue. Then they were sent back to the audience, where they received warm congratulations for their bravery and endurance from everyone they passed. Before long, the audience finished their last drinks, and the crowd thinned. Headmaster Robert escorted Sue and Jody back to his car.
"You have both made me so proud to have withstood so much tonight. I'm happy that you both got through it."
"Thank you, Headmaster Robert. It was hard, but I'm glad you know I gave my best!" said Jody.
"Yes, thank you, headmaster. It was more difficult than I ever thought, and I may be sore for a day or two, but I survived and even got a tremendous orgasm to go with a thousand dollars!" beamed Sue.
"Let's go home and have a drink!" Headmaster Robert suggested.
"Better make mine a strong one!" commented Sue.
And so they drove to the headmaster's home, and he served them the drinks of their choosing. They relaxed and enjoyed them, and when they were done, he walked the ladies to his front door and hugged them both.
"See you next week, the usual time," he said.
"See you then!" they both responded.
The women hugged each other outside before going their separate ways. And on her walk home, Sue thought about the $1000 she'd won... she was happy about it, but wondered how she would explain the money to her husband.
<< To Be Continued >>
