M is for Masturbate

by Thesandman

Caution: This Sex Story contains strong sexual content, including Masturbation, Petting, Squirting, .

Desc: Sex Story: Jack and Kay embark on the wildest contest ever concieved together



"Hey buddy, how'd you like to have a chance to win a million dollars, and have fun doing it?"

Jack attempted to give the guy a wide birth. He wasn't that he looked creepy or anything, but he was sure it was some kind of a scam. "Ah no thanks," he said nearly stepping down into the gutter.

"You enjoy masturbating?"

"Ok, now it's gotten creepy," Jack thought as the guy handed him a flyer.

He made it around the guy not daring to even look back, half tempted to just wad up the paper he'd been given and throw it away, but with his luck, some cop would site him for littering.

"Read it, don't just toss it," he heard from behind as though the guy was somehow able to read his mind.

Jack made it to the corner without incident. He'd been on his way to pick up his early morning coffee from a nearby Starbucks. Spotting a trash container just outside the door before entering he made his way towards it. At the last second he glanced at the wrinkled flyer and stopped dead in his tracks.

"Enjoy masturbating? Win a million dollars for doing it!"

The problem was, Jack did. Especially as he was currently between girlfriends at the moment so had been doing so frequently. A young attractive looking woman came up to him at that moment however and spoke. Embarrassed, Jack crunched the paper he was holding before she could see what it said, still about to throw it away. Which is when he realized, she was holding one too!

"Thinking about it?" she asked.

Flustered, Jack felt his face grow crimson. "No, not really. This guy just handed it to me, didn't even know what it said," Jack responded lamely.

"Oh, too bad," she smiled reaching behind him, forcing Jack to step out of the way so she could enter through the door he was still blocking.

"Sorry," Jack apologized once again allowing her to enter, which she did. He stood there for a moment longer, staring back at the crumpled paper, then towards the door where he could see her placing her order inside. Jack entered.

He'd stood in line waiting for his "Mocha Latte' Grande, skinny" spotting the girl he'd briefly spoken with sitting over in a secluded corner of the shop. Jack approached, uncertainty written in his face.

"Excuse me, but would you mind it if I joined you?"

She smiled, "Not at all, feel free."

She was attractive, but not overly so. Not the kind of woman that would turn heads more than once. But having a disarming smile and way about her that just made her average ordinary features suddenly appealing. She wore her hair long, pulled back into a ponytail, medium sized breasts that neither jumped out at you, nor caused you not to notice them either.

"Thanks," Jack said sitting down.

"So. You thinking about it?" she asked pointedly.

"About what?" Jack answered evasively, answering a question with a question. She laughed.

"Maybe you wouldn't make it through the auditions," she said flatly. "You're too shy for one thing, and certainly inhibited."

Jack was truly at a loss for words.

"Did you even look at it? The flyer," she reminded him not accepting his 'act'. Maybe you should."

Jack took the crumpled paper from his pocket where he'd stashed it, spreading it out on the small round table between them.

"Enjoy masturbating? Win a million dollars for doing it!" Jack read again, then continued.

The flyer went on to say that there would be ten teams made up of men and women, all carefully selected through auditions, which would continue throughout the rest of the week. Various times were included as well as the location which happened to be an old movie theatre now turned into a 'Comedy Club' that he was very familiar with. It mentioned only briefly that there would be challenges, and as those were either met or failed, teams would be eliminated until there was only one final pairing. At that time the final pairing would be given the final challenge against one another for the million dollars.

"This is for real?" Jack said finally looking up. She was grinning.

"Yep, it is! I've already called the number to verify it. By the way, my name's Kate, though my friends call me Kay," she said extending her hand. Jack took it.

"Ok... Kay... Kate," he amended quickly feeling awkward, then silly at the double sound of her name.

"Call me Kay," she said easily. "And yours?"

Jack felt like a fool, like some teen-age pimply kid about to feel his first tit. Though why he felt that way sitting here as he was, he had no idea.

"Ah Jack," he said simply.

"Ok... Ah Jack," she responded with that same disarming look, and then burst out laughing.

"What's so funny?"

"Was just thinking."

"About?"

"Well, if somehow we do both manage to make it through the auditions, and dependant upon what kind of challenges we're given..."

"Yeah?" he interrupted briefly.

She laughed again, and then continued. "Well, it will be the first time I've ever jacked a Jack off!" she said giggling.

"Oh yeah... guess it would," and then he laughed, though his head was now filled with the image of her doing just that.


The reason Kay was even there having coffee was because it was her intention to be amongst the first to audition, figuring it would give her a better than average chance. The first time was less than an hour from now, just a short walk further on down the street.

"I'll be right back," he told her. "Don't go anywhere... I need to make a phone call!"

Jack called into work informing his boss who he got along with very well that something important had come up, but not only that, he might also have to re-schedule his upcoming vacation a little earlier than he'd originally intended.

"Well?" she asked upon his return. "Everything 'cum' out all right?" she asked emphasizing the word. Once again Jack felt his face flush.

"No really, I really did need to make a call. So now... I can go with you," he finally smiled excitedly. "I just hope this isn't some kind of race to see who comes first or something, or last for that matter. I wouldn't win either."

"That's nice to know," Kay responded with a flirtatious look. Which then caused Jack to wonder about something else.

"You know, if that is the case, if this is some sort of a kinky race or some kind of endurance test, wouldn't a woman have a distinct advantage over a man?"

Kay spun the paper back towards him. "You didn't finish reading it, check out the footnotes at the bottom of the page." He did, his eyes suddenly growing wide.

"Only women with the ability to ejaculate need apply."

"Oh!" Jack exclaimed suddenly, looking up into Kay's grinning face. "OH!"


Although Jack knew about it, having downloaded a few movies off the Internet, he'd never actually known, or seen a woman who could. As he and Kay made their way towards the old theatre, visions of Kay doing that filled his mind now too. In fact, he had all kinds of wonderful thoughts racing around inside his head, and an erection to match.

"Nice!" Kay said looking down towards him. "Glad to see you getting excited about this!"

Jack nearly stumbled, taking a quick glance down at himself as he'd tripped over the curb.

"It's ok Jack," she leaned in whispering. "I'm horny too!"

As they turned the corner, they both stopped short. A line with at least thirty or forty people standing in it stood waiting to get in. "Ah oh, maybe we should have come earlier!" Kay said in surprise. "Come on!" she said grabbing his hand, forcing him to keep up as she all but ran towards the end of the line. Which for Jack wasn't an easy thing to do with a full-blown erection.

Interestingly as he and Kay stood there, Jack noticed that for the most part these were all everyday average looking people. Sure, there were one or two that stood out in the crowd as appearing a little "creepy" as he was fond of saying. But beyond a small handful, these were people you would pass along the street, even see in an office similar to one he worked in himself, "Or..." he considered. "Meet going in to order a coffee."

Ten minutes before the scheduled time, several people came out with clipboards and pencils with questionnaires. They began handing them out to everyone.

A very professional looking woman in a three-piece business suit spoke, "Please fill out these forms prior to leaving today after the auditions, provided you're still interested in participating afterwards."

After that, they were invited in taking various seats within the cozy audience area while another professional looking guy, also in a business suit stood on stage with a microphone in hand waiting for everyone to be seated. After several minutes the back doors were closed and the lights came down with a soft spotlight now on stage.

"Ok, everyone... listen up! I know most of you are wondering if this is for real. I can assure you that it is!"

Jack along with everyone else listened as they were told of a somewhat eccentric, to remain anonymous, billionaire who had come up with the idea while at a party. The more he'd thought about it, the more he liked the idea, finally approaching some contacts he had in the entertainment business who were willing to go out on a limb, all underground of course, and create their own little reality show around the theme of 'masturbation.' He'd gone on to say that the money was already in an account on deposit with the access codes even then held in the envelope, which he held up for everyone to see. It was of course sealed and only to be opened upon awarding the eventual winner.

"Damn," Jack leaned over whispering to Kay. "This really is for real!" he exclaimed in abject surprise. Kay giggled. "I certainly hope so, I have every intention of winning it!" she whispered back.

"Ok, here's how it works," their host began. "We will select ten women, and ten men who will then be randomly paired. No one is allowed to be partnered with someone they know, or someone they are currently in any sort of a relationship with. Should that happen, both participants will be immediately disqualified."

That brought a nervous chitterling along with a few giggles from the audience.

"Over the course of a week, each team will be given two challenges to accomplish in one twenty-four hour period. One of which will be relatively easy, the other fairly difficult. As teams complete these challenges, they will return here and clock in. Any team failing to complete their combined, or separate challenges will be immediately eliminated. In addition, the last team arriving to check in will also of course be immediately eliminated. When the last team is finally determined, there will then be a final challenge against the two for the ultimate winner of 'One Million Dollars!'" he exclaimed enthusiastically amidst a sudden roar excitement.

A number of questioning hands had already shot up into the air as well.

"Before I open it to any questions, let me make one or two additional comments and see if I can't answer some of those before we begin the preliminary auditions themselves. First, you will be escorted with a cameraman at all times who will videotape your challenges. The equipment they will be using will be the type often found in security surveillance, so it will not be obvious to anyone except perhaps for yourselves that you will be on camera, nor that any of this is actually being filmed for verification and accomplishment of your challenges. Secondly, as there is some potential risk involved here, you are to be advised that should anything happen, should you be arrested, or otherwise discovered, that will be at your own risk!"

A few groans and worried murmurings could be heard amongst the audience.

"However," their host began once again. "Any legal fees, posting of bail or things of that nature will also be provided by our benefactor in the event this should happen to any of you."

That seemed to pacify everyone for the most part, though a very small handful of people actually stood and began making their way out of the theatre.

"Well, that increases our chances a little bit!" Kay said happily as they watched the others soon leave the establishment.

"And now for the hard part," their host informed everyone. "For each of you who are willing to stay, you must first go through a rigorous challenge right here to determine if you're to be selected. Anyone not wishing to face this challenge will also be invited to leave the premises immediately!"

"Here we go!" Kay said sitting up even further in her seat. "This is where I'm sure it gets interesting!"


"You will notice a stack of baskets," their host stated holding one up for everyone to see. "As your name is called, you will be invited to come up on stage, take one of these with you as you come by them. Each has an envelope containing a hundred dollar bill, which is yours to keep once you have finished undressing whether you continue on or not from there. You will then be invited to take one of the seats at random until we have the first group of ten on stage with us. After that, each of you will be asked to openly masturbate in front of everyone else, both those in our audience as well as those on stage. A selected panel of judges will observe, make notes and comments, perhaps even ask you personal selected questions as you do, gauging your response, as well as your enthusiasm. So be mindful of that, it's important enough to go along way with the judges in making their final decisions."

Jack was nervously grateful that his name was not called amongst the first ten participants. While Kay on the other hand was wickedly delighted when hers was.

"Good luck," Jack told her as she excitedly stood.

"Thanks, you too!" she beamed. "Just remember Jack, " she giggled turning back towards him briefly for a moment. "You're jacking off for a million bucks... keep that in mind!" she offered.

Jack allowed a small cleansing breath to escape his lips. He'd try and remember that while jerking himself off in front of a bunch of total strangers.


Most if not all appeared nervous, apprehensive save for one or two, including Kay who unabashedly sat nude upon her chair listening to some last minute instructions. Many, especially the women didn't seem to know what to even do with their hands. Some crossed breasts as though it were cold, which it wasn't. Others sat with crossed legs effectively and demurely positioning themselves against prying eyes from the audience.

Most of the men Jack also noticed with the exception of one guy were still as limp and flaccid as they'd ever been. And one of the "creep" guys hiding his dick entirely by bending over so far you'd have thought he was waiting for a prostrate exam.

When at last they were told to begin, Jack sat watching along with everyone else as the six men and four women began, or rather mostly began masturbating. Three guys sat there like zombies, eyes closed even though they were jerking themselves off. "Creepoid" just continued to look until first invited, then escorted off stage. One of the guys, like Kay, seemed to be looking and watching everyone else, obviously enjoying not only what they were doing, but seeing. One of the women finally stood and began to dress. She was quickly ushered off the stage as well. Finally, the guy who Jack termed as "Mr. Happy Dick" finally ejaculated, sitting back seemingly enjoying it as his spunk flew from the head of his dick actually hitting the floor. Jack was happy to see the sticky messed cleaned up shortly after the stage area was vacated before anyone else was called up.

And then there was Kay.

Jack had watched as the judges mingled between the contestants, for the most part merely observing, occasionally asking questions. He watched as they stood before Kay, talking to her, but more importantly, he watched as she 'continued' to play with herself even as they did! Her fingers flicking at her exposed clit as she sat there spreading her luscious lips a part. He was amazed she could do that, and noticed too... the judges seemed to pay particular attention to that.

Never once did Kay appear uncomfortable, awkward. If anything, she seemed to grow and become more and more excited, animated by the minute. As it became evident that her orgasm approached, even many of the others on stage began to notice, eyes focused, some smiling, others appearing surprised, even embarrassed as Kay cried out, giggling, laughing and then... squirting!

She all but melted into her chair, a tiny little fountain of female cream arching into a long streamer of bliss. She cried out in delirious pleasure, another, and then another of the pearly little streams leaping from within the delicate folds of her pussy, several judges stopping to watch, many making notes, nodding.

Jack knew then, she was a shoe-in.

Perhaps it was a blessing in disguise, but watching Kay had 'lifted' his spirits, he felt his erection hard, strong and needful. When his name was called... he was ready.


They had walked out together, holding hands as they did. "So? What did you think?"

"I think... watching you cum was one of the most incredible things I've ever seen!" he told her.

"You too!" she answered. "Though I was worried about you at first, but when you starting slapping your dick the way you did... well that got the judges attention. None of the other guys did that!" she giggled. "And fuck, when you came! Boy! Did you!"

Jack felt himself blushing. "Well I owe that all to you," he admitted. "Seeing you cum? Fuck! That was one of the hottest things I've ever seen before in my entire life! I think you're going to be picked as a finalist for sure!"

"Well if I were to make any predictions myself, I think you and that model guy will probably make it. None of the judges paid as much attention to anyone else."

"So what did they ask you while you were sitting there?" he wondered.

Kay giggled. "Asked me if I preferred watching, or being watched while masturbating."

"Yeah, me too," he said.

"What'd you say?"

"I told them both."

"Good answer!" Kay smiled as they reached the corner where the Starbucks stood.

"Well, this is where I need to catch my bus," she informed him as he finally released her hand.

"Yeah, should probably head back into work anyway myself," Jack said suddenly feeling a bit dejected.

"Do you have too?" she asked.

Jack looked at her curiously, smiled. "Well no... not really. Why?"

"I think maybe we should practice!"

"Practice?"

"Yeah... here comes my bus!"

Once again Jack looked at her inquisitively.

"Come on, come with me," she urged. "We'll go back to my place, I'll fix us something to eat. After," she added.

"After?"

Kay reached down unzipping his fly, "Leave it," she admonished him just as the bus pulled along side. "Lets go find us a nice seat!"

She led him towards the back, though the very back seat had a couple already sitting on it. Locating another two rows up from them, and two rows behind anyone else, Kay had Jack slide in first.

"Keep a look-out," she cautioned him, her hand already fishing his semi-erect prick from inside his pants.

"Shit!" Jack exclaimed a bit nervously, but allowed her to remove his prick, which she immediately began, stroking and playing with even before the bus finished pulling back out into traffic.

"If you cum before we get to my stop, I promise I'll fix you a really nice lunch. If you don't... then you can fix yourself a P.B. & J. or something. How's that for incentive?"

Her hand on his prick, stroking it, which had been a while since anyone had, was incentive enough.


Jack had just stepped out of the shower when the phone rang.

"Hello?"

"Jack Keaton?"

"Yes?"

"Good morning and congratulations!"

"Excuse me?" he wondered thinking this was one of those sales pitches for some sort of weekend get-away.

"You're one of the finalists for the million dollars!"

"No shit?" Jack exclaimed excitedly, though stunned, as he'd honestly not expected it. "I am?"

He listened while given instructions, told where and when the actual contest would begin, and reminded that he'd need to schedule the time if he was still planning on participating.

"Oh trust me! I've already got things arranged just in case I was selected!" he assured the woman who he remembered in the three-piece suit. He'd no sooner hung up when his phone rang once again.

"Hello?"

"Jack?"

"Kay!"

"Guess what? I'm in!"

"Me too!" he responded happily. He heard Kay sigh a breath of relief.

"That's so fucking cool!" she told him. "By the way, did they tell you who you've been partnered with?"

"Yeah, someone named Stacy?" he said still trying to remember anyone by that name.

"Oh, I think I know who she is. Wasn't she that tall blonde with the big tits? You should be happy about that, might help," she paused. "I got stuck with the fucking model!"

For some strange reason, Jack felt a twinge of jealousy. "Damn... sorry," he told her not really feeling so.

"You excited? I sure as hell am. Fuck Jack! A chance at a million bucks! And all we have to do is masturbate!"

"Maybe so Kay, but it's the where and what we have to do while doing it that worries me!"

Kay laughed. "Don't be so worried. It'll be both fun AND exciting. You just need to keep things in focus, keep alert, and enjoy yourself. Even with Mr. Model, I'm planning on doing just that. And more importantly, I'm going to win this fucking contest!"

"You know Kay... if anyone can. I think you probably will too!"


They'd been given a set of instructions, told to "dress appropriately" suggesting clothing that wouldn't hamper activities. No belts, underwear, or things that would prove difficult should the situation arise. As agreed, he met Kay at the Starbucks for coffee, something that had become personal now for them, looking at it as a good-luck omen, and a good way to start things off.

"Nervous?"

"Hell yes! Aren't you?"

Kay giggled. "A little, but damn fucking excited too!"

They soon made their way over to the Comedy Club and joined all the finalists anxiously waiting for last minute instructions along with their first set of 'challenges'.

"Good luck!" Kay said honestly. "Remember Jack... stay focused!"

"Before we begin," their host said gathering everyone's attention. "Unfortunately there have been a couple of last minute changes. Kay Dalton? Are you here?" he asked.

Kay nervously, apprehensively raised her hand. "Here!"

"I'm sorry to inform you Kay," he began. Jack suddenly seizing her hand in his expecting some horrible turn of events. "But your partner, Jerry Williams has backed out of the competition. Apparently his manager felt this would ruin rather than help his career."

A smattering of boo's quickly followed. Their host laughed, settling the crowd. "But, we do have some alternates who are thrilled they will now be joining us. Jack Keaton?" he now asked.

Jack felt his stomach roll. "Yes?" he almost squeaked.

"Stacy Burkhoff has also been disqualified. Seems that her husband had no idea she had entered the competition. Apparently she forged her husband's signature stating that he was aware of his wife's participation in the contest. So as such, you'll now be pared with Ms. Dalton."

Jack turned towards Kay with a grin a mile wide, that was, until he saw her face. She was actually frowning.

"What's wrong?" he asked suddenly.

"Competing against you... at the end," she stated. "That's what!"

Jack laughed. "Kay? We've got a long way to go before we ever make it to that point. Why don't we first just play the game, work together, and then deal with that if and when we actually make it that far ok?"

She smiled. "Deal. But Jack? You need to realize something. Regardless of how I'm beginning to feel about you, and yes... excited we're now paired up together. I AM going to win this million dollars!"

"Guess we'll see won't we?" Jack said, and then surprised her as he slipped his hand down between her legs, giving her an affectionate caress.


Interestingly, they soon learned that of the ten teams selected, two teams were made up of two guys together, as well as another two teams with two women together. For some reason, Jack hadn't considered that possibility. The remaining six teams were male and female. They were then introduced to their "glued to their sides" cameramen as they were told, for as long as they were actively pursuing their challenges. Handed out the first of their "challenge" envelopes, that would send all ten groups out in differing directions to differing areas. Though everyone would eventually perform or do the same assigned tasks, provided they were of course not eliminated.

"Ok everyone," their host readied them. "You will have exactly eight hours from now to complete your challenges and clock back in here. As you do, you will be informed as to what position you arrived in so that you may return to your homes for some rest prior to returning here tomorrow at this exact same time for your next set of challenges. Ok everyone... get ready? Get set! GO!"

Like bee's, all ten teams tore into their envelopes, then in a near perfect swarm, headed out of the theatre on a dead run.


"Where are we going to?" Jack asked, as it had been Kay who had opened, and then read their first challenge.

"The amusement park!" she said laughing. "Oh and Jack? This one say's it's 'YOUR' challenge, and unfortunately for me, the easy one."

He felt slightly relieved as they ran down the street heading towards his car. "So what do I have to do?" he asked her as they headed to their own sides jumping in.

"You get to jerk off while riding the rollercoaster... you know, the one they call Monster?"

"FUCK!" Jack groaned as they headed out onto the highway.

"What?" she asked.

"Well for one... I fucking HATE rollercoaster's. And two... if that's the easy one, can you even begin to imagine what yours is going to be like. And then mine? Tomorrow?"

Kay laughed. "We have to make it through today first Jack," she reminded him. "And don't worry... a rollercoaster's not that bad. They heard the snicker of the cameraman who just like they'd been told would be literally glued to their side. He'd gotten in the back seat and was still filming.

"What are you laughing about?" Jack asked. "I really do hate rollercoaster's. I'm apt to throw up if anything!"

"I hope you do," he told them. "It will make for some interesting entertainment for our closed-circuit audience."

"Fuck me!" Jack groaned once again while Kay laughed.


The amusement park was a half hours drive. Kay read carefully through this particular challenges rules and requirements several times. She wanted to make sure they didn't do anything that might cause them to be eliminated.

"It says here, that if you climax before the rides over, then we get an extra hour bonus time knocked off whatever time we check back in!" Kay said excitedly.

"Little good that will do us for this one," Jack responded. "It's a long ride... but not that long for one thing. And for another... I already told you how much I hate rollercoaster's! It'll be tough enough just trying to jack-off while I'm riding the damn thing!"

Kay giggled. "It doesn't say anything anywhere in the rules that we can't get you ready to 'pop' before hand!" she said wickedly. "Nor does it say you have to be the one doing it. So the way I see it, we'll get you nearly there to begin with, then see if we can keep you excited until we get on. With luck, maybe it won't take too much effort, and I'll be the one playing with you the whole time. How's that sound?"

Suddenly, it didn't sound half-bad. "OK," he grinned. "That just might work!"

They hurriedly made their way to the 'Monster', David, their cameraman following closely behind them. As there was a restroom facility close by, Kay had Jack check it. There was only one other guy using the urinal. "Haven't got time to wait," she told him. "Lets go!"

They ran in, ducking into one of the stalls before the lone guy inside was even aware that a woman had entered. As quietly as she could, Kay drew Jack's prick out, surprisingly hard already... and began sucking it.

"Holy shit!" Jack moaned a bit too loudly. "You never said anything about..."

"Shhh!" Kay warned still sucking him. "There's no rules about this either, except for on the rollercoaster."

It didn't take long, Kay apparently was good at nearly everything she did. "OK... I'm pretty fucking close!" he warned gritting his teeth.

"Then lets get to the ride!"

Once again they dashed out of the restroom just as a group of teenage kids entered. "Hot damn!" one of them spoke as Jack and Kay came flying out. Jack didn't dare look down at himself, he knew the front of his pants were tightly stretched over his bulging cock.

"Just stay behind me as close as you can while we stand in line, don't worry... I'll take care of everything!" Kay said excitedly.

And she did. Luckily it wasn't busy, so the line wasn't very long at all. They stood waiting to get into the next car, Jack standing pressed closely behind Kay who nonchalantly stood in front of him, hand down and behind her as she continued petting and stroking his dick keeping it hard and excited beneath his short pants.

When at last it came their turn to board, David climbed into the seat in front of them grinning evilly as he continued filming their adventure. Even before the car began moving, once the attendant had walked by checking that their harnesses were secure, Kay released Jack's prick, immediately stroking it. "You getting all this?" she asked directly into the camera.

All David did was nod his head and smile.

They began the long upward climb towards the first hair-raising drop that would send them racing downwards in a sidewards dive before spinning in the opposite direction through two quick loops, and then what was affectionately known as the 'cork-screw'.

"Oh fuck!" Jack said as they climbed.

"Just relax! Concentrate on what I'm doing, how it feels," Kay said stroking Jack's prick smoothly up and down, up and down. "Just close your eyes... don't even think about the ride, just think about this... think about how good it feels, how nice it feels to have me stroking you, hand-fucking this gorgeous hard cock!"

Jack was barely even aware they'd already toppled over the crest rapidly gaining speed as they tilted sideways into the first of several torturous dives. Keeping his eyes closed just as she'd told him, it was easier. And... the sensation of the cool air rushing past, the feel of it on his exposed cock had an interestingly erotic affect as Kay continued stroking him, pumping his cock furiously now up and down.

"Come for me baby... let this fucker squirt for me. Shoot all that marvelous juice right into my fucking face!" she was literally screaming.

Even David groaned pleasurably hearing that one.

They had made it through nearly three quarters of the ride without Jack's sicking up. And to his surprise, he felt the first bubbly tingle of his orgasm's approach. "Oh fuck! Yeah baby! Now! Now!" he cried out in complete surprise.

Kay was laughing hysterically as the cream from Jack's prick exploded, disappearing almost immediately as they went into a series of vicious twists followed by a complete roll going into the last dive. "You are getting all this yes?" she asked once again.

"Yes!" came the simple reply. "I am!"

Their section of cars came screaming into the station. Jack hurriedly fumbled with his prick putting it away just in the nick of time as the operator's began unlocking the doors allowing their exit. Jack laughed, almost speaking, then closed his mouth as one of the attendants stood, opened their door and froze while looking at Kay as she stood up.

"Enjoy the ride?" he asked suddenly grinning.

"Yes, very much... thank you!" Kay answered, then all but pulled Jack in a hard run down the exit ramp.

"Ah... you'd better take five to go into the women's restroom he told her."

"Why?"

Jack burst out laughing, as did David. "Cause honey... you got a natural cum-part sitting on top of your hair!"

Kay turned towards the cameraman. "I suppose you got that too yes?" And again, he nodded.


"Ok, open the second envelope!" Jack pressed, now feeling giddy as well as excited. "What do we do next?"

"Bumper cars!"

"Bumper cars? Fuck Kay... how the hell does this one work?"

"Easy... you drive, I play. Just try not to hit anyone if you can, and stay away from everyone as much as possible!"

The camera guy had already scouted out a location where he could stand and follow their antics inside the ride. "Just make sure you come by me several times so I can film you," he warned. "I need at minimum ten seconds of pussy touching, or you fail this particular challenge."

"Shit... ten seconds in a ride like this is an eternity!" Jack stated.

"Like I said Jack... you got the easy one today!" Kay reminded. "Ok, let's do it!"

She had worn a simple short skirt zippered along one side. Just before climbing into the bumper car they'd been given, she twisted it, bringing the zipper around to in front, unzipping as she did. She looked carefully over towards the ride attendant who at the moment was busily helping someone else climb inside their own car. Close enough, without too much risk, Kay bared her pussy facing towards were David stood filming them. She gave herself several quick strokes through the passage of her quim until Jack spoke forcing her to close her skirt, sitting down.

"He's coming!"

"I should have gotten at least two or three seconds for that bit of pussy play," she said hopefully. "Now... just make sure you drive this fucker as often and as quickly as you can towards David, I'll make sure he gets what he needs as you do!"

When the ride actually began, it was a lot tougher than Jack thought it actually might be. With so many bumper cars slamming into one another, chasing one another around, Jack was forced into taking a series of time-consuming detours before freeing himself from the pack, making a mad long dash along the side.

"We're gonna have to risk it some!" Kay realized, needing to accumulate some time. She'd already prepared herself, flipping her skirt completely open as they ran down along side one stretch of the arena, right past the rides operator. Luckily for them, the girl manning the station took no notice of them as they passed, content to be looking ahead of them where most of the action was taking place. Jack even slowed their car, trying to squeeze as much time in as he could as Kay played, spreading her pussy, fingers furiously working her slit as David stood at the far end in the corner filming, with a welcomed relief 'thumbs up' as they passed.

"You need three more seconds!" he shouted out at them as they screamed by. It wasn't a lot, but they soon found themselves being battered by a group of driver's intent on hitting anyone and everyone.

"Ok, hang on Kay," Jack told her. "I'm putting this fucker into a spin if I can, and when we come out of it... we should be right in front of him, so be ready!"

Jack braked, then yanked hard on the steering wheel just missing another of the cars intent on ramming into them. Sure enough, as they came out of the move they were in front of David's camera once again. Kay had anticipated the move, her skirt once again fully open, pussy clearly displayed as she inserted not one, but two fingers inside herself as they swung by. The feel of power suddenly leaving the vehicles left them coasting a short distance away. Kay quickly re-zipped her skirt, stepping out moments later.

"God... did we do it?" she asked.

Hurriedly they made their way out of the ride over to where David was standing.

"Well?"

He grinned. "Congratulations, you two met both of your challenges. Time to head back!"


"Jack and Kay? You're team number three!" Their host said in greeting upon their return. "I'm assuming you'd like to bank the hour you earned for getting Jack to climax during the ride yes?"

"Yes!" they said in unison. "Ok, you two will go out third tomorrow exactly at this time. Congratulations to you both... now go home and get some rest because tomorrow I am sure will prove to be another very interesting day!"


They of course arrived well ahead of their appointed time to leave. Watching as the first group, Kit and Preston two of the gay guys headed out first with a little over an hours lead over the second group, and just a bit more times lead over Jack and Kay. They had come in only minutes behind the second group, so they'd be leaving shortly after them.

"Whew... wonder what's in store for us today?" Jack asked nervously. Now down to eight teams with one team failing to accomplish their challenges, and the last one to arrive still being eliminated.

They were soon given their envelope, though unable to open it until their time actually began. The second group quickly headed out, Kay and Jack anxiously counting down the seconds until they could.

"Ok, open it!" Jack yelled. "What's it say?"

"Oh God!" Kay moaned.

"What? What?"

"Baskin Robins!"

"Ice cream?"

"Yeah... ice cream. But wait until you hear what it is we have to do!"


With David once again riding along in the backseat, they drove towards the closest Baskin Robins they could find. Kay had read, and then re-read the challenge carefully, making sure she understood exactly what was required of them.

"Shit... and this is the easy one?" he whistled. "God... can you imagine what mines gonna be like then?" he added worriedly.

"Yeah... and this one could really kill us on time too. A lot depends on how busy they are, how much privacy we may or may not have in order to pull this one off. And besides... it's gonna be cold too!" she said already feeling a shiver just thinking about it.

"So... it really does say we have to make you into a banana split huh?"

"Yep! Complete with a cherry on top!" she added. "And then... and then... I have to play with myself using all the ice-cream, whipped cream and toppings for five full seconds!"

"Not to mention the banana," David spoke from the back seat.

"You would have to mention the banana!" Kay said shooting him a look.

Jack laughed..."Focus Kay, focus. Remember? We'll just need to time it, hope for a little luck, and turn you into a deliciously sweet desert as quickly as we can, and move on to mine."

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Story tagged with:
Masturbation / Petting / Squirting /