This is a work of fiction, all characters are over 18. Any resemblance to real, imaginary, or fictitious people or events is a coincidence. And I am not a professional writer, so just enjoy the story with all its flaws.
***
Jordan was 19, attending a local community college and living at home. He was taking machinist, millwright, and welding classes. He'd figured that he could get a well paid skilled job that wouldn't burn him out by the time he was 30. The idea of an office job was horrifying to him. His plan was to end up with a good job and as little debt as possible when he graduated.
To save money he rode his bike to school. The cost of owning and operating a car was too much when he still had to pay for school. And it forced him to exercise twice a day, so win-win. Winter was gonna be tough with the snow and ice, but he'd walk if he had to.
Despite working towards a trade instead of some office job, he was a nerd. He played a lot of D&D and fantasy board games with his buddies. They were all geeks, without much hope of getting girlfriends. Except for Dante; he had a girlfriend, but she wasn't what you'd call 'pretty' that's for sure. But Dante did get a lot of sex, so maybe settling for less had its merits. Jordan had had a few girlfriends in high school, and he'd lost his virginity last summer before his last girlfriend went off to University. But in college he was striking out.
After midterms were over in October one of his buddies brought up the No Nut November challenge during a gaming session. It was starting real soon. A few of them tossed around the idea of doing NNN, but Jordan didn't want to do it unless there was a payoff of some sort. Why torture yourself for nothing? Not that anyone would admit to jacking off, but it was understood as kind of a given.
One of the guys said they should bet on it. Cash. Winner take all. They kicked the idea around and Alex wrote up a contract for them to sign. Alex was such a nerd. In the end they decided to make it really worth their while. They put in $500 each, which was really a financial stretch for Jordan. The jackpot was $4000 so the winner would net $3500. That money would make a huge difference to Jordan, and he figured he could easily get through the month if there was that much at stake. The rules stipulated that if there was more than one guy left at the end, the contest continued until there is only one left. Last Man Standing. If no one makes it to the end, the money gets donated to Movember and the last guy out gets the charitable donation receipt. And Rule #1 is NO LIES. If you nut out, you admit it.
Twelve days into November, Jordan was watching a hockey game on Saturday afternoon. So far, his NNN experience had been a minor inconvenience. He found that he was able to keep his libido in check without too much trouble. The money that was on the line was enough to keep him from touching himself. School, studying, gaming, and his part time job helped fill the time and keep him distracted.
His sister Cheryl, an 18 year-old High School senior, came home that day along with her two friends Katie & Alison. The girls sat down in the living room, which was weird, because they didn't like watching sports and they usually avoided Jordan as 'Cheryl's creepy older brother'. Then things got weirder. They were sitting around talking about lingerie and skinny dipping and explicit sex, right in front of him.
Jordan can't help but be distracted from the game. Katie and Alison were hot, like really hot. You might mistake them for sisters, as both were about the same height, with long brown hair done up in pony tails, nice boobs, and had similar features. His sister was quite the hottie too, although he tried hard not to notice that about her. If any of his friends ever saw him checking out his own sister he'd be ridiculed to death.
Out of the blue Cheryl asked him "So, Jordan, have you failed No-Nut-November yet?"
"What the fuck? Where did you hear about that?"
"So it's true! Yes! I KNEW it. You're playing, aren't you?"
"Aw fuck! I'm leaving."
"He IS. Whoa, you were right!" said Katie.
"Hey bro, gonna go wack off now? I can't imagine how you've actually lasted this long!" his sister jibed. She grinned evilly at him, her eyes going down to his crotch where his boner was quite apparent.
Jordan left the room under a hail of innuendo and laughter. He went to his bedroom and called Alex. Someone blabbed, he told him. He knew Alex wouldn't, as he had 3 sisters, who would all be even worse than his own.
Alex said "Oh fuck no, please don't let my sisters hear about this! Fuck, who would do that? This was supposed to be a secret, so no one would interfere with the bet."
"Maybe it was Dante?"
"Yeah Dante, it's gotta be him, the little shit. So your sister knows?"
"Yeah, her and her friends. They just started hassling me about it, right there in the living room. This was supposed to be a secret. I don't think I can put up with their crap for like another 3 weeks."
"Why, what were they saying?"
"They were going on about their favourite positions for sex and shopping at Victoria's Secret. It was like they were trying to get me hard. My balls ache enough without that, man."
"Fuck I hope my sisters don't hear about this, they'll be just as fuckin bad. Or worse.'
***
Over the next week, Cheryl invited her friends over every single day, and they spent every minute they could around him. Teasing him and taunting him. Jordan usually got home from school just before his sister, and their folks got home between 6 and 630, so on weekdays the girls had a couple of hours in which to tease him. At first it was just kidding him about the NNN contest, but then they started actively trying to make him cave. They talked about sex, very explicitly recounting their experiences, literally blow by blow job. Then they started taking off their bras when they arrived at the house, doing it right in front of him. You know, that little trick of removing a bra while leaving the shirt on. They all did it, even his sister.
The sight of them doing that was too much, and he had to get away from them. He tried hiding in his room but they were right next door in Cheryl's room. They'd be talking loudly about their boobs, sexy underwear, and sex. Then they would start making sex noises, trying to outdo each other making up the best fake orgasms. The sounds they made brought up memories of all porn he'd watched, and he couldn't help but get hard. And then his balls ached like he'd been kicked in the crotch. Fuck!
Then the girls upped the ante, and they started showing up in tiny little skirts or ultra short dresses. No bras, and lots of warm, soft, jiggly flesh moving around under the bare minimum of clothing. He hung around longer each day when they arrived, because they were a bunch of absolute hotties, and seeing them showing off was worth the blue balls he got. It was torture not to be able to jack off after seeing that.
Since he wasn't cracking, they also started taking off their panties after they got there. He didn't see any pussy, but when the girls slipped their underwear off from under their skirts and used them as scrunchies to tie up their hair he just about blew a gasket! Then they started wearing skimpier tops, and boobs were exposed more and more often. Fuuuuuck that was so incredibly hot. And so incredibly painful. Gigantic blue balls, every single day. But Jordan could not stay away from that show, it was just too good to miss.
Around home, his sister took every opportunity to flash him, touch him, or rub against him whenever their parents weren't in the room. Cheryl changed her wardrobe and started wearing the skimpiest clothes she could get away with. She started going commando at home too, making it easier to flash him. And she was 'accidentally' walking around naked on the way to and from the bathroom. Fuck, she was driving him crazy!
The three girls teased him constantly about his boner and how sad it was that he couldn't do anything about it. And they kept going further, showing more and more skin each day. On Nov 23rd, a week before the end, the three of them just waltzed into the living room and stripped. They sat around on full display for him, making him hard, desperately hard. Even his own sister was totally flashing her furry little blonde pussy at him!
So much nubile flesh, being literally waved under his nose, was driving him mad. Even though he was in damn near constant pain from unrequited erections, he stayed to watch and look at them. Sure, it was torture, but honestly, he was storing up images for future fantasy times. He was seriously gonna explode his nuts when this was over.
At that point there was just him and Dante left in their group, everyone else had admitted to cumming already. He'd deliberately mentioned Dante to his sister and her friends as being one of the guys in the contest, hoping they'd torment him a little bit too, and maybe get him to blow early. But they didn't about Dante, they were having fun teasing Jordan.
After a couple of days of full frontal teasing, he got pissed off and told them to fuck themselves, as he was not gonna lose the bet. He was really angry at them, he vented his anger at them, and this finally seemed to shut them down. Later that night Alison saw him at the local store where he was picking up some Mountain Dew for a gaming session. She came up and apologised, saying she was sorry, and wouldn't bother him anymore. He gave her a grudging thanks, and asked if the others were gonna stop tormenting him too.
"Yes, we'll stop, we won't do it again. But, hey, as a kind of consolation prize, even if you lose, I'll get you off. You know, after the contest. Katie and I both will, we figured it was only fair, after what we put you through."
Holy shit! Now THAT was a prize for NNN! "What?! Really? Okay, you're on. That's actually a great incentive to win."
The next day the three girls showed up after school, but this time they were dressed in actual street-legal clothing. They promised to stop teasing him. Katie and Alison both offered to give him blow jobs after NNN was over. And they were working hard to convince Cheryl to do it too. His sister had said No Way at first but finally agreed to do it if he won, but only if he actually WON the contest. When she told him that, he almost blew his load in his pants right there, but he managed to hold it back.
Holy fucking shit, he had 3 girls who were gonna take all that pent up load at the end of this! One was his sister, but who the fuck was he to deny a blowjob, even if it was from her. The thought of that was enough to edge him if he let it occupy his mind, so he concentrated on studying for finals which would start a week into December.
November 30th arrived, and he was still in the game, with just him and Dante left. Jordan just had to hang on a little longer. On December 1st they all met up at school in one of the study rooms. Dante was happily gloating over his win, because he'd made it past midnight before finally blowing a gigantic load all over his girlfriend's tits. The other guys laughed at him, and called him 'loser!' which confused him.
