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Chapter 44 by Cheesers123 Cheesers123

What does Matt draw?

Nicole (Sarah's sadistic scheme)

Who Matt drew didn't really matter. Sarah had given him very explicit directions, and since John and Nicole had betrayed him, Matt had been inclined to listen to her. Fortunately for him, he had drawn exactly one of the two people he wanted to punish, so he could be very direct in getting his payback.

"I-I drew Nicole," he stuttered as boldly as he could. The already petite girl seemed to shrink even further upon hearing her own name, her blonde head bowing low as she avoided looking at Matt. For his part, he did his best to look intimidating as he glared at her, like a puppy trying to growl. When Nicole looked like she was about to say something, he cut her off by talking again.

"I-I didn't like you laughing at me," his voice warbled as he spoke, his hands shaking from his fear of public speaking as much as from his anger. Behind him, Sarah did her best to encourage him to keep going, caressing his back and squeezing his bony shoulders. Tom snickered at him and Miranda smirked at the sound, but Matt did his best to ignore them and carry on.

"You e-embarrassed me," he continued, laying out his feelings like he was in a therapy session and making Sarah roll her eyes behind his back. Anyone with eyes could have seen he was embarrassed, and anyone with a sense of scale could have seen why, it seemed unnecessary to lay it all out like this. Regardless of Sarah's thoughts on how Matt was going about this, he was still following her instructions, so she kept her mouth shut.

"N-now, I want you to b-be embarrassed too."

Matt's villain monologue was finally interrupted by John. "Hey, I understand that you're upset Matt, but that doesn't mean you can take it out on Nicole," he said, wrapping a pudgy arm protectively around her.

Matt wasn't having any of it, however. "Sh-shut up John," he replied, "you're as b-bad as her." That quietened John instantly, the realization that Matt was right making him huff and look away.

"Ooh, well said," Sarah complimented her nerdy new "friend," rewarding his bad behavior with another kiss on the cheek.

Taking her compliment in stride, Matt kept talking. “Th-that’s why I dare y-you and John to fuck, in front of all of us, right now!”

Instantly, the mood of the room changed, with John becoming even more indignant while Nicole just went wide-eyed.

"That- that is an egregious suggestion!" He sputtered, struggling to find his words as a new blush overtook his chubby cheeks. He only flushed redder when he heard Tom laughing at the suggestion, while Miranda hid her smirk behind one hand.

"What's the matter? We've done everything else imaginable in here tonight," Sarah shrugged, trying to minimize the idea even as she laughed. The truth was, she had known this reaction was coming. In her earlier plotting with Matt she had made sure to confirm that both of his friends were still virgins, and she had known a hopeless romantic like John would have objected to losing his v-card to a girl who wasn't his one true love.

But Sarah also knew Nicole. She had seen the way she had looked at John, how she had kissed him. So when Nicole wordlessly stood up, she wasn't surprised.

"She's right John," Nicole said as she stood in front of him, "it's like the code of Hammurabi, an eye for an eye. This could only be considered fair." In silence, her hands went under her tiny skirt, and peeled down her panties. That scrap of wet, black fabric, rolled down her pale thighs and over her cute kitty stockings. When she bent forward to slide them over her knees, she briefly flashed her tight ass at everyone again.

Despite that, Nicole paid no mind to the audience behind her. From the way she stood in front of John with her back to the room, it was clear that she was trying to forget that anyone else was there. Using her skinny body, she tried to make him forget too, but it was hard for her slender frame to block out the smirking faces of the others from behind her.

John looked up at her in wide eyed confusion, too oblivious to her attraction to understand where this sudden change in his friend had come from. He was too distracted by shock to stop her when she yanked down his zipper. In a flurry of **** movement, she unbuttoned his cargo pants, unbuckled his strained fabric belt, and had even moved her tiny hands to the waistband of his boxers.

In a flash, his underwear was yanked down, and Sarah leant around Nicole to get a better look. Unfortunately for her, all she saw was a disappointingly normal looking penis. Obviously, she had hoped that John would have had the same shortcoming as Matt, but that wasn't the case.

Even though John's dick was still only soft, it was already a much more respectable 5.5ish inches in length, and quite fat just like it's owner. The only notable negative thing about it were his pubes, that had obviously not been trimmed recently, and rolled up in bushy curls.

Vaguely, Sarah recalled some fun-fact about guys losing 20 pounds of fat to gain an inch of dick. If that were true, then John had the potential to be pretty damn hung, but she wasn't about to help him diet just to find out. She already had enough big-dicked lovers who were in good shape to begin with.

Sarah wasn't the only one who was disappointed by the appearance of John's penis. A little sigh from Nicole proved that she saw the same problem as Sarah did. It was going to be hard to fuck if John wasn't hard to fuck.

With a plaintive eagerness, Nicole hefted up the front of her skirt, pathetically bearing herself to him in a last ditch effort to coax him into an erection. "L-look, I shaved," she mewled, "I, I know you like it shaved, you said you did!" Nicole flashed her hairless pussy at her clueless friend, blushing so much that Sarah could tell her face had gone completely red from the color of her ears.

"M-my bare . . . my bare p-pussy, just for you," she continued, eyes flitting desperately to his still limp dick. "Y-you can touch it if you like," she grabbed his wrist, dragging his hand up so two fingers brushed against the sensitive outer folds of her wet entrance. “Mmph,” she moaned closing her eyes and forcing him to dip his fingertips deeper into her honeypot.

"Feel how lubricated it is? How wet I am?" Nicole asked, rocking her hips forward so that his fingers would penetrate even further into her. Moisture trickled over John's confused fingers, an undeniable sign of her arousal so blatant that not even he could miss it. "That's all for you. . . Please take it, please take me!"

Something about her frenzied begging or her soaked snatch finally seemed to effect John, as his fat meatstick slowly rose in his lap. Unwilling to let her hard-earned opportunity slip away, Nicole reached her other hand forward, wrapping her delicate fingers partway around his surprisingly girthy cock.

In front of everyone, Nicole masturbated both John and herself, using his hand like a toy to plumb her virgin depths. Gracelessly, she pumped his cock to hardness, smearing her fingers up and down it's shaft as it throbbed to it's full length. Her eyes were open now, trained on her prize, even as the slightest twitch of John's fingers inside her made her flinch and moan.

Looking at John's cock, now over six inches long and as thick as beer can, Sarah began to doubt if Nicole could even take it. To fail at the final hurdle after so much work would have been so tragic that even Sarah might have felt bad for Nicole, once she'd finished laughing, of course.

If Nicole shared that concern, she didn't show it, instead she moved forward to straddle John again, with one knee on either side of his waist. As her eager pussy drew close to his solid cock, John took a shuddering breath, suddenly struck by the reality of the situation.

"Wait, wait," he muttered, eyes flitting up from Nicole's glistening slit to her needy face. "W-we don't have a condom, this seems. . . unwise," even as he spoke his body seemed to disagree, hands rising to caress Nicole's soft hips, as his fat cock twitched disobediently in her grasp. Despite his words, he wanted her nearly as much as she wanted him.

"You're both virgins, right?" Sarah announced, purposefully loudly so that there was no doubt everyone heard. "Just pull out at the end, and you'll have nothing to worry about," she smirked, enjoying the way they both blinked at her in shock as if they had forgotten there were other people watching.

During her earlier scheming, Sarah had gleaned from Matt that his two friends both had their virginities as far as he knew, and she had been waiting for a moment to drop that tidbit ever since. It really wasn't much of a surprise to anyone that those two dorks had never had sex, especially not chubby John, but the look on their faces as their secret was spilled was still delicious.

In the moment of silence that followed, Tom laughed again, and Miranda made an aww sound like she was sad for a dog, and Sarah couldn't decide which would have been more humiliating for John. He and his new lover were both going shades of red that Sarah had barely thought possible. Matt was getting exactly what he had asked for, and Nicole hadn't even started her dare yet.

John's jaw fell open and his brow furrowed as he prepared to say something back to Sarah, probably a scathing "erm actually" about the shortcomings of the pull out method, but Nicole stopped him. She dragged the tip of his cock to nuzzle against her tender slit, where it nestled just barely within her silken folds, as her pussy slowly drooled all over it. The sudden sensation stilled the words in his throat, as he looked up to face her again.

"Let's just take a risk, John," she murmured, "for once in our lives."

Sarah could scarcely believe what she was hearing, and evidently, John almost couldn't comprehend it either. The risk averse, goody two shoes Nicole, was putting herself at the mercy of John's pullout game to avoid getting pregnant. Either she really did love him, or she was just completely **** for some dick.

Whatever the motive for her begging was, it seemed to work. Once John recovered enough from his confusion, he shut his mouth and rested his hands gently on her skinny hips. Eager to strike home and bury itself in her wet pussy, his cock twitched against her, but his hips stayed still. Just like with everything else they'd done tonight, he was too timid to take the lead, so he left it up to Nicole.

Biting her lip, Nicole glanced nervously down to where his body met hers, her trembling vagina gently kissing his throbbing cock. It was bigger than she'd expected, so much thicker than her fingers had been when she had occasionally toyed with herself before, just straddling it felt like she was mounted on a horse.

Worse than John's unexpected size, was the soundtrack filling her ears. A chorus of whispers and snickers from behind, adding fuel to the fire of her self doubts that made her ears go red and her cheeks burn. She couldn't make out their words, but they all seemed to be saying that she couldn't do this, sneering at her naivety, calling her just a little girl who could never do what a real woman could.

"Fuck it," Nicole whispered, the first profanity that John had ever heard leave her lips.

With a final deep breath, Nicole dropped herself on to John's cock. Like a blunt sword, it slowly pierced into her, forcing her inner walls to part as it drove a gasp from her lips. The thickness of his cock meant her progress was slow and steady, but Nicole refused to stop, not even when she had to screw her eyes shut and pant through her teeth.

All John could think to do to help her was brush his hands gently up her thighs, like he was comforting a horse, whilst repeating her name. "Nicole, Nicole, Nicole," he said. If his actions helped, or if she even noticed, was unclear, but what was clear was the progress she was making. Almost half of John's cock had already **** it's way inside of her, but the hardest part was yet to come.

Not only did John's dick get thicker as it went down, it also hadn't reached her hymen yet. A sudden lurch to a halt, followed by another half-hushed swear from Nicole, confirmed when she reached that barrier. John's dick stretched it like a rubber band, a taut feeling in Nicole's stomach that almost knocked her sick.

John felt it too.

"Nicole, a-are you okay?" He stuttered. Despite his earlier hesitance, Nicole could see and feel how much he wanted to take her now, how his eyes filled with lust looking at her and how his dick throbbed inside her. Even with his newfound lust, he didn't move, too concerned for her to finish burying his dick into her.

Taking his hands in her own, she squeezed him gently, before staring deep into his eyes.

"I want you to do it, John," she said. "I want to go all the way."

After only a heartbeat's hesitation, John obeyed. His grip on her hips tightened, and he pulled her down into his lap, spearing his erection through her last membrane of resistance. If she had gasped before now she practically squealed in pain, her fingernails digging deep into John's fleshy hands as he tore her maidenhood away.

The deluge of moisture between her legs was tinged by a few brief drops of blood, quickly washed away by yet more of her own natural lubrication. The pain faded away quickly too, just a brief burst like the sting of a flu jab, quickly overridden by the same warmth she'd been feeling in her loins since she'd started kissing John.

John's thrust had been so forceful that when Nicole glanced down again, she was shocked to see that almost all of his member was now safely home inside of her pussy. The pressure of his rod stretching her was less unpleasant than she'd been expecting. In fact, somewhere deep inside and south of her bellybutton, just the sensation of his dick brushing against her felt good.

Next, was the easy part. Nicole had read enough books, and shamefully read enough erotica, to know that now was the time to start moving. At first, John's cock was lodged too tightly inside her, like a knot twisted into her pussy. Bracing her hands on his shoulders, she tried again, hauling herself up and pulling the thick base of John's cock out of herself.

The seal had been so tight that she'd almost expected an audible pop as his dick slipped free, instead the only sound was her moan of pleasured relief. She only hauled herself up an inch before she dropped again, allowing gravity to do the hard work as his dick filled up her freshly stretched hole again. The ratio of pleasure to pain was already flipped this time, then enjoyable feeling of his cock hitting the secret places within herself outweighing the uncomfortable stretching sensation.

It only took a couple more bounces for Nicole to really begin enjoying herself, and only a couple more after that for John to join in too. Nicole's pale thighs worked overtime to slide herself up and down his fat dick, whilst John's hips rose up to meet hers at the same time as his meaty paws slammed her down. Eyelids fluttered shut in pleasure, whilst both of their moans and groans grew louder and louder.

Nicole's little skirt rose up with every drop, flashing her tiny white ass to everyone behind her, as John's balls nearly bounced against it. Below that, was a glimpse of John's shaft, glistening with Nicole's girlcum that flowed out of her as if she had sprung a leak.

"This is a bad idea," John wheezed under his breath. It was hard to tell if he was shocked, winded, or already about to finish. Whichever it was, Sarah was ready to chime in with an "encouraging" word.

"You'll be fine John, just try not to think about exploding inside Nicole's tight snatch and flooding her bare, fertile womb with a hot and sticky creampie," she said, resting her head on Matt's as she smirked at the mating pair.

"That would be the first time John ever gave away a pie," Tom muttered to Miranda, who laughed but never took her eyes off the show. Two nerds fucking was as rare of a sight as two Giant Pandas finally going at it.

If either of them heard the hushed jokes and mockery, they didn't show it. The two of them seemed to be in their own little world, with their combined focus only on pleasuring each other. One of John's hands snaked around behind her to maul Nicole's soft ass cheek, pulling it to one side and inadvertently making her ass wink at their spectators. Meanwhile, Nicole's hands went to her already half open blouse, popping the rest of the buttons open so forcefully that one flew off, before yanking down her bra and baring her modest breasts to John.

The two of them seemed to be having an intensely passionate first time. That just wouldn't do. Sarah had promised Matt some payback humiliation, and that was the only promise she would ever make to him that she intended to keep.

"I know what'll really embarrass them," she whispered, unhooking her arm from Matt's shoulders and getting to her feet. "Come on, you have to get up too," she added, taking Matt by the hand

"W-why?" He stuttered, covering his bare crotch with one hand.

"The rules, silly. I have to touch you at all times, remember?" Sarah laughed. Matt looked hurriedly around to the others, concerned that they would laugh at his shame again, but Tom and Miranda were too busy paying attention to Nicole or each other to care about him. When he saw that he wasn't about to berated again, he relented, and allowed Sarah to haul him to his feet.

First, Sarah snatched up her phone from the arm of the couch, then she crept across the room hand in hand with Matt. Once she was close enough, she pulled up her phones camera and began to film, first focusing on Nicole's butt bouncing up and down on John's cock, before pulling back to reveal her lithe back and her short blonde hair.

From this angle it wasn't undeniable that the girl in the frame was Nicole, but anyone who knew her would probably recognize her messy {h2} bob, and know that little miss perfect actually enjoyed bouncing on cock just like every other girl. Panning around Nicole, Sarah also made sure to "accidentally" get some shots of Matt watching. If she did ever have reason to post the tape, making him look like a perv weirdo too would be an excellent added bonus.

Once Sarah felt she had enough footage of the bouncing, Sarah moved up to be beside the pair of them, getting both their faces in shot as they panted deeply. They both had their eyes closed behind their glasses, intent only on each others pleasure. That meant, they only noticed Sarah when she spoke.

"Whoo, get it girl!" She shouted loudly at their side, finally drawing their attention.

Nicole glanced over in surprise, only to turn bright red and look away when she realized why Sarah had her phone up. "You're filming us?!" She squealed, covering her face with her hands far too late.

"What the. . . fuck?" John grunted, between deep breaths of exertion. Despite both of their protests, neither of them stopped moving. Nicole continued bouncing quickly on John's dick, and he kept thrusting up into her. Now that they had started, they didn't seem able to stop, like they'd become addicted to the feeling of fucking.

"Yeah, I'm filming, why not?" Sarah shrugged, doing her best to make this egregious action sound completely reasonable. "I thought maybe you'd want to look back on this one day."

The realization that they were on camera seemed to remind the two of them that there were other people in the room. Nicole looked furtively over her shoulder at Matt, Tom, and Miranda, before leaning forward on John and trying to cover her freshly bared chest with one arm.

"C-could you guys leave, please?" Nicole begged, clinging tightly to John even as he kept fucking her.

Sarah simply shrugged again. "I thought you were the one who looooved following the rules? Fucking in front of all of us was your dare," she explained smugly. Nicole just tried to bury her face against John's shoulder in response. The thought that she was going to cum, in front of everyone, on tape like a common camgirl, was clearly getting to her.

Seeing that she was at her limit, Sarah decided to throw her a rope.

"Maybe, if you gave one of us a dare, then we could all go do that instead," she suggested, effortlessly guiding Nicole where she wanted her to go.

Pushing herself off John, Nicole flung out a hand behind her in search of the hat, nearly striking Matt in the face with her forearm in the process. In her haste, she knocked the hat on one side, spilling it's contents across the hardwood. Desperately, she palmed at the table, trying to grab a slip before she came, even as the scraps of paper swirled and fluttered tauntingly around her fingers.

Finally, she was able to crush one in her palm, like killing a fly, before quickly bringing it up for her hazy eyes to read.

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Thank you for reading, I hope you enjoyed this chapter as much as Nicole enjoyed it before Sarah intervened. If you want to see what **** and hasty dare she has in store for whomever she draws, then consider subscribing to my Patreon. The next two chapters are already available, detailing the final steps to the coup de grace of Sarah's scheme.

If this story of teasing and humiliation hasn't been your thing, then have no fear, October will bring about a spooky change in theme for my stories that you won't want to miss.

https://www.patreon.com/Cheesers123

What does Nicole draw?

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