Chapter 18
by Cheesers123
What two slips does Sarah draw?
Matt and Tom
"Matt!" Sarah announces the first name she's drawn, putting it to one side and diving in for another. Hearing his name Matt sits up expectantly, unable to keep the smile from his face as he's happily at his crushes mercy. "Aaaaaaand..." Sarah drags the word out as her fingers stir the paper before finally drawing one. "Tom!" She finally declares, reading his name with her own growing smile. Now it's Tom's turn to sit up, even as Matt's smile falters slightly. There's no one here that Matt would want to share Sarah with less than Tom, but it seems he won't have a choice.
Sarah, at least, is more than pleased by her selection. She can't keep still as she giddily returns both names to the hat. "Alright boys, time for my two favorite letters of the alphabet." She says, steepling her fingers and inviting her playthings to guess. "BJ?" Matt asks hopefully. "Nope, good guess though." Sarah laughs. "69." Tom states confidently, making you shake your head. "So close babe, but those are numbers." Sarah responds condescendingly. "D and P." She finally gives the game away, making Matt and Tom's faces light up. "Matt, lie back on the couch, I'm gonna go get some lube." With that Sarah disappears from the room, the way her feet pound up the stairs betraying her excitement that nearly equals Matt and Tom’s. Matt readily reclines flat on the couch as asked, his hard cock standing upwards like a flag pole.
Tom gets ready too, stepping around the table while giving his hard cock a couple of practice pumps. "Get ready to see how to last two minutes with a woman John." He says while swaggering to the arm of Matt and Sarah's couch. You're still too drained to really rise to it but you still manage to mutter, "I'm pretty sure you didn't last two minutes in Nicole's mouth either." Nicole makes a tiny snort when you say that but you can't tell if she's offended you brought it up or just taking pleasure in you mocking Tom. "Fair enough." He admits. "But it's hard not to cum when a girl is loving just sucking your cock so much."
"I was not loving your cock!" Nicole snorts again. "I was just-" before she can continue her arguing with Tom that same urgent pounding echoes through the open door, heading downstairs this time. Practically skidding to a halt Sarah marches through the doorway, a bottle of lube in one hand, a box of condoms in the other, and a Cheshire grin on her face. "Tom, this is for you." She throws him the grey plastic bottle of lube as she speaks. "Use plenty of it, I don't normally let guys this hung fuck my ass." While Tom pops the cap off and squeezes out a long translucent line of lube along his cock, like putting sauce on a particularly meaty hotdog, Sarah continues speaking. "And these are for you Matt." She throws the box of condoms to Matt, who catches them with a frown.
"Why do I have to wear a condom when Tom doesn't?" He pouts, even as he opens the box. "Because, Tom can't get my ass pregnant." Sarah explains as she walks beside the couch until she's level with Matt's groin. "And before you say 'I'll just pull out!'" As Sarah speaks she unbuttons her skinny jeans, shimmying them down her tight curves and swaying her ass hypnotically as she does. "Look me in the eyes and tell me," she drops her panties next, "you could ever pull out of this." She throws a long leg over Matt, straddling him on the couch and bearing her body to him. Her pretty pink slit, topped by a neatly trimmed garden of red pubic hair, is already slick with need. When Sarah parts it with two fingers her tunnel is clearly hot and ready, her lust practically dripping off her fingers. It looks like a perfectly prepared pornstar's pussy, with plump outer labia like airbags or cushions to facilitate even harder pounding.
Matt takes the hint and concedes, opening a condom and grabbing his cock. While Matt puts the condom on Sarah watches him hungrily. "Honestly Matt, it's for your own sake as well as mine. Fuck. With a cock like this I probably wouldn't want you to pull out either." As she says that she reaches down to grab it, eagerly helping him roll the condom down his thick shaft. Meanwhile Tom is spreading the lube generously on every inch of his hard cock, polishing his flagpole to a reflective shine. You can tell Miranda and Nicole are looking at him despite themselves, but you don't mind. You're looking at Sarah after all, this just means they can't be angry at you for that.
Once Matt's cock is wrapped up Sarah can't resist any longer, she raises herself and pushes his cock to her welcoming entrance. Rotating her hips she runs Matt's cock around and around the edge of her opening, soaking it with her own juices. You're not sure if she's teasing Matt, herself, or just amping herself up to take such a huge dick. "Wait, what's the dare exactly?" Nicole asks, it's clear where this is going but Sarah never actually said anything concrete, and Nicole has always been a stickler for rules. "Hmmm how about... Fuck my brains out?"
"Sounds good to me." Tom grunts whilst pulling one of Sarah's toned ass cheeks to the side, exposing her tight little rosebud. He traces the outer edge with a lube soaked finger, making Sarah's body tense on top of Matt. With no further ceremony he forces that finger inside, making Sarah gasp as that finger smears cold lube all over her innermost regions. Almost involuntarily Sarah drops her hips, lowering herself on Matt's cock and slowly taking the thick, throbbing length into her pussy. As Sarah's body sinks lower Tom's finger goes deeper, painting her tight asshole with lube to prepare it for his fat cock.
By the time Sarah's pussy has swallowed half of Matt's member Tom has **** two lubed-up fingers into her asshole, making her pant and moan quietly as he stretches and lubes her. Once her hips are pressed against Matt's Sarah shudders and groans again even as Tom keeps toying with her sensitive asshole. "Mmph, you're so big Matt. I don't know if taking another dick this big in my ass is such a good idea." She sighs, closing her eyes and slowly throwing her head back. "Too late." Tom replies, satisfied that her asshole is sufficiently readied.
In an instant Tom withdraws his fingers and replaces them with the swollen tip of his rock hard cock. He's so lubed up and Sarah is so stretched out that despite her doubts he is able to wedge his fat dickhead into her in a single hard thrust. She falls forward on to Matt like she’d been shoved, her long red hair blocking both their faces from view like a veil and her soft tits laying lightly on his chest. Sarah moves a hand from the couch to Matt’s shoulder in an attempt to push herself up, only to stop when Tom continues penetrating her tight ring. “Mmph.” She groans as she arches her back and squeezes Matt’s shoulder tightly, her legs trembling slightly as her poor little asshole is stretched by the biggest thing it’s ever felt. Tom even pours some more lube on his cock where it enters Sarah’s body, oiling up his heavy piston ready for some hard pounding.
"Holy shit you're tight!" Tom grunts as he forces in the rest of his shaft so deep that he must be rearranging Sarah's guts. She doesn't say anything, having fallen strangely silent as she leans over Matt. “Are you ready Sarah?” Tom asks, finally discarding the lube bottle. Instead of words Sarah’s response starts with the smack of a kiss being broken. Apparently her silence was caused by kissing Matt behind the red curtain of her hair, or maybe him kissing her.
“Ready as I’ll ever be.” Matt and Tom move as one, pulling out and sinking back into her in a single hard thrust. Sarah’s whole body jerks sharply and she slaps Matt’s chest with a splayed hand. “Not both at once! Not both at once!” She cries weakly, making Matt stay his hips even as Tom keeps slowly fucking her. “Fuck. If you fuck me like that you really would split me open.” She explains, her words catching occasionally when Tom hilts himself inside her. “Sorry.” Matt mutters but Sarah just pats his chest again. “It’s alright, just move when I say to.” She waits until Tom has just started to pull out. “Now! Fuck me now Matt!” He readily obeys, sinking his own hard cock into her and earning himself a gratifying moan from Sarah’s lips. When one pushes in the other pulls out, making sure that one of Sarah’s openings is always filled with cock. The whole motion reminds you of a cuckoo clock with a clockwork two man saw.
Sarah closes her eyes and bites her lip in pleasure as her two suitors pump her tight holes with their monster cocks, making her whole body tingle. One cock this impressive would have been enough to make her cum, two at once was sending her to heaven. Still, Sarah always wanted more and she couldn't help but to turn her hazy eyes to you. "If only you hadn't cum John, you could be fucking my mouth too." She practically drools as she eyes up your limp cock, making you consider modestly crossing your legs. "Now all you can do is watch these big dicks ruin me. Maybe if you get hard before they finish you could join in?" Sarah's speaking is uneven, often interrupted by breaths and moans, but what she wants is completely intelligible. You don't know what to say, you want to avoid pissing off your neighbors but you doubt just saying no would stop Sarah's flirting.
Matt and Tom, however, aren't going to stand for this. "Hey remember who you're fucking right now!" Matt complains, while Tom slams his hips into Sarah's ass even harder. That sharp, eye crossing, thrust is all the reminder Sarah needs. "Ohh fuck! I'm sorry Daddy! My body belongs to you! Please fucking ravage me!" Tom and Matt take the hint (and don't argue over who "Daddy" is) and start fucking her even harder, still mostly keeping their one-in one-out tempo but occasionally almost slipping up and both stretching her at once. Those little mistakes, where Sarah gets extra filled, make her quiver and gasp but she doesn't stop them this time. Either she's getting more into it or her holes are getting more used to being so stretched.
While the display is entertaining to watch it's quite a steady process. Tom and Matt are fucking Sarah in deep hard strokes, but still quite slowly. Even with the hot tightness of her wet holes, it's going to be a while before either of them is at risk of cumming. Although Sarah is definitely enjoying the feeling, her constant coos and moans being proof of that, she doesn't seem to be racing towards orgasm anytime soon either. The boys pace is still increasing, however, and once they're up to speed the fireworks might start thick and fast. For now though, you feel like you've got a little free time to talk.
Leaning back you see Nicole is watching the show, enraptured. “Want to give that a try Nicole?” You ask, breaking her concentration by making her laugh. “Taking two dicks that big would probably kill me.” She replies. “I mean, yours is just as big as theirs,” she gestured to your quickly reviving erection, “imagine if I was riding that.” She pretends like this is just a joke hypothetical even as her eyes fix hungrily on your member. “It’s so huge you’d probably see it bulging out my stomach.”
“Rearranging your insides.” You add.
She bites her lip.
“Stretching out my poor little hole, making me feel like a whole new woman.”
“I mean, that would be ridiculous right?” She adds with an unconvincing laugh, her cheeks flushing crimson as she tears her eyes away from your cock. She tries to look somewhere else less embarrassing, but the only place she could reasonably look is the lurid sex show across the way. Despite Nicole's shame, you decide you’re not quite done with the conversation.
Unwrapping your left arm from Miranda's shoulders you reach over to touch Nicole's flat stomach just below her belly button. She jolts at the feel of your fingers, her wide eyes seeking out yours. “How far do you think my dick would go? Here?” You ask, drumming your fingers against her smooth skin. For a moment Nicole is silent until she quietly breathes a single word.
“Lower.”
“Lower? You think so little of me?” You feign outrage even as you slide your fingers a little further down her torso.
“Here?”
“Lower.” Nicole whispers again, sending your fingers to the very edge of her wild bush.
“Here?”
“Lower.” Her voice is barely audible this time, but you still obey. Your fingers push deep into her blonde pubes, three brave explorers marching into the wild jungle. It takes all your willpower to stop them short of their goal, fingertips away from their treasure.
“Here?”
“You’re right Nicole, it probably would break your cute little butt. You’d need a lot more cushion to take dicks like that.” Before Nicole can answer your final question, Miranda chimes in loudly. You and Nicole both jump, like you had forgotten she was here. Nicole pushes your hand away as she sits up and closes her legs like a proper young lady. Acting like nothing happened you clear your throat, sit back, and turn your head to Miranda again. “And I suppose you’d have plenty of ass to fuck like that Miranda?” Nicole asks, coldness masking anything else she may have been feeling.
“We’ll, I don’t know about that, John what do you think?” As she speaks she kneels up on the couch, rests her elbows on the arm of the chair and pushes her bubble butt almost into your face. “Do you think I’ve got enough ass to take your big dick?” She asks with all the subtlety of a freight train, lifting her skirt and shaking her toned pale behind in front of your face. "I really don't know a lot about that." You reply, unable to take your eyes off the sight. "Come on, have a guess." As she speaks she grabs your hand and forces you to grope her again, this time filling your fingers with one of her soft ass cheeks. "Could you fuck this fat ass with that big thing of yours?" She pouts over her shoulder at you, but you barely notice. Almost thoughtlessly you pull her ass cheek to the side, exposing her tight sphincter covered only by a thin strand of her panties. You start thinking about lubing up your fat cock, laying Miranda down on all fours, prying apart her ass cheeks and ramming your cock home into your crushes' tightest hole.
You only manage to save yourself from getting in trouble by suddenly shouting. "Whoa, what just happened over there!" All three of you turn your attention back to Sarah's sex show, allowing you to relinquish your grip on Miranda's ass as she wordlessly retakes her seat. Luckily for you, something actually is happening over there. “Fuck yes! Spank me!” Sarah cries breathily, arching her back even more. Matt and Tom both obey, striking hard with their right hands so that both sides of her booty bounce and turn pink. The loud clap is only overshadowed by Sarah's groan, her fingernails digging into Matt's chest as she throws her head back. While you've not been looking the speed has definitely increased, the squelching of their cocks invading her holes and the slapping of their bodies being noticeably louder.
Despite your earlier thoughts that it might be a while before anyone on the couch opposite would be close to finishing it seems your brief "conversation" with Nicole has passed enough time. Sarah pants lightly and stares off into space while covertly playing with her clit with one hand, the two massive dicks relentlessly slamming into her apparently not providing enough stimulation. When Tom reaches around her to maul her heavy tits with both hands, all while pummeling her asshole with his thick prick, Sarah abruptly reaches her limit.
A noise that can only be described as a squeak escapes her lips as her whole body stiffens before her legs tremble wildly around Matt. Her pussy spasms strongly too, forcing Matt to stop fucking her, but that doesn’t stop Tom from jackhammering his cock into her ass. Her sweet moan of orgasm is modulated by animalistic grunts as Tom continues to rut in her like a beast in heat, prolonging her climax with delicious agony as she throws her head back and gnashes her teeth. The only part of her body that she seems to have full control of is her left hand, which paws frantically at her clit to prolong her orgasm.
When Sarah finally stops cumming Matt can move again. Almost violently he slams his hips up against Sarah's, his tempo and Tom's becoming completely unglued as they fill and overfill Sarah's poor holes completely at will. Sarah, for her part, no longer complains when those two massive cocks pound into her at the same time and threaten to meet in the middle. With her head back, her mouth lolling open and her eyelids fluttering in ecstasy it really looks like bf and am have done their jobs and fucked her brains out. But none of them want to stop yet.
Despite Sarah having achieved orgasm only moments before her two fuckboys begin ramping up their thrusting again like Vegas performers getting ready for the next show. The rhythm of the cocks pounding into her keeps getting faster and Sarah becomes more vocal but less intelligible. The only things you can pick out from her garnered moans are occasional expletives and cries of harder or faster, cries Matt and Tom are all too happy to oblige. Even while fucking the hell out of Sarah Matt finds time to talk awkwardly to his crush.
"Sarah, maybe we could do this again sometime?" He groans, sounding like a clumsy teenager even as his hips propel his cock deep into his crush. "Without someone else fucking your ass, I mean?" He adds. "With a dick this good, you can do whatever you want to me!" Is Sarah's ecstatic reply, squeezed out between her increasingly loud gaps and moans. Ignoring the complicated context of his crushes exclamation Matt reaches up to cup her beautiful face, his thumb brushing briefly against her lips only to be captured by her slutty mouth. Sarah bites lightly on Matt's thumb as she works her way toward another orgasm, her hand resuming it's hurried movements against her clit.
The three of them go back to fucking as if Sarah had never came at all, the only change is the increasingly erratic pace of the boys thrusts. This time Sarah isn't the only one who's building towards an orgasm. Hunched over behind her Tom's breathing becomes labored and he grits his teeth while thrusting into Sarah's ass even quicker than before. With both hands on her hips to hold her steady he completely lets loose on her ass, fucking her as fast and hard as he wants like her ass was just his sex toy.
When Tom's thrusts reach a crescendo and he lets out a deeply masculine grunt you know instantly that he's cumming. As Tom slams his cock into her one final time Sarah falls forward onto Matt, her face almost level with his and her long red hair splayed on his chest. The hot burst of Tom's load in her ass triggers another orgasm and she bites Matt's shoulder like an animal in an attempt to control herself. Meanwhile Tom leverages himself so that every inch of his huge cock is buried in her ass, his heavy balls contracting as they pump his load deep inside her. He groans as he rocks his hips, giving Sarah a few final thrusts to ensure her ass has squeezed all the cum it can out of his cock. Once he’s done he pulls out, his cock still shiny with lube but now limp again. A little dribble of cum begins to flow from Sarah's widened hole, like cream from the stuffed-full doughnut that is her ass.
Meanwhile Matt makes out with Sarah through her orgasm, allowing her to moan sexily in his face between kisses. He’s able to continue fucking her too this time, although in shuddering and halting motions as her pussy occasionally squeezes tightly around him. Sarah is still trembling and panting when Matt grunts loudly too, burying his cock in her pussy and holding her body tightly. You can tell by the way his hips judder against her that he’s pumping her womb full of as much cum as Tom poured into her ass, or at least he would be if the condom wasn’t in the way.
Once Matt's hips finally stop he doesn't pull out straight away, instead he lies trapped beneath his crush while the pair of them try to catch their breath. Sarah has her eyes closed as she rests her head on Matt's shoulder, looking serene despite her delicate features sheening with sweat. Worshipfully she caresses her lover beneath her, one hand drumming on his chest whilst the other glides gently up and down his arm. You don't know if Sarah really knows where she is, but you know that Matt is in heaven
With everything said and done Tom is the only member of the trio able to stand, Sarah's legs are made of too much jelly and Matt is still too happily trapped beneath her. Stretching his back like he just got done with a full nights sleep Tom advances toward the hat, his limp dick swinging between his legs like a pendulum. You know the girls beside you are looking at it, from the sound of their breathing they seem as horny as when they were teasing you during Sarah's dare. Your attention is ripped from Tom about to draw when you feel not one, but two hands wrapping around your cock. Nicole and Miranda are vying for control of your joystick once more. You're even more surprised when you glance down to see that your dick is hard again, the sight of Sarah enduring the hottest fuck of her already very sexy life apparently having revived your dick without you noticing.
Looking up again you see Tom completely oblivious to this as he reaches into the hat for someone to dare.
What does Tom draw and who gives a dare next?
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The Afterparty
Six friends continue the party with a naughty game.
A group of friends gets closer than ever.
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Updated on Mar 29, 2025
by Meister U
Created on Aug 28, 2014
by Cloontang1
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