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Chapter 48 by LLation
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Fucking Sharon again
“Oh! Uh! Uh! Ugh!” Sharon moans as you pump your cock in and out of her tight pussy. She’s on all-fours in front of you on her bed, her body meeting your thrusts enthusiastically. She’d orgasmed once already and seemed to be rapidly building towards a second one. You’d been at this for at least half an hour, trying different positions when you’d brought up the idea of doing it doggystyle. Sharon had chewed her lower lip before agreeing to it readily, immediately putting herself in the position, jutting her ass towards you as if in offering.
Her hot, slick passage clenches around you as your hips clap against her asscheeks, causing them to ripple delectably with the impacts. Her big pale tits jiggle wildly beneath her. Her dark brown hair is tousled and messy. It falls in cascades past her face, parts of it sticking to her forehead.
“Oh yes, harder! Don’t stop!” Her big bubble butt collides with your waist, and you feel the head of your cock bash against her abused cervix. She let out a whimper, but when she looks back at you, her azure eyes are brimming with pleasure and lust. Her skin is slick with sweat, like yours, but it doesn’t seem to bother either of you as you rut like animals. Every time you nudge against her cervix, you pull out so that only the tip of your cock remains within her. Then you push forward again, sheathing yourself within her in one motion that makes her shriek out in pleasure. Her pussy spasms around your cock, and you think she’s just had that second orgasm.
Gone is the articulate, intelligent therapist you’d fallen in love with. At least, for now. In her stead is a woman whose only priority is having your cock within her. Her guttural grunts and moans and growls excite something primitive in the back of your mind, and one of your hands automatically finds its way to her hair. You’re gentle at first, playing with it. Then, you seize it, urging her head upwards.
“John! Oh fuck! You’re so big!”
You stare at her in amazement as she lets you use her hair as a grip while you fuck her. You hammer your hips into her, enjoying the way her body rocks in time with your thrusts, how her pussy clenches and spasms around your cock, urging you deeper even when you’ve reached her cervix. You love how the soft parts of her body wobble and jiggle, particularly her ass. Sharon keeps herself in pretty good shape, but her ass and tits and thighs still have a decent amount of fat in them. Her assflesh squishes outward against your abdomen when you thrust within her again.
You pull her hair and lean over her so you can growl in her ear.
“Shit… you like that, Sharon? You like it when I use you?”
She nods readily.
“I do,” she croaks, her voice hoarse. “I love it so much. God, I’ve never been fucked like this before. Not ever.”
You laugh.
“No?” you withdraw your cock from her tight pussy, and she lets out a groan of protest that gives way to pleased scream when you sheathe yourself within her again. “Doug never fucked you like this, huh?”
She shakes her head.
“N-no, he didn’t,” she growls, a hint of anger in her voice. “Even in the early days of our marriage he was a – oh shit, right there! – he hated exploring. He always wanted to do it missionary. And while that’s nice, sometimes a girl needs a little – oh Jesus! – a little variet- oohmf!”
You **** her head back and mash your lips against hers. She returns the kiss eagerly, desperately, pouring all her frustration and desire into the kiss. When you finally separate, you’re stunned by how beautiful she is, and you can’t help but think about how lucky you are to have been chosen to exist in this new world. Almost instinctively, you move back and plant a tender kiss against her neck. She lets out an appreciative moan and her cunt muscles squeeze you so hard you almost cum right then and there.
You release her hair, and she looks back at you, her blue eyes shimmering slightly with unshed tears. The smile on her lips tells you she’s not upset at anything you’ve done.
It’s amazing what you’ve done to her. What you’ve been able to make her let you do after only reconnecting with her a couple of days ago. Before, you’d just been another one of her son’s friends who she’d promptly forgotten about when you had stopped being his friend.
Now, you’re fucking her on her marital bed. A part of you reminds you that she’s divorced, but honestly that doesn’t matter. You’d only caught flashes of Doug Thompson when you’d come over to Jared’s house for playdates; he hadn’t really bothered to introduce himself. You wonder what the pompous, self-serious man would have said if he knew that one day, you’d be fucking his wife?
“John? Honey, are you okay?”
You blink, and see Sharon’s eyes looking back into yours, concern brimming within them, and you curse yourself for allowing yourself to drift off and get distracted. You have an achingly beautiful naked woman in front of you and she deserves your complete attention.
“Yeah, I’m good. I’m just, you know, I keep expecting this to be a dream and that I’ll wake up in my bed in a world where you don’t care about me.”
Sharon smirks. Then her tight pussy clenches down on your cock as she starts moving on her own, fucking herself up and down your manhood. Wet slapping sounds fill the room once more as pure pleasure courses through your body.
“Oh fuck,” you groan, your eyes fluttering as that amazing sensation takes hold. How the fuck had you gone this long without having sex? You should have been doing it all throughout high school.
Sharon moans.
“Does this feel like a dream, sweetheart?” she says, her face flushing red.
You shake her head. “No.”
You grab her asscheeks with both hands, groping and pinching them as Sharon thrusts her hips back against you. Feeling bold, you give her a light slap, eliciting a soft whimper from Sharon.
“Nope. This feels pretty real,” you say.
Sharon laughs.
“Well, I’m glad,” she says, and then moans as you begin fucking her in earnest again.
“I think I’m gonna…”
Sharon thrusts her hips backward, stuffing your cock inside her as far as it can go.
“Do it!” she urges you. “Cum inside me! Fill me up!”
Your balls clench and for a moment you see stars. Then you’re releasing your load inside her, painting the deepest parts of her pussy with your thick hot cum for the second time today. Doing so conjures up memories of your time in the bathroom. She’d been much more hesitant and unsure then, but in the end, she’d loved it. You still don’t know if she’s on any birth control, though you have a feeling that she is. Sharon’s not the type of woman to take unnecessary risks, at least not without talking to her partner about it first.
You pull out of her and lay down on the bed. Sharon joins you quickly, cuddling against you and letting her head rest in the crook of your neck. Her huge breasts are mashed against your chest.
You reach your arm around to play with her bubble butt, enjoying the way her soft assflesh yields to your fingers.
“Hm.”
“Hm,” you mimic her.
She giggles playfully.
“You really like my body, huh?” she asks.
“Was that ever a question?” you mutter.
You feel her head shake against you.
“No, I suppose not,” she lifts her head up to look you in the eyes. “I had a really good time tonight.”
“Me too,” you say. “I feel like you and I have something really special.”
She beams at you.
“I feel the same way.”
You’re silent for a moment, but finally you muster your courage.
“Can I ask you something?” you say.
Her eyes twinkle.
“Of course. Anything.”
“Are you taking birth control?” you ask.
She stares at you for a long moment before rolling her eyes.
“That’s usually something you’re supposed to ask a girl before you have sex with her without protection.”
“Sorry. I’m still new to this whole thing,” you mutter sheepishly, looking away.
“Don’t be sorry. It’s not your fault,” she gently grabs your chin and urges you to look at her again. “Sometimes I forget how young you are. You act so mature for your age it’s easy to pretend you’re a lot more experienced than you are. But to answer your question, yes, I’m on birth control.”
Something glimmers in her eyes then. They’re still slightly watery from earlier, but for the life of you, you can’t make heads or tales of what she’s thinking right now.
“You look almost disappointed,” she remarks without a hint of surprise in her voice.
“Maybe I am,” you pinch her butt, causing her to gasp. She glares at you, but there’s very little to it.
She licks her lips, and for once it looks like she’s at a loss for words. You hope you haven’t weirded her out or anything.
“I know it’s too early in our relationship to talk about kids, but… I kind of like the idea of having them some day,” you breathe. It’s true. Even before you’d lost your virginity, you’d fantasized about what women like Mom or Tiffany would look like pregnant with your children. How their breasts would swell with milk and their bodies would get soft.
You look down at Sharon’s body, and for a moment you imagine her belly filled with the baby you’d fucked into her. You imagine Sharon gazing at you lovingly, her blue glimmering with pride at the knowledge that you’d been the one to knock her up. You picture yourself walking in public next to her, your arm wrapped possessively around her to show the world who she belongs to.
“John,” Sharon whispers. She looks like she wants to say something, but holds back.
“It was just a thought. Forget about it.”
“No!” she blurts out. She takes a deep breath to center herself. “I… You… We should probably take things slow on that front for the time being. You’re mature for your age, but you’re still only nineteen. In my work I’ve seen men who’ve become fathers before they were ready for it and ended up regretting it. I’m not saying you’re like them. Hell, from what I’ve seen so far you’d probably grow into the role really quick. But having a child is a lifetime commitment that shouldn’t be made lightly. You should be absolutely sure it’s what you want before you take that step, because it can’t be undone.”
You nod.
“You’re right. I know I’m probably not ready to be a father yet. Hell, I don’t even have a real job yet. That doesn’t mean I don’t think about it, though,” you gaze at her meaningfully.
She blushes.
“I know." She swallows audibly. “I think about it, too, sometimes.”
Your eyes widen.
“You do?”
She sighs.
“Well, Jared’s not the only child I wanted to have. Doug only wanted one and he had a vasectomy to make sure." The hurt in her voice is unmistakable. You feel an irrational urge to find Doug and punch him in the face even though by being a shitty husband he’d done you a favor by making Sharon more receptive to your advances.
You give her ass another squeeze.
“How many did you want, if you don't mind me asking?” you ask.
She lies down next to you again and you turn to face her.
“I don’t know. At least two. Maybe three,” she says. “I always wanted a boy and a girl. I wanted to experience what it was like to raise at least one of each.”
“That’s sweet,” you say. “I’m sure you’d have been a great mother to all of them.”
Her eyes tear up again, and you reach your hand over to cup the side of her face.
“John…”
“I mean it,” you say firmly.
“Even though I screwed up with Jared?” she says, her voice trembling slightly. Her eyes radiate vulnerability. For a brief moment you hate yourself for making her feel like Jared “tormenting” you was her fault, even though it had initially been her guilt that had allowed you to manipulate her into reaching the stage that she’s in now.
“Sharon, I know you. You’re an amazing woman, and I know if you were given the opportunity, you’d be the best mother any kid could ever ask for.”
She stares at you silently. For a moment you’re afraid you’ve said the wrong thing.
Then she surges forward and captures your lips with hers. The kiss is tender and loving, and you feel like you can almost sense that affection Sharon has for you. You try to reciprocate as best you can; you’d never been the most loving or empathetic person, and for the first time in your life you wish you were. That you were better at not only expressing how you feel, but at feeling in general. It’s just… it was always much easier to close yourself off and retreat into yourself than dealing with other people.
Your cock hardens, and Sharon quickly takes notice, breaking the kiss. An amused smile tugs at her lips. She reaches for your manhood and gives it a few experimental tugs.
“I want to show you something,” she says suddenly.
You look her up and down, marveling at her voluptuous body. What could she possibly have to show you that you haven’t already seen?
“What is it?” you ask.
“Just wait here,” she puts her hand on your chest to emphasize her request. Then she slowly gets up from the bed. You let your eyes rove over her nude body again. She’s slick with sweat and red in the places you’d pinched and groped or smacked her.
She turns and walks to the master bathroom, her delicious bubble butt swaying in a way that has to be deliberate. The amused look Sharon shoots you just before she disappears into the bathroom confirms it.
You hear a click as the light in the bathroom flicks on. You’re tempted to get up and follow her, but she’d asked you to stay in bed so you stay. You’re a little sore and tired anyway, and Sharon’s bed is big and rather comfortable. You allow yourself to sprawl lazily across the puffy sheets and rest your sweaty head against one of her pillows. Damn, this is so much more comfortable than your bed back home.
Sharon reenters the bedroom after a few minutes. She’s holding a couple things in her hands. Her face is flushed slightly, but the firmness in her gaze tells you she’s decided to persevere with… whatever this is despite her embarrassment.
“John, do you remember when I told you about that thing my husband discovered and didn’t like?” she asks.
You blink confusedly as you try to remember. Then it hits you, and your eyes widen.
“Yeah, I think so,” you look at her left hand, which clutches something silver with a bulbous tip.
She notices and holds it out for you to look at. Her buttplug.
You stare at it for a few seconds before looking up at her. She meets your gaze searchingly. You know you have to say something meaningful to let her know you’re not repulsed by what you see. Quite the opposite.
“Wow,” you blurt out intelligently. “I can’t believe that whole thing’s been in your ass.”
Sharon snorts.
“Seriously? I’m trying to share something intimate with you and that’s your response? Unbelievable,” she says.
“Sorry,” you reply sheepishly. “But I can’t help but notice you didn’t deny what I said.”
A ghost of a smile comes to her lips then.
“That’s right. I didn’t,” she says. Your mind conjures up images of that toy wedged up her ass. Then it promptly replaces it with your cock.
“So, what’s that you got in your other hand?” you say, finally recovering from your shock to ask about what else she brought.
“Oh, this?” She holds out a transparent bottle of clear liquid. Is that what you think it is?
“Yeah, that,” you say. “Is that, um… are you gonna…”
“Uh-huh?” she nods, grinning. Shit, she actually wants you to say it.
“Dammit, are you going to put on a show for me now or what?”
“Maybe,” she walks closer to the bed, her wide childbearing hips swaying. “Is that something you’d want?”
You nod rapidly and say, “Yes. That’d be so fucking hot. That idiot ex-husband of yours has no idea what he’s missing.”
“Who cares about him? He lost the right to have any say in what I do when we divorced. There’s another man who occupies my thoughts now. A man who fucks me so much better than he could ever hope to. A man who doesn’t judge me and who I can share everything with.”
Sharon grins and places the toy on the bed before uncapping the bottle of lube and squeezing it, letting the liquid ooze out onto the lip of the buttplug.
You sit up from the bed as you watch her, your cock fully rehardened.
“There, all done,” she announces when she’d properly lathered up her toy. Then she gives you a considering look, and licks her lips. “You think you can help me, uh, back there?”
She glances downward for emphasis.
You stare at her. Is she really asking you to lube up her ass for her?
“Fuck yes!” you snatch the bottle of lube from her, earning a giggle. She crawls on the bed on all fours, not unlike how she was when you’d fucked her. She clutches the buttplug in her hand.
You move behind her, and marvel at the sight of her freshly fucked pussy. It’s still oozing your thick white cum. It dribbles downward, impacting her sheets. You wince internally. Does she not care about making a mess?
“Now, be gentle. My ass is, um, very sensitive. You could seriously hurt me if you’re not careful,” she warns, looking back at you. Her blue eyes glimmer with arousal despite her caution.
You grin. Damn, it seems she’s just as excited about this as you are. Maybe even more so, considering she’s apparently a bit of an anal freak.
“Don’t worry, I’m not going to hurt you.”
Uncapping the bottle of lube, you hold it above her ass before squeezing, squirting the lube onto her asshole.
Her body shudders.
“Ooh, that’s cold.”
Her sphincter pulses, and you take that for the invitation that it is. You touch it with your right index finger. It twitches again, and Sharon gasps. Then, you push.
There’s a bit of resistance at first, but then you’re in. For the second time today, you have a finger in Sharon’s asshole. She moans softly as you wiggle the tip of your finger.
“More,” she whispers.
You nod automatically and do as she asks, and shove more of your index finger inside her, all the way up to the knuckle.
“Oh shit…” she hisses, and her hands tighten so hard around her sheets her knuckles turn white. Her sphincter tightens around your finger and her anal muscles grip it like a vice. “Can you… can you put another finger in there, John? Please?”
You pull your index finger out, her butt clenching around it as you do so. You squirt another dollop of lube onto her sphincter before lining up your middle and index fingers and pressing forward.
Sharon moans as your fingers disappear into her asshole. Suddenly her body shudders and she lets out a scream.
You pull your fingers from her ass and look at her worriedly.
“Sharon! Baby, are you okay!”
She lets out a shuddering breath and then looks back at you, her face flushed.
“Yeah, I’m fine. I just… I think I just came.” She sounds surprised, like she can’t believe she’d actually cum from you putting your finger in her ass.
“Oh. So, you want me to keep going then?” You desperately hope she does.
She nods after a few moments. “Yeah. You don’t think this is weird or anything?”
You shake your head emphatically.
“No, I think it’s hot. And even if I didn’t, I’d still be more than happy to do it for you since it makes you feel good.”
She smiles at you.
“Thank you.”
You chuckle. If someone had gone up to you a few days ago and told you a hot older woman would thank you for lubing up her asshole, you’d have thought they were crazy.
You push your fingers into her hungry asshole again, and her butt muscles clench around them, urging you deeper even after you’ve inserted them all the way up to your knuckles. Then she tells you to insert a third finger and you do so, and her body shakes as she orgasms again, even more intensely this time.
“I think I’m ready now,” she says. “Do you want to…?”
“Yeah. Are you sure?” you ask.
She nods at you, smiling. “I trust you.”
“Okay,” you say, and reach for the buttplug which she hands to you. You apply another glob of the lube and smear it over the plug before putting it up against her asshole. “Tell me when to start. And let me know if I’m being too rough.”
“I will,” she says. She gives her ass a shake. “Go ahead.”
You take a deep breath and push, using the same amount of **** you’d used with your fingers. There’s a lot more resistance now, the tip of the plug larger than three of your fingers. Sharon’s hands tighten again.
“Fuck,” she hisses.
“Should I stop?” you say.
She shakes her head.
“No. Put a little more lube on and try again.”
You do as she asks, letting the lube ooze onto the tip of the plug and the rim of her asshole. Her sphincter is gaping slightly, and you press the tip of the plug against it again. This time, her anal passageway opens further to accommodate the plug, stretching obscenely for a few moments as the bulbous head of the plug disappears inside her. Then her sphincter closes around the handle and her body shudders again.
“Oh my god!” she says. “It’s in! You actually did it!”
You let a bit of pride fill you.
“You feel alright?” you ask, your fingers still holding the handle of the plug. Your free hand grips your cock and you start jerking it.
Sharon nods rapidly.
“I feel great. It feels good to be filled like this and not have someone judge me for it,” she says, glancing back at you. Her eyes zero in on your cock before looking up at you. She swallows.
“Ngh,” she grunts when you wiggle the handle of the buttplug.
“Have you ever been fucked in the ass, Sharon?” you ask, pulling backward on the handle enough that you can see the beginnings of the head of the buttplug in her ass.
She shakes her head.
“No-ugh, never,” she says. “I’ve always wanted to try it, though.”
“Yeah?” you push on the handle so the flat end of the toy is pressed up against her sphincter.
“Mhm. I was hoping that maybe you’d be okay with doing that to me,” she turns to face you. Her eyes fall to your cock again. She gently grabs your hand and removes it from your member and starts tugging it for you.
“Is that why you got the toy?” you ask. “To see if I’d be into it?”
“That’s part of it,” she sidles up to you as she keeps jerking you off, her hard nipples nearly brushing against your chest. “I also wanted to experiment and see how I felt. I’ve wanted to try anal ever since I got the toy, but I never knew if I’d ever work up the courage to go through with it. Now I know.”
“So, you want to do it?” you have to ask, even though you’re pretty sure you know the answer. You need to hear her say it.
She nods.
“Yes, I do. God, I can’t believe I’m actually saying this but I want you to fuck me up the ass. I want you to take something I’ve never given to any man before. You’ll be my first. In a way, it’ll be like you’re taking my virginity." She bites her lip shyly. “Strange, isn’t it?”
“I don’t think it is,” you mutter. “Nothing either of us do with each other could ever feel weird or strange to me.”
Sharon smiles widely.
“You always know exactly what to say to make me feel good.” She gives you a brief kiss on the lips. Then she reaches back to her ass. Her eyes never leave yours as she pulls the plug out of her asshole, grunting and moaning as she does so. “I’m going to put this in the sink real quick. When I come back…” she trails off.
“Say it,” you command. “Tell me what you’re going to do.”
She blushes, then her eyes gleam wickedly. She smirks at you.
“When I get back, I’m going let you fuck me in my tight little asshole,” she whispers. “I’m going to let you take my anal virginity.”
You stare at her. Holy shit. Holy fuck.
“Good god,” you nearly groan.
Sharon giggles, chewing her lower lip.
“I’ll leave you with that thought. You might as well lube up that amazing dick of yours while I’m gone,” she says teasingly.
She gets up off the bed and disappears into the bathroom again.
“How did I get so fucking lucky?” you mutter to yourself and start lubing up your cock. The lube is cold, and you shiver. But that doesn’t matter at all. Soon, you’ll be much warmer.
As you prepare yourself, you don’t hear the grumbling of the car as it pulls into the driveway and shuts off. Neither do you notice the thud of the driver-side door opening and shutting, nor the jangling of keys as the driver fumbles for the right one for a minute or so before finding it and inserting it into the lock of the front door.
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Alternatum
Enter an alternate reality where your fetish is a casually accepted social norm.
A mysterious man offers you the chance to turn your fetishes of your choosing into common everyday sights. How will you shape your world, and what adventures will you find yourself encountering in it?
Updated on Oct 13, 2025
by LLation
Created on Apr 22, 2014
by Squelchapron
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