The Mary-Sue of Maryland: GILF-O! (Grandma I'd Like to Figure Out!)

*Gdddd-Rrrrrooom*

He put the key in the ignition, foot on the gas, his hair still wet from the shower and he sped off from his parents’ place, knowing he’d be safer any place but there.

Lily wasn’t at home thankfully, he’d called her name out but her impossible figure was nowhere to be found, but even then, he knew he couldn’t stay in the house. If there was a chance his sister could know where he was, she’d simply resumed where she left off and he’d be on his knees, mouth open, drool pooling in his cheeks to lubricate his mouth-pussy. She wasn’t playing around anymore, so much was clear after seeing his mother, and he couldn’t depend on staying strong in the face of an ever expanding, ever improving, ever sexier sister which truly threatened to consume all. God help whoever she was with now.

There was no peace for him without her. As usual, his mind was a constant garble of the lewdest thoughts of submission to her, not even hiding that it was it was a bad idea.

Fuck your interest. What is a mortal compared to your sister Lily? You should be picking out short-shorts to please her in, dressing like a total cocksucking slut to submit to her fully. This ‘free-will’ thing is only going to get you hurt after all. And remember it’s hot because it’s a bad idea!

His eyes narrowed on the road, desperately trying to distract himself with the rules of the road with little success. He turned to his car radio, hardly turning it on anymore but he wanted to hear some other voice rather than his own bickering lust telling him to submit.

As he waited at the lights, the latest awful pop-song dying off like some diseased bovine as the DJ came on the channel to claim it was his new favourite. Why did he ever listen to this station? However, his ear perked up on something a little personal before long.

“Hey hey hey, wasn’t that great? A real lovely song to ring in the summer. But I’ll admit this, listeners, while we were on a song break, I got a lovely request by phone from someone named Lily Vinogradov. What country do you think that name comes from?”

“Can’t say Bob, but what I will say is that she sounded hot. Hotter than anyone who has ever called here.”

”Yes and she made quite the convincing argument that we should play this song, even though it’s against the rules and regulation of broadcasting. However, she did say it was for love, so I say ‘fuck’ it and let’s do it. Cameron? If you’re out there, and she did say this was the radio station you listened to, this song is for you.”

Everytime I see your face

I think of things unpure, unchaste.

I want to fuck you like a dog,

I'll take you home and make you like it.

Everything you ever wanted,

Everything you ever thought of-”

“Jesus.” He muttered as he shut off the radio with a snap, ears still tingling from what he heard. This was getting heavy. His sister a black hole consuming all around her, collapsing them to their knees before they were lost to the individual known as Lily.

Fucking hot.

No, he couldn’t wait any longer, procrastination right now was dangerous, so he put his phone on his hands-free holder and scrolled to the contact who would hopefully have the answers.

Cameron didn’t see his grandma very often. Like many of America’s retirees, she had moved down to Florida for the lower cost of living and stayed for the beaches, but that was normal. Frankly, he didn’t think that she liked them to come down, hardly the kind of woman to get lonely. They used to come down once a year, but even when he was young and before Lily got too ill to travel, the second they got to Grandma Vinogradov’s retirement mansion, she’d find every excuse to get them out of the house and certainly staying for longer than a week was out of the question.

Maybe that had to do with the fact that she was the least ‘grandma-ish’ woman alive.Grandmas, after all, were supposed to be that sweet grey haired lady with hunched over back with hobbies which included crocheting, bingo and shuffleboard, and that was a terrible description for Emma Vinogradov.

His ‘granny’ looked beyond just ‘fine’ for the ripe age of sixty, or whatever age she actually was as it was a mystery like with all women in this family. She must have had some miracle worker for a cosmetic surgeon, though he’d never ask, as her face was dollishly smooth, dyed black hair, body fitness model fit, and honestly it looked as if she never had k1ds with breasts like that. His grandma, being completely honest, was smoking hot, and it wasn’t just him with that opinion, as one could ask her million-plus Instagram followers, and they wouldn’t say the memes about coffee. She didn’t keep that body cooped up either, as she was more active than most college k1ds in doing cool things. Being a DJ, going clubbing, doing boxing, and, of course, hosting parties in her mansion, the woman didn’t slow down, and literally until this week, Cameron didn’t connect such actions as supernatural, honestly putting the still sexually active lifestyle of his grandma to a forgotten place in his mind. Now though, he was about to find out if her ability to keep going and going had anything to do with that green rock she gave the family.

*Rrrrrrrrrrrrrrrm*

He looked at the picture he had for Emma in his smartphone as it began to ring her, an image he got from her instagram used. Like his mother, she had a short dyed-dark-black bob just past her ears, eyebrows so fine that they seemed drawn on her forehead. There was a faint sign of wrinkles by the eyes, but with the rest of her skin glowing so healthy from a Florida beach tan, combined with her naturally dark eyes with bright deep irises, it was hardly noticeable. Her lips were pink and glossy, slightly puckered for the selfie, as her shoulders bent to the side in a confident pose, letting a little caramel-tanned cleavage poke from her white blouse. While certainly not Lily-enormous, their roundness directed all attention in the area towards them, certainly would be quite the prize to ogle in a bikini.

You know, if she wasn’t his own damned grandma!

“Hello?” The deepish voice of Emma came on the other side, honestly reminiscent of a sex-line operator who smoked maybe a bit too much. Breathy, harmonious but firm.

“Uh hey…” It had been so long since calling her, certainly by himself when it wasn’t just wishing a happy birthday or merry Christmas. Did she even have his phone number? Would she recognize his voice?

“Oh hey!” Her voice lit up immediately. “Just the man I was hoping to hear from.”

”Really?” His head tilted as turned right in the intersection.

“Yeah…” She gave a sudden growl. “Did you bring the stuff?”

”What?” He suddenly realized she perhaps, maybe, might not realize who this was. “It’s-”

”Oh don’t play coy, Ben.” She gave a chuckle as the chatter of some guys was picked up on her phone. “Two guys are fun, but three makes a party, especially if you brought the coke and lube.” She gave a little moan. “Oh baby, I’m already hot thinking about your big, fat co-”

His eyes bulge. “Grandma. Please. Stop. It’s Cameron.”

”Oh.” She didn’t sound flustered or apologetic as a slight sigh came from the other side. “What do you want?”

“Me?” He gulped at the bluntness. “Uh..” Only now did he realize that he hadn’t prepared how to ask for this unusual information. “I’m c-calling to ask how you were.” He’d settle her in with some small chat before popping the really strange question about that green rock she gave.

“Cameron. Sweetheart.” She tsked. “You just heard how Granny is doing. It’s just another Monday for me here.” There was a sound of rubbing on the receiver, a muffled tone in a hush barely picked up. “Huh? No no it’s my dork grandson. It’s fine, pull it out. I want to see your excitement, boy.” She cleared her throat. “Now I’m going to hang up unless you’re going to be honest with me. I’m sure your mother, as big of a disappointment she is, didn’t raise a liar.”

Why couldn’t he have been born in a slightly less weird family? “Fine. I’m calling to ask about the green rock you gave us to help Lily.”

“Oh, of course!” Again some muffling on the other side. “Aren’t you a big boy? And who said Asians are small? So fucking veiny too. Do you taste as good as you look?” “And how is Lily? She’s drinking the rock in water everyday right?”

”Yeah and I think that’s the problem.” He shook his head, wondering if he shouldn’t have destroyed that rock instead, or at leastthrow the safe it was stored in right into the ocean. “I think it might be making her too healthy.”

*Slrrrrp Glupppp Hkkkkkk*

The sound of someone stuffing too much banana in their mouth and trying to swallow it filled the other side of this phone conversation until there was a wet pop. “Ahhhh…” She gasped out. “Too healthy? Oh honey, how can anyone be too healthy? Sounds like it’s doing its job! What’s she doing?”

“She’s changing.” He thought of the best way to describe things, though it was nice that he didn’t need to worry about being too graphic in the lewd situation which was his sister. “For example, yesterday she grew a dick.” He paused taking a deep breath. Just saying that made his trembling and lick his lips, his stomach giving a little growl. “A-A big one.”

”Hey, stop being so shy and stick it in me! Why the FUCK is my thong still on? Are you going to rip it off or do I have to do everything here?” There was a sharp loud sound of slapped flesh, an echo of a spank echoing into the car. “Oh that’s normal in this family, Cam. Some of my many sisters for example, grew great meaty cocks above their pussies. It’s a self-correcting gene to ensure the bloodline lives on.” There was a scoff as the line got muffled again. “What are you looking at? Stop staring and start pounding!” She gave a chuckle. “After all, we Vinogradov women can’t always depend on a limp man to get the job done.”

“B-But…” His mother always stated granny was a weird one, but perhaps it was his mother who was painfully naïve. “She’s grow so strong an-and she’s grown sexual aggressive a-and-”

“And?” There was a moan from Emma as a wet slapping started to develop. “What’s wrong with a strong woman? And of course she’s got a strong sexual appetite, all Vinogradov women do! They’ve got to carry on the proud family name after all, and we certainly can’t expect the men to do their fair share. One second.”

*Slrrrrp Glupppp Hkkkkkk*

He winced as the sound were filled with even lewder slurping than before, the wet slapping only getting louder. “Your daughter is knocked up by your granddaughter!” He practically cried out as he slammed his fists into the steering wheel, sending a honk onto the relatively empty road in a residential area.

*Slrrrrp Glupppp Hkkkkkk*

“Sorry Cam.”

*Slrrrrp Glupppp Hkkkkkk*

“I didn’t quite catch that…-”

*Slrrrrp Glupppp Hkkkkkk*

“I’m just totally busy…”

*Slrrrrp Glupppp Hkkkkkk*

“With something really hard…”

*Slrrrrp Glupppp Hkkkkkk*

“To deal with” She cleared her throat. “Hint, hint.”

Groaning, Cameron shook his fist to no one in particular. “I just want-”

”Honey, I’ve been trying to be polite, but right now I’m sucking really nice, big cocks from some boys visiting on a late-spring break.” Muffled voice returned. “And trying to get one to fuck my ass!! Is this the first time you’ve been with an actual woman, boy?” “But it sounds like you’re really concerned about this. The person you’d want to ask is your great grandmother, Eva.”

”Great grandmother? Surely she’s-”

”She’s very much alive, Cam. I see your mother’s been doing a great job of keeping our family history alive.” She sighed, another sound of a spank ringing out. “Look, she lives in Northern Ukraine but I’ll give you her address if you’re really interested. She gave me the rock after all and-”

”Isn’t there a phone number I can call?” Not only was a flight to Ukraine not sounding appealing, but he was hoping for some immediate answers so he could solve this problem today.

“No, Cam.” She sighed again. “Fucking dumbass daughter somehow tops herself with her son. Thank god Lily can apparently make me proud…” There was a slimy licking sound from the other side. “Mmm… Anyways, your great grandma has lived in an isolated communities all her life. No phones, no Wifi, no Instagram. A great place to worship the God-birther Mary, but a little slow for my liking, you know. You can only go in person if you want to talk to her. So if you actually want answers, you have your answer.”

”Wait, God-birther Mary? What can you tell me-”

”I’m going to hang up now Cam.” She grunted out. “Oh yeah, now you’re fucking me right.” “Ben finally came and I don’t intend on having a free hand or mouth for the next three hour. You take care now!” She let out a moan but quickly gasped back. “O-Oh and if you’re confused about Lily, it might be helpful to keep this mind.”

”What?” He nearly brought his ear to the phone, stomach churning for some helpful advice to combat these sensations.

”Don’t resist.” She moaned and groaned, not even bothering to muffle her phone. “Yeah, boys, don’t hold back, mama can take it better than you give it!” She grunted through gritted teeth. “Cam. I can tell you’re calling me because you’re having the ‘Vinograd guilt’ the boys in this family get. Just know what you’re seeing is inevitable, and if you are having those kinky thoughts that young men have, you should just give in. Let me guess? You want to suck her big creamy dick? Do it. Don’t let years of Catholic propaganda hold you back. A sister using her brother as a sex-**** -er sexual partner I mean, is as natural as a guy liking tits. A little sibling cum does the body good.”

”But-”

“Yeah, yeah! Mm yeah!” The other end was just filled with fapping, slapping, snorting and squirting. “Let me do a line off your fucking big, shaft, then I call more friends! I don’t think you mere three will be enough to handle a true woman.”

*Snnnnrrrrrrrrrt*

“Fuck yeah. Call your girlfriends too, I want this to be a Roman worthy orgy like-”

*Beep*

He hit that red button on his phone, parked in a free place on the side of the road and laid his head upon the steering wheel. “I’m fucked…” He sighed and twisted his head to look at the street he was on.

Well not yet. You should go home, put on something cute, buy some rose pedals to lay around your bed, and then play some sweet jazz music, coiling up like some cute virgin hungry for sister’s big cock. In fact-

His dick was going crazy, actually making a wet spot in his shorts as his mind was filled with Lily dominating and the graphic fun Granny was having. He was seriously thinking of unzipping himself just for some quick relief to edge him over, but he decided against that. He didn’t think he could actually climax now without moaning his sister’s name. It would disturb him too much, so he needed to think of another way to get off before he went mad. Something completely different.

Thankfully, he knew someone who could help.

“You like that, slut?”

His face was eating pillow, rump high in the air, gasping as he felt completely plugged up. “Y-Yes…”

“Did you say you liked it, little bro?” There was a stinging slap on his behind, a wobble around the shaft up his ass as it echoed in this big abandoned apartment, a garbage bag fluttering over the broken window.

“F-Fuck!” His muffled cried vibrated the pillow, dripping cock twitching from the ****, smearing this overused mattress on the floor. “I-I love when you call me little, Lily.”

There was a firm grip on his hips, as now the bulbous rod rubbing his prostrated started to vibrate and massage, his hole stretched further as she pulled herself in and out of him, a pistoning process for peak cum-production. Another smack rung out in the empty room littered with newspapers and magazines on the floor. “What did you call me, little bro-bitch?”

“S-Sorry.” He was biting his lower lip, feeling the drool soak into the pillow and dampen his chin. “M-Mistress Lily. My fucking dominant sister.”

“Damn straight.” Her thrusts were so firm and in control. All he could do was obey her every little desire. “Flip your ass over. I wanna see your sissy face as I cum all over it.”

”Yes, my queen.” There was no desire to be delicate, as he was roughly adjusted from his burning chest to his back, ass roasting on her poker like a plugged piece of fuck-meat, looking up to the ceiling and his fucker’s raven set of hair. “God your cock is so big.”

”Tell me something I don’t know…” She pinched a nipple beneath her yellow shirt, other hand busy playing between her legs. She then snapped forward, gripping his cock hard like a vice, dribbling white pearls upon her painted blue nails. “But is ‘queen’ sufficient enough for my ascent?” She gave a firm thrust to bottom out upon his bottom before viciously wanking him, balls bouncing upon the underside of her fist. “Perhaps goddess is more appropriate?”

”Y-Yes!” He cried after gulping, panting furious as he tweaking his nipples. “Lily is a goddess! I’m nothing but her cock sleeve.”

“A sister’s cock-sleeve?” She shuddered as she focused both hands on his meat piping, making blurs of her digits. “You kinky fuck.. So hot…”

”Y-Yeah…” His ass was contracting around his cock, bucking himself as he inched closer and closer to orgasm. “Oh Fuck sis… I-I love you!” Nipples were burning under his pull, his fingers giving them a final twist and the tightness churning in his ball released themselves in a thick spirally mess. Thick gunk filled of his perverted tadpoles smeared upon his chest like curdled crème anglaise , speckled upon his chin. He panted almost hard enough to see his breath, licking up little dabs of his seed into his mouth.

“Mmm-ahhh..!” The cock was pulled from his ass with a pop, giving a cry as she fingered herself to completion with his spent pulsing cock still in her palm. “Fuck you little kinky butt-slut.”

”H-Holy shit…” Cameron gasped as he felt the voluminous load cool on his chest. He’d cum in the shower only half an hour ago, but this load was like four times his usual amount, thicker too. He swore he could feel the little guys squirming on him as he sat up, still warm as it trickled slowly down. “Um…” He looked over to the end of the mattress. “Thanks.”

”Ooo my pleasure, little bro.” A tongue lapped at his chest, making tiny circles around his still tingling nipples, so much more turgid, thicker and tender than he remembered, like they’d been through a suction pump of some kind. “That was all kinds of fun for me.”

“But you don’t mind me…” He blushed to look to the dirty floor around him. “You know, this kind of role-play?”

Nelda laughed, running her glistening fingers through her hair. “Oh c’mon Cam. I live for kinky sex. Honestly, this whole situation and fetishism with your sister is so fascinating and I’m glad I can experience it with you.” She ran her fingers up his neck.

He shuddered, something so lewd and corrupting to hear that from her lips. Was she as well going to become as enslaved to the presence left by his sister? Would they simply become cock-slaves together? He felt a little relieved compared to before, the buzzing in his mind a little less intense, but he could already tell it wouldn’t last too long. “But… What do you suppose about all this? After all I told you about my weird family?”

”Honestly, it’s hard to completely accept.” She crossed her naked legs, her big pink strap-on smacking her calves. “After all, a family dynasty of super-woman who worship the Virgin Mary?” She smirked. “Can your family adopt me?”

“I’m serious though. What can I do to stop my sister?” His cock twitched, knowing full well his libido didn’t want to stop anything. “If things go on this way… Well, I’m not 100% sure I won’t be lying beside her throne as queen of the world honestly.” He gulped, cock smacking to full iron-hardness. “A-As a goddess she’ll sit upon a throne as the ruler of the world, me a pet in a collar.” He started to helplessly massage his spongy cock glans, the nerves sparking under his palms slow rotation.

Nelda gave a hard slap of his cock, making him wince. “Oh c’mon! Don’t give up that easy!” She stood up. “All you need to do is make sure you don’t swallow anymore of her cum. You probably don’t want to change anymore than you already have.”

”Changed?” He looked down, as if he had grown breasts or something.

She smirked, trailing a finger down his body. “Haven’t you noticed?” She laid him down on the mattress lain upon the middle of this room of this small apartment she was squatting in and continued to rub his soft body. “Your body is completely hairless and smooth.” She petted his thighs, stomach and arms and cooed at their buttery sleekness. “Even softer than my body, you know?”

“Yeah?” His mind had been so consumed that he honestly hadn’t noticed, but now he had a chance to rub his naked body, he shivered at the tingly sensations he got from petting himself. His fingers skated down his chest, hairless with big perked nipples, down his smooth tummy, around his hairless crotch and he gasped as a little wind came from the window, even the tiniest breeze sending an erotic tingle up his spine. He took a deep breath. “What else?”

Like with a patient, she flipped him over to lay on his hard erection, cum coating his belly. “This ass?” His smooth butt was shiny from all the pounding it received, but only now did he see its shape. It really did soar up like twin domes competing for space on his hips. She put her hands on both and smushed them together, slathering the smooth flesh. “Fuck this feels good. Like massaging pudding or something. But that’s not the best thing.”

”O-Oh?” He bit his lower lip, loving the explosive tingle he was feeling from such treatment. No wonder he was nearly cumming from every time she spanked it, it was like a new erogenous zone for him!

“Did you notice my lack of lube?” She parted his ass together to peak at his back hole, making note of the tight button. “Not only are you the first guy to take ‘Chappy’ with so much ease.” She pushed down on her thick, ten-inch silicone cock before letting it bounce back. “But you’re certainly the first person to not need any lube with this bad girl.” She nibbled her lip as she poked his asshole, slipping it easily, adding more fingers slowly as Cameron let out a low moan. Before long, she had all five fingers in there, tight but deliciously so. She pulled out and noted the seeming juice soaked on her hand. “It’s like you’ve got a back pussy or something.”

“What do you think that means though?” He looked back at with a raised eyebrow, suddenly wondering if Lily wasn’t the only one getting some results from his strange family genes.

”Well I ain’t no scientist.” She rubbed her chin to stand up, unstrapping her strap-on for it to drop to the floor. “But I have read a lot of anatomy book and my share of sci-fi, so I could make a guess.” She pointed to her stomach. “You’ve swallowed some of her cum, right? So maybe now that her cells are now inside you… Well…” She rubbed her chin. “How to put this delicately… I think they’re colonizing you to fit what she wants.”

”What?” He flipped over to his side, and looked down to his body. He was looking softer, fuller in some places which frankly made him look more androgynously cuter. “You mean, like, her sperm is making me sexier for her?”

She’s inside you, making you better for her. It’s too late Cameron. Even now her sperm is turning your cells against you one by one. Submit. Submit. Submit. Subm-

“Yeah.” She shifted her glasses and shrugged. “Pretty much. And I probably don’t have to tell you her intentions if your butt produces automatic lube.”

”Jesus.” He shivered, face concerned, but already pulling his dick and twisting his nipples. Honestly, his ass was tingly now, feeling down right empty now that Nelda was stuffing him. He shook his head, trying to kick out the idea of truly being stuffed by sister. “And do you have any suggestions?”

”Let’s go to Ukraine.” She shot out bluntly as she pulled out a turn of the millennium palm pilot from her jeans on the floor, taping the screen with a stylus.

“What?” His head shot up. “Us?”

“Yeah.” She shrugged. “I mean, it solves two issues. One,” she tapped a couple of times, wobbling the Wifi add-on to this ancient machine, “we can actually get some answers from the source, finding out what’s happening to you and your sister, maybe find out about this religion too. And two, it’ll get you away from your sister for a while, maybe expel a little more of her cum before confronting her.” She sighed. “Quite frankly, with eagerness of our role-play, I don’t think you’ll last long with her. Plus, what happens when you drink more of her cum? You’ll grow long hair for you to grab, tits she can fuck, a really booty she can grip on to, and probably a new hole to stuff after she’s pumped full your ass and mouth. You’re brain will be melted to goop as you beg for more.” She swiped the screen.

God, yes. So fucking hot.

He grunted, pulling his hands from pleasuring himself at the thought and pulling him up straight. “You’re right but-”

*Buzzzzzz*

Nelda’s eyebrow raised, looking to her pants again as she pulled out her little pager, giving a beep. She flipped it on its side, reading the message aloud. “Cameron. Get your ass home. Lily.” She smirked. “Creepy. I don’t think I gave her my number.”

”And I didn’t tell her I was here with you…” His stomach dropped. “What should I do? Should I not answer? Should I run?”

Submit.

She sat beside him and put a hand on his thigh. “Be honest bud. Speak from the heart and maybe, just maybe, she’ll be distracted enough for you to get away to Ukraine to solve this mystery. Just try not to mention the rock.”

“Why?”

“Honestly?” She shrugged. “She’ll probably eat it or do something to make her ascension faster.” She bit her finger nail. “That’s what I’d do.

”What if she does do that though?” Could he contain this knowledge away from Lily if such knowledge would actually make her a more arousing and dominant figure?

”Well?” She put her hands on her hips. “I guess we’ll be both by her throne as her pets. I just hope her rule is at least 1% better than the assholes running things now.”

*Buzzzzzz*

“And tell him…” She sighed as she read more from the machine. “And tell him ‘no more games’.”

He gulped, realizing that things weren’t going to get easier until they got a lot more harder.

“Want a handjob for the road?” She smirked as she got to her knees, not waiting for an answer as her fingers blurred up his shaft. “It’s really fun to meet a guy who never goes soft!”

He bit his lower lip, just imagining what Lily had in store for him when he got home.