The Neighborhood GILF (Original Modern)
The Neighborhood GILF (Original Modern)
Commission
Themes: GILF Sex, Virgin Sex, Rough Sex
Summary: An elderly woman moves into the neighborhood and a young man finds himself forced by his mother to go see if she needs help with anything.
-x-X-x-
“Get your ass out of this house and down the street or I swear to god I’ll take your computer for a MONTH young man!”
Jonah groans as he puts on his shoes and heads for the door.
“Fine, fine! I’m going already, sheesh!”
His mom says something else in response, but he’s blessedly already out the door and doesn’t have to hear it. The sun shines brightly overhead, causing the shut-in to grimace a little as he makes his way to the sidewalk and begins heading down the street. Obviously, he’d much rather be back inside, on the aforementioned computer, gaming with his friends.
But his mom wouldn’t hear of it. She didn’t understand that the world had changed and the things her generation got up to, his generation couldn’t be bothered with. Of course, in this case she wasn’t JUST kicking him out of the house to ‘get some sun’.
Apparently they had a new neighbor who’d moved in just down the street a couple days ago. A ‘Ms. Augusta’ from what his mom had said. Her name certainly sounded old, and according to his mom, she was supposedly an elderly woman who had been seen by the other neighbors moving in all by herself. This, apparently, was intolerable.
Oh, but would his mom go ahead and go down to help Augusta out? Probably not, she was too busy with her latest get rich quick ponzi scheme. Not that Jonah was dumb enough to call the pyramid schemes that his mom routinely got suckered into what they actually were. He knew better than to give her any more reasons to take his computer privileges away.
And hey, it kept a roof over their heads for the time being. His mom was just good enough at selling the shit she was told to peddle that she made a modest income off of it and kept them fed and clothed and sheltered. She just wasn’t quite smart enough to actually ever reach the top of the pyramid and make millions at the expense of people like her.
Jonah knew full well that he was being sent ahead of his mother to soften this old lady up. This Augusta woman wouldn’t know what hit her once his mom finally went over to meet with her. But first, Jonah had to help the elderly woman with whatever she might need, probably moving boxes or something, so that she would feel beholden to his mom for sending him over.
Arriving at the new neighbor’s front door, Jonah sighs and knocks three times. He doesn’t knock too loudly though; he figures if he just waits a little bit maybe he can go home and tell his mom no one ans- damn it.
The sound of a door’s lock being turned lets Jonah know that he’s not getting out of this that easily. The young man resigns himself to playing nice and plasters a fake smile on his face as the door opens, ready to be confronted by a little old lady with a back hunch.
… That is NOT what he gets however, and upon witnessing ‘Ms. Augusta’ in the flesh, Jonah realizes that his mom really HASN’T been over to meet their new neighbor yet, because if she had she’d be such a bundle of insecurities and jealousy that she never would have sent Jonah over in the first place.
Augusta isn’t an old lady. Well, technically she is. She has grey hair, sure. She even has some wrinkles on her face, but Jonah would call them laugh lines. That’s… about where the signs of advanced age end though. For one, there’s no hunch in her back at all. In fact, she’s a couple of inches taller than him and he’s over six feet tall. For two, there really SHOULD be a hunch in her back because the older woman has the biggest set of tits that Jonah has ever seen!
She’s got curves for days, but Jonah realizes he’s staring so he swallows thickly and tries not to give away how hot he thinks she is.
“Err… Ms. Augusta?”
Smiling brightly, she brings a hand to her surprisingly smooth cheek.
“Oh! Yes, that’s me sonny. And you are?”
“J-Jonah… from down the street. My mom sent me over to see if you needed help with anything… so here I am!”
Augusta giggles.
“Oh my, how kind of her! I’ll have to be sure to send her my thanks later. Well Jonah, come on in then. You can help me with my unpacking~”
Jonah nods rapidly and slips on into the house, looking around and missing the way Augusta’s tongue slips out and swipes at her lips as she closes the door behind him.
From there, it’s about what Jonah expected. She really is an old woman, for all that she looks absolutely fantastic still. Her house is all old fashioned and even has that distinct old people smell to it. Not that Jonah minds that sort of smell all that much. Especially when he has such an amazing view the entire time.
As he helps Augusta unpack boxes and fill shelves with all the sorts of knick knacks and things that one might expect an old lady to decorate her house with, he can’t help but sneak continuous glances over at the woman in question, especially as she bends over to pull a doll out of a box, or stands up on her tip toes to get something onto a particularly high shelf.
Her body just seems impossible. Is she like a retired superheroine or something? No, that’s crazy, there’s no such thing as superpowers no matter how much his nerdy ass wished there were. And if she was some sort of retired athlete or super spy, she’d be more muscle than curves, right?
Instead… it seems like Augusta just has super amazing genetics. And Jonah finds himself admiring those genetics even as time slips away from him, until suddenly its mid-afternoon and she’s leading him into the kitchen for some lemonade.
“You’ve been such a big help today, Jonah. As much as I’ll make sure to thank your mom later, I want to give you a reward as well~”
As he sips from the lemonade, Jonah smiles and shakes his head.
“That’s not necessary Ms. A, I’m happy to help.”
“But I insist!”
He expects cookies, or maybe a couple old dollar bills. What he doesn’t expect is for Augusta to suddenly drop to the floor and grab him by the knees, forcing his legs apart so she can rest her massive bust on the chair seat between them, pressing her tits up against his crotch as Jonah gasps from the sudden contact.
“You’re a big, strong man, Jonah. And big strong men deserve to be appreciated, especially for helping helpless old ladies such as myself.”
Jonah’s mouth opens and closes, no words coming out. In the end, that proves to be his undoing because Augusta doesn’t wait for him to find his voice. She quickly and with experience unbuttons and unzips his pants, rapidly pulling out his cock. She rests it atop her tits for a second, before pulling back and leaning forward.
… Her lips are suddenly on his dick tip and Jonah’s eyes widen as she rapidly and seemingly effortlessly descends down his cock to give him his ‘reward’.
“Hooooly shit…”
New theory! Maybe the old woman was actually a demon in disguise! Specifically, maybe she was some sort of ancient succubus! Because frankly, she was practically sucking his soul out of his body with that technique of hers. Bobbing up and down his cock, throating his member without showing even a hint of a gag reflex, Augusta has Jonah feeling like he’s about to die and go to heaven.
… Not literally, of course. It does feel absolutely amazing, but she doesn’t actually seem to be a demoness. No, she’s just a very experienced old woman with a rocking body. And she’s using every ounce of that experience on Jonah right now. Not content with merely suppressing her gag reflex, Augusta also swirls her tongue around his cock, before sticking it out of her mouth every time she reaches the base of his dick to swipe it across his balls.
Speaking of his nut sack, she also brings a hand up to fondle and massage it. One would expect her hands to feel wrinkly and old, but nope. Her palms are as smooth and soft as the rest of her curvaceous, voluptuous body seems to be.
Jonah can hardly believe this is happening, but it’s not long before he’s letting out a loud groan and tipping over the edge. It’s his first time receiving a blowjob and he can’t help but be embarrassed that he doesn’t warn her in time before suddenly he’s cumming right down her throat.
He needn’t have fretted though. Augusta just looks up at him with a knowing twinkle in her eyes and proceeds to swallow every last drop. She drinks down his load like it’s nothing, leaving Jonah feeling a little drained, a little exhausted, and a whole lot bewildered, even as she pulls back off of his cock with a pop.
“Ah~ That hits the spot!”
And yet, despite saying that, the next thing his new neighbor does is stand up, take him by the hand, and pull him out of the kitchen and down the hall. Jonah stumbles a little bit but doesn’t fight her, even as he’s brought into an old fashioned bedroom and pushed over towards the bed.
Without missing a beat, Augusta begins stripping naked. Seated on the end of the bed, Jonah can only watch with his dick out and twitching as she exposes her massive mammaries, her wide hips, her beautiful ass, and her thicc thighs. She’s like something right out of a porno, except she’s real and right in front of him, running her hands up and down her body as she gives him a wicked grin.
“No need to worry about children either, Jonah. So we can go all out~”
Sauntering over to him, the gorgeous older woman pushes Jonah onto his back and climbs aboard. Not that he minds her assertiveness one bit. He never thought in a million years he’d be losing his virginity today. And before seeing Augusta in the flesh, he would have thrown up at the thought of having sex with a woman her age.
But you know what they say, don’t judge a book by it’s cover. Augusta quickly mounts him, her puffy, glistening pussy lips parting over the head of his cock as she groans in appreciation before sinking down his member. Just like that, Jonah is no longer a virgin. His hands go to her hips as he groans right back, his fingers digging into her soft curves.
“I saw you enjoying the view while we worked, sonny. I knew you’d be down for a roll in the hay. Heh, not that I live on a farm anymore I suppose. What do you city folk call it? A romp in the sack?”
She was a farmer? Was that why she was so stunningly beautiful, even at her age? Jonah wasn’t sure that’s how it worked, but to be fair he’d grown up in suburbs all his life so what would he know about rural areas? Either way, he looks up into Augusta’s eyes and decides to be honest with her. After all, ball’s deep inside of a woman is hardly the time for lies.
“Call it whatever you want… I definitely want to have sex with you.”
Augusta beams and begins to ride him, and Jonah does everything in his power to keep up. Much like his first blowjob however, his first actual intercourse is definitely lead by the older woman on top of him. The beautiful, big-breasted senior citizen bounces up and down on his cock with far more strength and speed then she should have at her age, her wide hips and thicc thighs clamping down on either side of his body as she rides him like there’s no tomorrow.
Her breasts bounce and jiggle all over the place too, and Jonah reaches up and grabs them after a time, squeezing and groping his first pair of tits, much to his wonder and amazement. This is by far the best experience of his life, and for a moment he wonders if he’s imagining it all. Maybe he got hit by a car on the way to Augusta’s place and this is just a hallucination he’s having in his final moments?
But no, it all feels much to real for that. Besides, it’s not like he has any prior experiences to possibly be able to even dream about having sex in the first place. This… this is the real deal. He’s being fucked by his hot, sexy GILF of a neighbor. She’s riding him to kingdom cum and all Jonah can do is cling to her wide hips, dig his fingers into her beautiful love handles, and hold on for dear life.
Finally, he cums again. But it’s like Augusta said. They don’t have to worry about her getting pregnant, so he has no concerns about unloading deep inside of her, filling her womb with the biggest cum load of his entire life. He jizzes for what feels like an eternity… but alas, nothing lasts forever.
Afterwards, they get cleaned up and dressed and he finds himself escorted to the door by his warmly smiling neighbor. Augusta’s eyes are twinkling as she looks at him, and suddenly right in front of her door her arms are wrapped around his neck and she’s giving him a brain-melting, tongue-filled, incredibly deep kiss.
Jonah’s own hands go back to her waist as he kisses her right back, immensely enjoying the feel of her heavy tits against his chest the entire while. When they finally pull apart, he can tell that she enjoyed it just as much, especially with how flushed she is. In fact, she looks like she’s about to wrap her legs around his waist, pull them both to the ground, and demand he fuck her again right then and there.
… But no. With a slightly regretful sigh, Augusta pulls back and lets go of him, opening her front door for Jonah as she puts a hand against her cheek again.
“Ah… please do stop by again soon, Jonah. In fact, come over any time you like. I don’t get many visitors you see, and an old lady like me can get VERY lonely~”
The way she salaciously licks her lips and gives him a coquettish look while batting her eyelashes makes it clear exactly what she means, of course. Jonah, despite being a man now who’s had everything from his first kiss, to his first oral, to his first time… though not in that order, can’t help but blush and stammer a bit.
“I-I will. P-Promise.”
And he means it too, even as he departs. In fact, he foresees himself spending a LOT of time at his neighbor’s home in the coming days. Helping her around the house, of course…
-x-X-x-
Looking for something Original from me to read? Check out !
-x-X-x-
If you'd like to read more of my work not seen on this website, check out and where I have over a thousand stories!
If you'd like to contribute to funding my writing at all, check me out on
Thanks for reading