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Chapter 8
by
justahornydude
Should you let her continue to please you? Or should you move on to the main event?
You Rail Mary
You just can’t wait anymore. You take Mary by the hair and drag her to the beg. You throw her on her back on the bed, right next to a dazed Ashley, letting her lower half dangle off the bed. You smack your dick on top of her stomach, getting another gulp out of her before you line yourself up to her entrance.
“Go ahead big boy, l-lets see if you can handle a REAL woman.” She says with false confidence.
Confidence that immediately shatters as you thrust yourself into her. Being a full foot taller than Ashley, she managed to take a lot more than she could on the first thrust. Still, after only 11 inches you feel your cock hit some resistance, eliciting a silent open-mouthed scream from the amazon, her eyes bugging out of her skull as she takes as much as she can.
She clutches the sheets and starts shaking her head back and forth, as if she’s trying to deny that she’s cumming her brains out. You let her take a few breaths, before you slowly push into her again. You give her a couple of minutes and a couple of orgasms to get used to your size, and once you can fit your whole length insider her, you really start to fuck her.
She has trouble breathing as you really start taking her to pound town, biting her lip before screaming, “FUCKFUCKFUCK YOU’RE SPLITTING ME IN HALF HOLYSHIT I’VE NEVER CUM SO MUCH OHGOD OHGOD!” It’s clear that she can’t stop cumming.
You cockily say, “So you’ve never had a cock this big before?”
“NOTEVENCLOSE IT’S TWICE THE SIZE OF ANY I’VE EVER HAD!”
“And I fuck better than everyone you’ve had.”
“YOU’RE BETTER THAN THEM ALL COMBINED! HOLY SHIT YOU’VE RUINED ME FOR EVERY OTHER MAN! FUCKFUCKFUCKFUCK CUMMMING!” She shouts through another explosive orgasm.
Her body tries to crawl away from you. It wasn’t conscious, it was self preservation. Her body simply couldn’t handle so many orgasms and was trying to escape.
But you wouldn’t let her. You pinned her down and fuck her in earnest, really driving her into the bed until there’s an indent where you literally fucked her into the bed.
After 10 minutes of pounding she stops trying to crawl away, her body so exhausted from all the intense orgasms she can’t fight you anymore, only capable of quietly mewling things like “cumming” or “so big” or “won’t stop”, cumming so hard you’re sure her brains fried at this point.
After 10 more minutes of this, you start to hear stirring on the other side of the bed. Ashley seems like she’s starting wake up from her fucked stupid haze, recovering just enough to prop herself up on her elbows and look down on herself.
“Holy shit that’s a lot of cum.” she whispers as she licks some off her lips and wipes some out of her eyes.
Then for the first time she seems to notice she’s not alone. She looks next to her and sees you and Mary, fucking away like no tomorrow. It takes her eyes a second to readjust and 6 seconds for her to realize what she’s seeing.
Her eyes go wide as she exclaims, “Miss Stevenson?!”
“Hey Ashley!” you exclaim, waving to her while continuing to pin down and fuck the barely conscious landlady. “Apparently there were some noise complaints from the tenants, guess we were being too loud.”
She blushes a little but gets a large hazy smile against her face, “You mean I was too loud stud. But seriously, holy fuck. I’ve never felt that way in my life. Seriously, nothing even came close. You seriously ruined me, I can’t live without you now you know?”
You can’t help but feel a swell of pride at that, not realizing that it made you thrust harder until you hear the squeals coming out from under you. “Sorry Mary.”
“Mary huh? Sounds like you broke her in pretty quick.” she giggled.
“Yeah in fact,” you say, suddenly dragging the tanned MILF to the bottom of the bed so she was facing Ashley as you fucked her doggy style. You thrust into her so hard you knock the breath out of her again, triggering another explosive organism, she tries to pound her fists on the bed but is so tired her arms can only flail about. “I think this slut was hoping this would happen.”
“Oh yeah, what makes you say that.”
“Because,” you lift her head up as you look at her, “I think she was masturbating while listening to us.”
Ashley mock gasps. “Is this true Miss Stevenson? Are you a pervert who likes to listen to people while they get their brains fucked out of their skulls?” She giggles.
She groans, “yes I admit it, I was touching myself while listening to you two screw, imaging what it was like to get my pussy absolutely destroyed like that. I think that’s why a lot of the tenants complained anyway.”
“Good girl, now here’s your reward.” you growl.
You drop her limply on the bed and redouble your efforts into fucking her. She can only moan weakly as she cums around your cock over and over.
Ashley giggles, “Wow Miss Stevenson, he’s really going at you isn’t he? I’m pretty jealous, pretty sure I’d break if he went at me as hard as that.” she leaned in and gave her a long, deep kiss. “So you better appreciate it, Mary.”
She tightens up at that, perhaps cumming harder then she has so far. You could tell she was reaching her limit.
“Tag out, please.” So much for a landlord’s duty.
Ashley giggles again, “Ohhh no, my pussy’s still sore from the pounding he gave it earlier. Sorry but your going to have to take him for now, Mary.”
She clearly knew what buttons to push to bring her over the edge. You almost feel bad as you continue fucking her into a stupor.
After another 15 minutes you feel you balls start to churn. Ashley has been bitting her lip and watching her landlady get absolutely fucked this entire time, occasionally touching her incredibly sore pussy.
Mary is all but **** at this point, quietly cumming on your cock with each thrust. You thrust hard into her one last time. She lets out a barely audible moan as she lifts her head up and has the largest orgasm so far, barely able to react with her exhausted body.
She flops back down as you fill her womb, and then pull out as it fills up. Your first shot hits Ashley right in the face, literally knocking her down. The second on lands on her chest, then her crotch. The next one lands from the back and side of Misses Stevenson’s head, then her back, and finally her ass. But you keep cumming, until you’ve absolutely coated both girls in your cum.
“Holy crap dude.” Ashley says in shock, “I thought that shot was gonna give me a black eye. What are you made… of…” she trails off in disbelief as she sees your still hard cock standing at attention. She gulps.
Fuck Ashley, Go Home for the Day, or Hear A Knock at the Door?
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Sexual Privilege
Freeuse for One
These branching stories are going to have 3 very simple premises: 1) You exist in a world where your character AND ONLY your character gets to have sex with whatever group or groups of people you choose wherever and whenever he or she desires. 2) The circumstances under which he or she can have sex with that group can be specified generally or specifically. 3) The response of the people you have sex with and/or the general public can be chosen.
Updated on Jun 11, 2026
by Cross C
Created on Aug 31, 2017
by SanctifiedVillified
You can customize this story. Simply enter the following details about the main characters.
With every decision at the end of a chapter your game state can change. Here are your current variables.
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