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Chapter 27
by
psanko
Back to Josh or continue with Heather?
Back to Josh
“Caitlyn is amazing” Josh thought.
She had nice skin, idyllic hair, glimmering brown eyes. tits you’d rather suffocate in rather than let go off and a nice tight asshole and a pussy to match. Caitlyn was currently on top of Josh riding his dick with her pussy cowgirl style. He had her tits in his face most of the time and he was enjoying every fucking second of it. They had even French-kissed a couple of times. She was even good at that too!
They’d been fucking for close to an hour, but they’d already tried many different positions, some Josh knew, some he didn’t know! But would never forget! He’d cum in all her holes, leaving liters of cum inside of Caitlyn.
But the most pleasurable thing about having with Caitlyn was the fact that she didn’t stop.
Heather, and Tiana (twice actually) had both passed out by being overwhelmed by their orgasms, leaving Josh with what was akin to limp dolls after a while. Sure, they felt and looked as real as they could, but the best part of having sex as a man in this world was the feedback you would feel through one’s sex sense when you were brutally fucking a woman. But when they were ****, the feedback was nonexistent and so sex felt more like masturbation. It still felt good but not as great as the real deal, nor as relieving.
But that was what made Caitlyn truly amazing. She hadn’t passed out and Josh could tell that she felt even more pleasure than he himself was feeling and yet she was still bouncing on his cock doing her glorious thing with her body. Going up and down, moaning and yelling his name, cumming on his dick
“Fuck Tiana! Fuck Heather! And Fuck Sarah! This woman is all I’ll ever need in life!” He thought.
Josh realized someone was standing in the door frame. It was Mike. He was rubbing his 10-inch dick up and down its shafts, spectating Caitlyn and Josh closely. He must have been standing there, while he was enjoying the show, for at least a couple of minutes.
“Hey Mike, are you and Tiana done?” Caitlyn asked him.
“Yeah, she passed out, guess I was too much for her” Mike said with a smile on his face. Clearly, he was happy with himself.
“She lasted a lot longer than I thought she would.” Caitlyn said in a questioning manner.
“Not really. She passed out at about 20 minutes ago and then I spend about 10 minutes using her body to smother it in my cum from top to bottom.”
“You didn’t use her butthole, did you? She told yo…”
“Relax! I used her soft skin to please myself, not her holes, after she had passed out!
“Good… Anyway, it’s time for you guys to DP me. My asshole isn’t being used so get on the bed and position yourself. It’s leaking cum from Josh’s use, but you’ll have to manage.”
“It doesn’t bother me one bit when I fuck the school’s toilet-whore during recess, so this won’t either. “
Mike moved up behind Caitlyn. Josh slowed his pace to a halt so that Mike could position himself. He didn’t like the prospect of sharing Caitlyn but the thought of taking is dick out of her cunt for even a moment wasn’t complete heresy to Josh at this point. He therefore allowed Mike, at least for the moment, to participate in enjoying this magnificent woman.
Mike positioned his cock at Caitlyn’s entrance, placed both of his hands on her hips and **** his cock as deep inside her as he could. Caitlyn screamed out in pleasure. Despite the fact the Josh’s cock was just a thick and slightly longer than Mike’s, Caitlyn’s asshole was still as tight as ever.
“Fuck! that’s tight!” Mike said. Josh could feel the joy Caitlyn was feeling through his sex sense when Mike was penetrating her. It felt kind of weird but still good to feel the pleasure Caitlyn was feeling from being penetrated by another man.
“Now boys, it’s time for you to bring your A-game! Fuck me like a cheap slut only fit for guzzling down your cum!” Caitlyn said endearingly.
Mike and Josh reacted accordingly. Josh tightened his grip on Caitlyn’s round and fit ass and started pounding her pussy again even harder than he did before. Mike had one of his hands-on Caitlyn’s waist and one on her shoulder trying to keep her still while he was thrusting his dick inside and out of her ass. Mike could feel Caitlyn’s anal-walls gripping around his dick tightly as he pounded his asshole. Mike, like Josh, couldn’t believe the tightness of this woman.
Mike and Josh pounded and pounded her as roughly and forcefully for several minutes. If they weren’t as muscular as they were it would be doubtful that they could pound her holes as forcefully as they were. Josh himself in his original form would have tired a long time ago.
“Faster! Rougher! More cum!” Caitlyn screamed out and the boys obliged. They picked up the pace, removed all thoughts of concern for Caitlyn’s wellbeing and continuously came inside her due to the sheer pleasure they were feeling in their dicks from pounding her tight holes and the feedback they were receiving from Caitlyn.
The guys were feeling so much pleasure that Caitlyn’s ass and pussy were overflowing with their thick cum as if they had been plugged with water hoses. Josh could feel plenty of cum leaking down Caitlyn’s body and onto his lower legs and onto the bedsheets. He wasn’t sure if it was his own or Mike’s nor did he care one bit. The pleasure Josh was feeling superseded any taboo he had about touching another guy’s cum, and so he didn’t mind as long as he could continue feeling this kind of high. It all felt to great at this point and so despite actually beginning to feel tired and satisfied, he still wanted more of this magnificent woman.
“Come on! Give me more! My grandma can fuck me harder! Are you men or not?!” Caitlyn was clearly taunting them, and Josh and Mike could feel through their sex sense that she truly meant it. Two men in their prime age for sex and this girl still wanted more? Sure, she was cumming and she was feeling as much pleasure as Josh and Mike, but still she wanted more! more than they could probably give her. Still Mike and Josh endeavored to satisfy her. They truly were trying their best to satisfy this woman.
While Josh is enjoying himself how is Heather doing?
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Changing the Rules
A phone that can change the world
The world is run on rules and taboos. What happens if you change a few of them?
Updated on Mar 22, 2026
by street0
Created on Sep 24, 2010
by street0
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