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Chapter 4
by
Yanuren
Is it Sara or someone else?
It's Sara and she's ready for some sex
As the door swung open, a women entered the room. Josh stared at her a moment before realizing it was indeed Sara. Her look had change considerably. Before she was fairly attractive, at least in Josh’s eyes, but now she was a knockout.
Her brunette hair was considerably longer, shinier, and in a much better cut. Her breasts seemed to be somewhat larger than her previous C-cups, now likely in the D-range. Her incredibly thin waist contrasted nicely with her wide hips and significantly plumper butt. Her height, 5 foot 7 inches, appeared to be about the same. Her face was markedly improved as well, though that isn’t to say it was previously bad. Her blemishes and acne had completely disappeared, her lips seemed slightly fuller, and her eyes shone like never before.
Her clothing was noticeably skimpier. It wasn’t far removed from a bikini, but the bottom was more akin to a short skirt.
By this point Sara had closed the door and noticed Josh staring at her.
“Hey babe! Ready for our afternoon romp? I’ve been dying to get home and get that big dick of yours in my ass!”
Half the time Josh had to beg Sara for sex, so her sudden proposition startled him.
Josh stuttered, “Uhh. Sex? Yeah… uh sure!”
Sara tilted her head and gave Josh a worried expression.
“Are you feeling well? You sound a bit under the weather. You usually have your pants undershorts on the ground by now”
Josh was still in a bit of shock, but replied in a relatively normal tone.
“I’m fine babe, just woke up from a nap is all.”
“Oh good! Get ready for me in the bedroom, I need to clean my work butt plug off real quick.”
Sara put her purse on the counter, pulled her skirt and thong off and threw them across the room. As she turned around to walk to the bathroom, Josh noticed a pink jeweled plug sticking out of her ass. Josh felt his dick harden and he rushed to his room kicking off his shorts and getting ready for what laid ahead.
Josh couldn’t remember the last time he had felt so aroused. “This is it! Finally anal!” he though excitedly to himself. After pacing around the room for felt like forever, the door to the bathroom opened. Sara emerged completely naked with an erotic smirk planted across her face.
Sara locked eyes with Josh as she approached the bed.
“Ready big boy? I’ve been thinking about that cock of yours up my ass ever since I left this morning! Lay down, I want to mount you.”
Not one to argue, Josh laid down on the bed, his dick pointing towards the ceiling as Sara straddled him. She moved around until she was in the reverse cowgirl position. By now, Josh could see her see her ass up close. He had seen it before but to his disappointment her asshole seemed a bit looser than he remembered. Maybe that was due to all the anal sex? Maybe it was the butt plug? “Fuck it,” he thought “an ass is an ass”.
Sara turned her head to look at Josh, glancing at him with a look of exasperation. Josh may have been staring at her asshole a bit longer than he had realized.
“Are you going to stare at it all day or are you going to stick it in me? Hmm?”
“Uhh yeah babe, hold up. I need to lube up first.”
Sara sighed and appeared to roll her yes, but her head was facing away from him so Josh wasn't sure.
Josh reached over to the side table and grabbed some lube and rubbed it along his cock. Now he was ready. Positioning his dick just below her asshole, he lifted his hips slightly, sliding it in. Feeling the penetration, Sara slammed her hips down and began riding with abandon.
“Oh god Josh, this is exactly what I need. Yes! Yes! Fuck yes!”
Sara seemed like a maniac. The warmth of her innards enveloped his dick, but it didn’t feel quite that different than he was used to with her vagina. Sure it felt good, but it wasn’t anything amazing. Pretty loose actually. The act of anal was turning him on tremendously, but the physical feeling itself was meh. At least Sara was enjoying herself. Josh just sat back and let her do all the work.
Sara appeared to be approaching an orgasm, but Josh wasn’t sure he would ever get there given the lack of tightness.
“Oh god, give it to me Josh! OH so deep. Ahh Fuck.”
Curious, Josh decided to ask something he might regret.
“Hey babe? This is great like usual, but you seem a bit looser than I remember? Is that normal?”
Sara continued her hip movements, but was able to sputter out an answer between moans.
“Oh shit. What do you mean? Yes right there! UHH My ass is usually UGH kind of loose. My vagina is certainly tighter. OOAHH We almost never use my pussy though so that makes GUHH sense. Just shut up and keep going!”
Josh wasn’t satisfied so he looked for his phone to see if he could fix things. Luckily he threw it on the bed just before they started so he pulled up the app and tried to find the right rule. Somehow he stumbled upon it pretty quickly.
• Due to frequent anal sex, most women have significantly loosened and stretched assholes
"Well that’s the problem" Josh mumbled to himself.
How does Josh resolve his predicament?
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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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