webnovel

My Sex Assistance System

[Sexual Content Warning] Joshua Oberhan is your regular loser 18-year-old. After jerking off for the 10,000th time, he gains the Sex Assistance System, allowing him to play out his sexual fantasies with all of the girls at his school. The link to the discord where you can view character images is https://discord.gg/xRyJTMxK

exaltedlight · เกม
Not enough ratings
19 Chs

Anal [R-18]

Josh encouraged, pulled out, and released his fluids onto her back. 

The sight was beautiful. Josh's still erect penis pulled out of Aimee's pussy, quivering with pleasure. Aimee's pale back and ass were covered with sticky white cum as her hips trembled. 

He pulled a hand through her long blonde hair, stroking it gently. 

Her now-turned head presented her face to him, and he kissed her sweetly. He was still horny, but the kiss was slow. Pulling away, her surprised face showed.

Remembering something, Josh activated erogenous zone sight, immediately highlighting five points on Aimee's body.

Even after cumming four times, Josh was still raring to go, so he decided to make use of his ability to enhance the last time. 

The five zones Josh saw were her pussy, nipples, asshole, ears, and inner wrists. 

Josh thought these zones were standard and brainstormed how to stimulate as many as possible. 

Moving her into position for their final round, Josh flipped Aimee to her back with her legs spread wide. 

By this point, Aimee was letting Josh do what he wanted because she had lost most of the strength in her legs from orgasming so much, and she didn't have a stamina pill like him. She also had closed her eyes, catching her breath.

That being the case, Josh knew he could catch her off guard. 

He started by placing a hand on her left tit and used his other hand to put two fingers in her pussy. 

This caused Aimee to release a fatigued moan while Josh moved on to the next step. 

With her eyes still closed, Josh placed his ever-hard member about an inch away from her lower entrance. 

Poised to enter, Josh smiled, knowing he would need to enter quickly before she could react to the pain. Then, he could move his hands to hold both of hers to prevent her from stopping him from fucking her soon-to-be gaping hole. 

As planned, after building himself up, Josh hammered into her anus, his entire length stuck deep in her sphincter. 

Instantly, Aimee's body jerked violently, her eyes opening wide, and she released a guttural scream, "FUCK, AHH, THAT HURTS, PULL IT OUT". 

Preparing to start thrusting, Josh grabbed her arms, pulling them to him so that her pussy and anus were pressed right up to his hilt. Using this leverage, he pulled out of her tight asshole, much to Aimee's relief, but then thrust into her rectum. 

Aimee's head was thrown back, and she continued to moan in pain. Josh kept thrusting, and he began to feel her ass opening up a little. 

"Do you like how I feel in your ass, you little bitch? Your pussy is getting wetter the more I fuck your butt."

Groaning a response, Aimee started to feel some of the pain turn to pleasure. 

Josh loved watching her face grimace each time he thrust and how her legs, spread wide, hung throughout the air. He saw her boobs bouncing up and around and reveled, looking at her expressions. 

He also thought about the heavenly sensations coming from a hole tighter than any he had fucked before. His cock felt like it was melting.

Noticing her loosening up, Josh moved one of his hands back to her pussy, and restarted fingering it. He would move his fingers in and out, separating his fingers like the blades of scissors to reach different parts of her dark hole.

This seemed to send Aimee over the edge as she went completely limp and trembled slightly.

The slight flood of liquid from her pussy confirmed it, and Josh was surprised that she still had liquid to cum. 

Luckily for Aimee, Josh was also close to finishing, so her ass would be saved. 

Not minding her, Josh thrust as fast and ruthlessly as possible. Her asshole tightened around his cock, milking him. This did the trick as he leaned over her, pressing his body against hers, and came directly into her asshole. 

His stamina pill acknowledged his intention to finish their session and wore off, leaving Josh tired like a regular man after sex. 

However, he quickly pulled out his phone and scrambled to get it. He found his dropped khakis and pulled the phone out of his pocket. He came back, perfectly in time, to record as his white semen flowed out of her pulsing ass. 

He then panned the camera up to her pussy and then the rest of her body, including her boobs, midriff, and tired face.

She saw him recording her, and Aimee asked annoyedly, "What are you doing?"

"Don't worry. I'm just adding this to 'my eyes only' to save the moment".

Finishing his video, he now remembered that if he didn't want to be an ass, he had to help clean up. He came on her back and then flipped her onto it so that spot on the bed was spoiled. 

"Go shower. I'll start to clean up".

Moving slowly, Aimee did as he said, stumbling to the bathroom to wash up. 

Meanwhile, Josh did as promised. He pulled off her comforter and bundled it up with the stain in the middle. He found the condom wrappers and threw them in the trash along with the condoms themselves. 

Then, checking to make sure her parents hadn't arrived while they were doing it, and he hadn't heard, he searched the house for her laundry room and put the comforter in the washing machine.

Returning to her room, he pulled on his pants and shirt and waited for Aimee to leave the shower. 

When she came out, Josh told her what he had done and quickly gave her one last hug. She was still slightly wet and naked, so their hug left his clothes a little damp, and he thought his penis would have gotten hard if not for the fact that he had come five times already. 

 

This chapter took a while, so I am sorry. I hope you like it and the next chapter won't be r-18.

exaltedlightcreators' thoughts