LATEST UPDATES

This S.O.B. System - Chapter 5

Published at 11th of September 2023 12:05:45 PM


Chapter 5

If audio player doesn't work, press Stop then Play button again








Asher was back in school. He did his best to forget the night before. Like normal, he couldn’t. Living a normal life till lately, the day before was the most excitement he had had since the System on Monday. Before that, he couldn’t remember the last time something interesting happened. He was a normal high school kid before, and now he was a potential porn star. 

 

The real problem was because of what Terry had told Ash before he left. He would be doing a GILF scene. For those much more cultured than himself, it would be a Grandma I’d Like to Fuck scene. A type of pornography that was out there, but Asher wasn’t particularly interested in. Was his potential future partner really a grandma? Some old, veiny, arthritic ridden woman that made these films to get their kicks. 

 

Bile rising in his throat he tried again to think of something else. Classes went on hour by hour. He focused on homework and some quizzes that were about to come up. All of his work felt a little smoother as he breezed through the assignments. With his increased intelligence he wondered if this was how normal people were. Typically he had to read something a few times to make it stick, but the equations or facts he put into his mind stuck a little easier. 

 

“Any plans this weekend?” A girl next to him asked. 

 

“Nope. It's only Wednesday. Plenty of time to think on it. How about you?” Asher asked. 

 

“Nothing,” she said shyly. Asher remembered her name was Wendy. They had spoken now and then lately, but didn’t much last semester. 

 

“I’m sure something will come up,” Asher assured with his signature smile. Focused back on his homework, he was able to finish it before the bell rang. This would leave him with plenty of time for his new job. 

 

GILF, the word stuck out to him again which caused him to falter in the hallway. He about walked into his ex Ellie. Smoothly dodging around her she tried to kick his shin. Coming to a halt he stared at the back of her head as she bolted off. Anger flaring, Asher decided he didn’t care if it was his virginity. He was going to lose it today. GILF or not. 

 

 

Stopping his car at the address given to him, Asher noticed others parked close by. Another normal home in another normal neighborhood. He never would have guessed that a porn was about to be shot there. Once he had fought the butterflies in his stomach he took some calming breaths and rang the doorbell. 

 

“What the fuck!” Someone yelled from inside. 

 

Soon the door was flung open by a mousy looking girl. Headphones on her ears she waved him in. “You must be the new guy,” she said, giving him the side eye. “They’re in the middle of a scene.” Pointing to the line of people in the other room they faced people having sex. A young girl and two older guys going at it. Doing his best to keep his face neutral, Asher followed the assistant. 

 

“Your shoot is in a little bit. The director will walk you through the scene before they’re ready for you. Put this on,” she said pointing to folded up clothes on the bathroom sink. 

 

Nervous and working on autopilot Asher did just that. The bathroom was quite spacious. Plenty of area for a dressing room. Taking off his clothes he admired his muscles in the mirror for a minute. His eyes locking on his reflection he told himself, “You can do this. For the levels.” When he was about to put the blue cut-off jeans and muscle shirt on, someone burst through the door. 

 

“Oh thank God,” a woman said. She pushed him out of the way causing him to stumble back. With no warning she squatted over the toilet and began peeing. With a prayer that she only had to pee he was about to put on the clothes when a thought struck him. 

 

“Underwear on or off?” He asked the lady next to him. They locked eyes, and she looked at him as if seeing him for the first time. 

 

“Oh are you the new kid?” She asked as she wiped. An act that Asher did not want to watch. He simply nodded. “Been on camera before?” She asked innocently. The shower next to her she stepped in and began washing her lower lips. When she was done and dried off she pulled her skirt back up. From his lackluster response she said, “So I get to pop your cherry huh? Been a long time since I’ve done that.” 

 

More cherries than you think, Asher thought after putting on the clothes. “Wait so my scene is with you?” He asked full of hope. She was an older woman, in her late 30s at most. Dark tan skin, black hair, and easily the nicest rack he has ever seen. He guessed either D or DD bust size. Unsure if they were real or not he instead asked, “You’re the GILF?”

 

“Ugh, don’t remind me,” she said, taking his spot in front of the mirror. As she adjusted her makeup she turned around and looked him up and down. “You’re cute,” she noted. 

 

“Thanks, I was going for cute, but I would have also accepted adorable,” he said with a serious tone. This older woman was much hotter than he was imagining. With this fact he felt much better about this whole thing. As if his relaxation was a sign, a pop-up filled his vision. 

 

 

                                                            Quest Generated

Star in your very first porno.

 

Time Limit: N/A

 

Quest Rewards:

System Coins

New Skill

 

Accept:

Y/N

 

Sweet a quest, he thought. Doug had mentioned these can be random, but were always worth doing. Ogling the woman in front of him one more time he pressed the ‘Y’. 

 

“Anything else you want to know?” She asked. 

 

As Asher was about to ask about a million questions, he was interrupted by the mousy assistant. “The director’s ready for you,” she said breathlessly. The older woman leading the way they walked over to where the other scene was wrapping up. 

 

Terry of course was the director and producer of this movie. Asher didn’t know much about it, but that wasn’t his job to know. He stuck to his scene partner like the introvert stuck to an extrovert best friend. 

 

“What’s up asshole?” His partner asked Terry. 

 

“Now Donna, don’t be like that,” Terry said, huffing a sigh. After whispering something to the assistant he turned back to Asher. “So have you two met?” 

 

“Just now. I’m Donna LeRone by the way,” she said, taking his hand. 

 

“Quinten Hardly,” he said. He was positive no one worked with their real names, and he wasn’t about to let anyone know his. 

 

“Alright, well now that that’s over with, let's walk through the scene,” Terry said. He walked them through the house to the back. “Quin, I want you out back to start. Do some simple gardening. Try to break a sweat.” 

 

“It’s January,” Asher said. 

 

“I said try, kid. There are some shears over there. Donna, you in here just watching him work.”

 

“Here’s your wig,” the assistant cut in, handing a gray wig to Donna. 

 

With a scowl she put it on. “Gotta sell the part,” she said to him with a forced smile. 

 

“Quin, if you can't work up a sweat we will spray you with the hose. Most of the cameras will be inside here watching you. You come in, Donna with the iced tea. She offers to pay you. You say no. She has another way to pay you. Donna, you go down on him at the table. You do vag then facial. Unless you really wanna do anal Donna.” 

 

“Fuck you,” she said with a sneer.

 

“Have it your way. Stick around the kitchen for everything. We good?”

 

Asher waited for more, but nothing came. A little shocked and trying to remember all that, Asher couldn’t help but let his eyes bug out. “That's it?” He stammered. 


“That's it, kid,” Terry said. “Come on, you got this. I’m sure you’ll be a natural.”

 

Asher’s heart began to beat faster. He knew he was going to mess this up. There was no script. It was all on him and Donna. A woman he had just met. Someone he was going to have sex with. He looked her up and down. Even in the gray wig she looked hot. Wearing a sports jersey and skirt she gave him an apologetic look. “The first time is always the hardest,” she whispered. 

 

“Alright. Donna get into something more grandmotherly. Kid you’re up. Head out back and start gardening,” Terry ordered. The 2 cameras were pointed at him, and soon the stage lights were as well. 

 

With a gulp he reached for the sliding glass door handle as the window popped up.

Roleplay Skill Activating

 

 

 

He was in a rush. Normally Quinten did this work on the weekend but Mrs. LeRone had asked him to make an exception since she was out that weekend. A local widow, she was one of his few customers. The weather was hot for January, he noted as his shirt came off. He wasn’t exactly sure when he had broken out into a sweat, but now it was drenched. 

 

The lawn did not need to be cut. He would focus on the bushes. Branches a little unruly, he began to trim and smooth them out. He had done this for her for years. It was all second nature. Since the old granny next door had been so particular all this time, he knew how she liked the lawn to look. Going from one bush to the next they were soon smoothed out to their rectangular shape. 

 

As he picked up the clippings he noticed Mrs. LeRone in the window. She was in her late 50s. Her hair was gray and hid some of her wrinkles. But over all she had aged well. Back when he was 10 he had crushed on her hard. In the last few years she had stopped coloring her hair so she appeared more her age. 

 

Now this was just a job. As he finished up with the foliage he picked up his muscle shirt to head inside. “All done Mrs. LeRone,” he said with a smile. 

 

She jumped as he shut the door. “So quick?” She asked. 

 

“Didn’t need to mow this time,” he clarified. 

 

“Well at least have some water,” she said with a smile. With a nod he sat down at the hardwood table. As he wiped the sweat off she noted, “You need a shower.” She set the water in front of him. 

 

“I’ll take one at home,” he assured her. The older woman moved to stand behind him. She took the shirt from his hand. His sweat drying on his skin as she swept more away with the shirt before she began kneading his stiff muscles. The soreness relaxing instantly, he had no idea she was so good at this. 

 

The older woman had always been shy. Quin was the only person to really interact with her. She paid him a few dollars a week to keep her yard clean, and he enjoyed her company. Wearing a dated dress, that had the pattern of an old couch, he became aware of how tight the dress was on her. Her hips swayed as she dug deeper into his muscles. He let out a groan of pleasure just as the older woman’s large breasts sandwiched his head. 

 

A blush rushing to his face, he involuntarily tensed up. She whispered in his ear, “How much do I owe you this time?” Her voice sounded much stronger than the frail old woman he pictured when he thought of her. 

 

“Oh nothing. I just had to trim the bushes,” he said, trying to relax again. 

 

“You do this work for me every week. I think you deserve a reward.” Her long nails scratched his shoulders all the way down  to his naked abs. With the nails a shiver followed them. Whether a shake of excitement or fear, he didn’t know. Looking up to her as her nails made their way back up he was shocked how beautiful her eyes were. They sparkled like someone much younger, full of mischief. 

 

“I’ve never-” He ashamedly tried to admit. 

 

“Then let me show you,” she said with a smirk as she began to kiss him. Not letting his lips go she maneuvered around him until she was sitting on his lap. His erection growing, it sat perfectly between her ass cheeks. With a delighted startle she showed him how to kiss properly. Awkward at first, he probed with his tongue tentatively. Hers shot out of her mouth like a horse at the track. Learning quickly, he did the same. Doing his best to match her mouth movements move for move. 

 

Hands trembling he began to act on instinct. His hand reached to the bottom of her dress and began to worm its way up her leg. Her skin smooth and legs shaved clean, his mental picture of her was slowly morphing to what she was. A cougar. His hands finally coming to her pussy he found that too was shaved clean. Mildly wet, he rested his hand just over her slit, knocking to be let in.

 

“Mrs. LeRone,” he tried to say. Say anything to justify his inexperience to take things further. 

 

“Call me Donna,” she said with a smirk. Getting off of his lap she gently pushed him away. Slowly understanding he moved himself back on the tiled floor. She smirked at him again as she began to unbuckle his belt. His erection grew stronger, he was soon out of his pants and underwear. A salute shot out from his boxers, and she cooed happily, “Perfect size.” 

 

Her arms pulling into her dress, the dated outfit dropped to the tiled floor. She moved the cloth to a specific spot on the floor and dropped to her knees on top of it. Quin didn’t know how he ever thought of her as the local spinster. Her skin and muscles were toned. Dark tan, and thick lips pulsed in preparation for him. He let out a groan as she grabbed onto his dick. Somehow his erection got harder still just from that. But a part of his mind knew that he had to hold off from cumming for as long as possible.  

 

“Where do you want me?” She asked. Her tone more sultry as she breathed out on the head of his dick. 

 

“Everywhere,” he gasped as she began to pump harder. 

 

“Right answer,” she said as she parted her lips and began to descend down his cock. 

 

Her mouth wet and warm, Quin somehow pushed the orgasm back again. The veins in his dick throbbed with every inch she took in. Another groan escaped as she somehow showed her smile around his thick tool. She knew what she was doing as she took it almost down to the base. With a cough she slowly moved her way back up. His hand going to the back of her head Quinten suddenly began to speak. “You like that? Take it all.” Words he never knew he could say, he spat out as he pushed her head back down. 

 

With one especially hard gag she shot herself up. Tears in her eyes she smiled again as she moved closer. His saliva coated dick glistened and was soon wrapped by her large tits. “It’s a shame no one else has experienced this dick,” she said, her face in front of his. “I know I struggled keeping my hands off you.” With that he lunged at her. His short practice kissing already showed wonders. They both tongued one another slowly as she moved her upper body up and down on his cock. 

 

“Then show me,” Quinten said with a growl. Grasping her elbow hard, he pulled her up. She let out a happy yelp as he spun her to face the other way. With a slow thrust he found and entered her cunt. She let out a deep groan as inch after inch parted her lower lips.  

 

“Fuck, I needed this,” she says as there is just an inch left outside of her. Not as tight as he was hoping, she was still plenty wet. With one final push he bottomed out inside her. A move that makes her yelp and laugh. Allowing himself to bask with the feel of her for a moment he then pulled back and slammed in again. “Harder,” she moaned and he obliged. 

 

A rhythm of slapping, grunts, and dirty talk soon followed. Donna leading, he tried to follow with the dirty talk, but he had never done this before, so it was a lot more vanilla. “Harder you young piece of meat,” she ordered. And somehow he continues. Her body shaking, the table began to move away. “I’m cumming!” She screams, but he goes at the same pace. As her wet hole somehow got wetter. He groaned to stop himself from cumming. Something told him that it still wasn’t time. 

 

He expected her to become more docile after the climax, but he was wrong. With a shove she pushed him away. Getting on her back she laid her back on the table. Instinctively he knew what to do. His dick slamming hard into her again they went to work. Already his body was once again sweating. It wasn’t long until she was sweating as well. 

 

She took one of his hands that was pulling on her thick thigh and shoved it to her breast. Her other hand already squeezing the other nipple he mirrored it. Taking a hold of her breasts he pushed them together and motorboated them. A laugh coming from Donna he increased his speed as he clasped her areolas and pulled hard. She let out a groan with the pain, a move he now knew she liked as her pussy became tighter around him. 

 

“Fuck my cunt,” she said.

 

Mrs. LeRone, he thought, scandalized by the way she was talking. 

 

Soon she led him to another position. He moved to lay on the table as she sat on top of him. He still wasn’t sure how he hadn’t cum yet, but he was having too much fun to think about it now. With Donna riding him, a part of him wondered how her hips could move so well at her age. Immediately squashing that thought down he began to drive up into her as she dropped down. 

 

A position that she apparently liked, it wasn't long until she came again as he nibbled on her nipples. Either he was really good at this, or she was into younger guys. Donna’s head turning toward the front door he wondered what she heard. Still following her lead he was amazed by her spryness as she got up and pushed herself against the wall. “Cum in me,” she ordered, opening herself to him. 

 

He stood up eating up her smooth skin with his eyes. With a quick thrust he did as she asked. As he pushed into her backside her cunt somehow became tighter. “Oh God,” she groaned as he entered and exited her. Somehow he knew that he could cum now. He pounded into her relentlessly. His hands pushing between her tits and the wall he began squeezing them as he pounded into her relentlessly. It only felt like it was a few seconds, but as she came one final time he bottomed out inside her and spurted out semen with all of his might. Groaning his legs shook and spasmed along with Donna’s. When they were both done they stood there for a moment breathing in each other’s scent. He wanted to say he thought he was in love, but was cut off as someone yelled, “Cut!”

 

Roleplay Skill Deactivating

 

 

Everything coming back to him in a rush Asher staggered back. Like waking up, his real memories took over, pushing away the false ones he had made up for the Roleplay. His eyes blinking as he reestablished his bearings, he was brought back to reality as Donna said, “Pretty good, kid.” With a wink she walked away. 

 

Screen after screen popped up in his vision, but Asher mentally minimized them as the director came up. “See, you did great kid. A couple of issues though…” 





Please report us if you find any errors so we can fix it asap!


COMMENTS