All the characters in this story are 18 or older.
The story is a work of fiction.
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The light piercing through the blinds awoke Jackson at quarter after six in the morning. The second his eye lids parted he let out a massive groan. He had at least another half an hour before he had to get up, and he was hoping to savor every moment of sleep before he had to face the day. It was the first day of his last year in high-school which already felt like a process that would never end.
Compounding that was the fact that he was older than most of his peers; the result of being held back a year during the more turmoil filled period of his childhood. The extra year age difference between him and his classmates had never bothered him up until this point but for some reason with his anxiousness to be done and free from the chains of his education institutional growing it was something he thought about often now.
Jacks begrudgingly made his way to the bathroom and standing over the sink splashed water onto his face hoping that the shock in temperature would wake him up. He had no such luck. Back to his room he went to throw on some clothes. September in the northeast still felt like August and it would probably be weeks before the weather began to shift into Autumn, so basketball shorts and a tee was the outfit for today. Finally, he made his way out of the room and out to the kitchen. His mother, Heather, and him lived in a rancher.
After his parents' messy divorce Jackson and Heather moved around a lot before settling into this house. The time since they moved in was the most stable he had experienced since prior to their separation when he was ten. Heather was already in the kitchen. She sported a grey plush robe which did very little to hide her voluptious figure, but Jackson and her had understandably grown very close without his dad in the picture and she didn't think much of it.
Jackson on the other hand sometimes wished that there a bit more modesty in the house. He wasn't a prude by any means, but he was a young man, and his hormones were on overdrive on a daily basis. The most mundane things could instantly set off a chemical reaction within his eighteen year old body that would leave him in an excited state and this included, occasionally, the way his mother was dressed.
Heather was hard to miss in that way. Like anyone with age she had rounded out in some areas that she was not satisfied with. She would often complain aloud to Jackson that "her ass was too fat" or "that she missed how slim and tight her tummy used to be". On the flip side of the same coin, Heather had always been top heavy and with some of the extra weight gained over time a fair share of that poundage had made its way to her bust line. Some women would see this as a gift and some as a curse. Jacks wasn't sure how his mother felt about it, but he sure knew how his friends felt. They were, in his opinion, overly cheery to see his mother when they came by. They'd often delay departing the house in order to spend a couple extra minutes speaking with Jack's mother. Yes, he knew that his mom was cool and kind to all his friends, but he also knew from some of the comments that they made that their intentions were not always pure.
Luckily, the plush robe his mother was sporting today wasn't as revealing as what she'd sometimes wear around the house. It still did nothing to hide her massive curves within, though. A robe could only do so much. "It's your first day of school, and that's what you're wearing," heather called to Jacks as he took a seat at small kitchen table. She tossed her red long red hair over her shoulder and shot what was a half joking but half menacing look Jack's way.
"Mom, it's hot out, and honestly who cares about the first day of school. I just want to be done already," he retorted as his six foot two frame slumped into his seat. Heather brought over a cup of coffee and a bagel already smeared with cream cheese and placed it in front of her son. "You know Jacks, I get it, I really do, but you should try to savor this time. Before you know it you'll be longing to return to this time," she paused, sighed, and added "trust me on that." Gesturing at the coffee and bagel Jackson smiled shot a "thanks" his mother's way.
"Mom, I believe you, but for now it's just annoying. That's all."
Jackson ran his hand through his short cropped strawberry-blonde hair contemplating the day ahead and finishing his breakfast. "Oh!" Heather said abrupt and loudly suddenly startling Jacks. "Don't forget I have my first massage appointment set up today at four," his mother announced.
"Oh thanks for the reminder. I would have forgotten," Jacks replied. Heather worked as an administrative assistant at a real estate firm in town, but everyone was feeling the effects of inflation, and she had decided to start working as a masseusse out of her home. She used to be a massage therapist when she was younger, and figured this would be the easiest way to pick up some extra cash on the side with little overhead involved. She even had a functional massage table still.
"Yes, now I've given the client direction to come through the back door, and I'll be set up in the den. I'll need privacy during the appointment so the den is off limits, but on the plus side you shouldn't have to see any strangers in the house."
Jackson smiled and looked at his mother with a mouthful of bagel and said "Cool." She loathed when he talked with his mouth full of food, and he knew it, but they both shared a laugh before he was finally off to school and her off to work.
After what felt like an eternity Jacks was finally making his way back home at half past three. How on earth would he keep this up till June? First-world problems he thought to himself. By the time he made it home he could only see his mothers car, so he assumed her client hadn't arrived just yet. Perfect, he thought to himself. He raced to get into the shower, so hopefully he could finish before anyone arrived at the house. He respected his mothers wishes and did not make his way towards the back of the house where she'd be meeting with her client. He swiftly washed in the shower and toweled made his way back to his room. He laid for a while on his bed in his towel before briefly dozing off.
When he woke up at half past four he quickly realized that his young cock had also awoken. He was greeted from his nap by his stiff wood making a tent in his damp towel. As he often did post school he began to surf some of his favorite porn sites searching for additional inspiration and subsequent relief. With his mother administering a massage in the back he was sure he wouldn't be disturbed.
However, the thought of the massage gave him an idea. He wasn't sure why this crossed his mind but he recalled the dog-nanny cam that had been set up in the den. It sat on a bookshelf in the back room and they had used it to keep tabs on their late dog when they had to leave the house for long periods of time. The sound microphone no longer worked, so there was no audio, but he was fairly certain that it was still connected. The camera most likely would still be operational then. He brought up the app on his phone. He had to dig through old apps to find it but sure enough he did. Once the app located the camera via Wi-Fi he clicked the power button on. It was almost a perfect vantage point. The massage table had been stood-up perfectly parallel to the camera.
On the table was a portly man. Even through the low resolution Jacks could make out the mans back hair. Gross, he thought to himself. His mother was not in frame but soon returned. She was wearing just a sports bra which Jacks found odd. It's attire she would wear around the house, but he assumed she would be dressed more modestly for this type of work. She lathered the mans back in oil and continued to work on his back. Something about watching his mother in the skimpy outfit massaging this man excited him, and his cock twitched slightly. Her hands continued to work on the back half of the mans body, but soon she seemed to give the man a pat on the back. Her mouth moved, so she clearly she was saying something to him. By his response it appeared as though she had directed him to turn over. The man complied, but quickly Jackson noticed something odd. The man was sporting a tent under his towel similar to the one Jackson had currently. He could make out through the grainy video what seemed like a giggle-face from his mother, but she didn't seem upset.
Heather lathered her hands in more massage oil and began massaging this man's chest. Jackson doubted by the man's build that he had any muscle there to be massaged, but that was neither here nor there. The entire time Heather worked on his front the tent remained. Heather leaned over to rub the mans hip on the far side and Jackson noticed the man use this opportunity. The strangers hand swiftly made it's way to Heather's sports bra where he quickly cupped one of her giant breast. Jacksons pulse raced.
Should he interrupt? Was his mother going to need help? His fist subconsciously clenched while his hard-on oddly remained intact.
Jackson found himself cursing the fact that there was no audio. His mother's body language seemed to change, but it was so hard to make out through the grainy video quality. Heather ran her hand through her red hair flipping it over her shoulder and then her hand quickly removed the towel covering the client's hardened member. Her face seemed filled with shock and awe as the man's penis became exposed. Her hand gestured to his cock standing stiff in the air while the man continued to fondle her large breast through her sports bra. There appeared to be some sort of back and forth. Heather briefly disappeared and then reappeared just as quickly with the gentlemen's pants.