He ran up the stairs with a grin and put his ear to the bathroom door on his left, he didn’t hear anything out of the ordinary so turned right and headed towards his own room at the end of the hall. However Jason didn’t reach his own room he instead slipped into his mother’s, his curiosity getting the best of him, and walked straight to her underwear drawer where he knew she kept her toys. Jason’s grin got wider when he realised the silicone clear dildo was gone and went back to the bathroom to see if he could hear his mother playing with herself above the music.
He had his ear to the door and cock in hand, Jason realised how awkward a position he would be in if the door suddenly opened but that only made him harder. He started jerking his cock slowly while listening intently for any sign of his mother’s pleasure. For the first couple of minutes he heard nothing and then, just as he was giving up hope, he heard a high gasp followed by a low moan. Jason’s cock throbbed in his hand. There was a short pause then again he heard the moan and what he guessed was the noise of his mother thrashing in the water. The moaning and thrashing continued until it reached a crescendo with a really high pitched squeal. Jason was about to burst and so abandoned his post, sprinted to his room and blew his load into a dirty t-shirt, while fantasising about his mom squealing as he impaled her on his cock.
Friday morning and Anna enters her sons room to wake him for school, not for the first time she sees several items of clothing that had obviously been used as clean up for his seed. Anna didn’t mind that Jason masturbated, it was completely normal for a guy his age, she just wished he’d be a little more discreet about it.
She wondered how he’d like it if she were to leave her cum soaked panties lying around the house. He’d probably steal them and return here to add his own deposit to them she surmised. Anna had noticed the way Jason looked at her and also suspected he had stolen some of her sexier bras and panties, though she couldn’t prove it. She didn’t mind the lustful looks her son gave her, in fact she was a little flattered mainly due to the lack of any other men in her life to ogle her.
Anna nudged Jason and told him he needed to wake up to get ready for school.
Ugh, school! Jason thought, and then another thought hit him; Miss Lee will be calling his mom today to tell her about his failed assignments. He knew he should give her a heads up but dreaded the conversation so decided he’d just leave it.
Jason reluctantly got out of bed, showered ate the cereal his mom made for his breakfast and then left, grabbing a banana on his way out.
Anna headed out soon after Jason and drove to work. She arrived five minutes early and decided to make a coffee for herself before she went to sit at her desk. She kicked off her shoes as she usually did, and wiggled her stocking covered toes before taking the first sip of her coffee. No sooner had she done this, than Mr Baldwin, her boss, came over to start bellowing instructions. Anna despised Mr Baldwin’s highly demanding, unappreciative nature and had even started looking for another job. But for now she smiled politely, replied “Yes Sir” to all of his commands. Anna frowned as Mr Baldwin left her with a week’s worth of work that he expected done by the end of the day. It looks like she would be staying late again and may even need to come in on the weekend.
At one o’clock Anna went for her dinner break and visited the small Italian restaurant across the street as always. On arrival she was greeted by the one and only waiter and he took her to her usual table, she thanked him, before he left to fetch the salad she always ordered. Niccolo, the owner and head chef returned with her salad and a big smile, he even sat to join her, offering her a glass of wine on the house which she rejected in favour of water.
Anna admired and envied Niccolo, as he was the happiest person she knew, whether his small restaurant had a line of people that stretched round the corner waiting to get in or was empty as it was now. Regardless of what was happening in his own life he always had a smile for his customers and today his small talk was a welcome distraction from her job.
Midway through her meal Anna’s phone rang, she excused herself to Niccolo, who retired to the kitchen to give her privacy, before answering it, not recognising the number.
“Hello, Anna Black.” She said, not having dropped the professional tone she used only while at work.
“Hi, Miss Black, I work at your son Jason’s school as his English teacher I was just wondering if you have a minute to talk.”
“Sure.” Anna replied confused.
“My name is Miss Lee and as I said I am your son Jason’s English teacher. I am calling to inform you that his progress of late has been less than encouraging as he has failed the last three assignments.”
“Okay. He never said anything about struggling.” Anna replied, a little hurt that Jason had not felt able to tell her about it himself.
“Well that’s just it Miss Black, I have a number of students that are struggling with the work, however I don’t believe your son is among them. I just don’t think he’s not trying. He spends most of the time in lesson daydreaming and I doubt he even bothered to read Romeo and Juliet before turning in his last assignment. As his mother I thought maybe you’d be more adept at finding the causes of Jason’s distraction and could maybe aid him to refocus.”
“Absolutely, I’ll have a word with him.”
“Thank you, Miss Black, have a good day.”
“You too.”
Anna was distracted when she returned to work and so worked slower than usual. She didn’t see Mr Baldwin for the rest of the day so at least he wasn’t there to chastise her for her lack of speed. When she left Anna thought she knew what the cause of Jason’s distraction but decided to talk with him first.
Anna arrived home at 4:15 predictably ahead of Jason who liked to linger at friends’ houses before coming home. She decided to get herself a glass of wine and watch TV while she awaited Jason’s arrival.
Jason strolled into his house in a surprisingly good mood having spent the last hour or so hanging out at his friend Tom’s house. He immediately looked upstairs hopeful that he’d be treated to another view of his mother’s round ass. He was disappointed, however he soon spotted his mother, albeit fully clothed, walking out of the kitchen with a half empty bottle of wine.
“Sit.” She said, pointing to the couch in the living room.
Recognising the stern tone, Jason’s spirits immediately sank as he walked into the living room and sat as ordered.
“I had a chat today with Miss Lee who believes you are not trying in her class and that is why you have been failing assignments.” Anna waited for several seconds with no response. “Well?” She added.
“I don’t know what you want me to say mom, I’m easily distracted and it’s hard enough to concentrate in that classroom anyway, it’s always so hot.”
“I don’t want to hear any excuses. Are you failing any other classes?” She asked.
“No.” he answered, although he was only just scraping passes in some of the other classes.
“You better not be lying to me because I can go into school and check.” She threatened.
“I’m not mom I promise” he said, terrified by the thought of his mom marching into school.
“Then why are you failing English?”
“I don’t know.” Although he did know, how was anyone supposed to concentrate with Miss Lee looking like a Hollywood actress or underwear model; with her perky tits and round ass, strolling around the room, bending over to give students help with their work, in fact he was getting hard now just thinking about her.
Anna didn’t fail to notice her son’s rapidly growing bulge despite him leaning forward to try to hide it. This almost confirmed her suspicion that her son was too horny to focus. She had similar problems when she was his age, but in Math. She couldn’t concentrate as her teacher Mr Evans, fresh out of college, was the subject of many a daydream of hers, in fact she named her first dildo after him. She passed Math though, having cured herself of the daydreams by having a boyfriend fuck her silly at least once a day to keep her focussed, she decided that’s what Jason should do.
“Have you not thought about getting a girlfriend Jason? A good looking lad like you must have plenty of girls after him, maybe they could be a useful distraction, I know how stressful school can be.” Anna suggested. Although her thoughts had lingered on Mr Evans and the wine wasn’t helping as she started to get wet.
“I don’t know mom, it’s not really that easy.” He said, embarrassed.
“Of course it is, you just need to have more confidence.” She said, feeling pity for her son but also the horniness remained. “You should know, we girls get horny too, particularly teenage girls, I was always horny when I was your age but most guys were too shy to try anything.” Anna stated brazenly to her son, the half bottle of Zinfandel was maybe influencing the direction of this conversation more than she realised.
“Mom!” He said shocked and embarrassed at the sudden direction this conversation had headed, but also really turned on.
Anna decided that since his grades were suffering and he was at the moment too shy to get himself a girl she should, as his mother help him in any way she could. The thoughts of finally managing to seduce Mr Evans fresh in her mind, Anna dropped to her knees in front of her son.
“Maybe I can help, until you get a girlfriend.” She said reaching for the buttons of his pants.
Jason sat frozen. Holy shit! Holy shit! Holy shit! Holy shit! Seemed to be on a continuous loop in his head blocking out all other thoughts.
Anna undid the last button and tugged at the waistline of his black pants bringing his boxer shorts down with them. Her mouth started watering in anticipation as Jason’s nine inch, rock hard cock was revealed. Only once had Anna ever had a cock this long and that was a long time ago. At the sight of it Anna started to feel an all too familiar longing ache in her pussy as her thoughts became shrouded in a fog of lust. She looked her son dead in the eye and lowered her mouth slowly to the bulbous head of his impressive member.
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