This is my first story so I hope everyone likes it. Constructive criticism is always welcome as well as your comments. Ideas for potential sequels are also welcome.
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John was your average 21 year old college guy. He had decent looks and a nice build. He considered himself to be smarter than most people in college. He didn't really study very much, mostly because he grasped the material very easily. He still lived at home with his mother and brother. His mother worked long hours supporting the family as a single parent and his brother had chosen to take the basement for himself, which afforded John a lot of privacy. His grandparents had paid for his schooling so there was not much need to work. He also didn't have girlfriend gave him a lot of free time. He would use this time to masturbate frequently, usually about two to three times a day.
It was a regular Friday for John. He had an exam earlier that day and was now on his way home. He was certain that he passed the exam so he didn't have many worries. He had spent the last 2 days studying. He had the urge to masturbate many times, however logic won out in the end and he decided to wait until after the exam to pleasure himself. He knew that his orgasm would be better anyway.
Finally home, John burst through the door of his room in excitement, "I am so fucking horny!" he thought to himself.
He could feel his penis stiffening through his jeans and knew he needed a release. He quickly removed his white T-shirt and tossed it aside. He began unbuttoning his jeans, pulled them down and threw them aside as well. He looked down and saw his fully erect penis.
At first glance John seems like he had a lot going for him. Decent looks, good body and a bright future. However, looking closer, there is one shortcoming that John had to overcome his whole life. He had a small penis. The years of being naked in locker rooms and all the porn he watched had confirmed it.
John's penis was as hard as it could be. He just wanted to grab hold of it and stroke it until he blew his load all over the room. John had another idea however. He walked across his room, his little member bobbing up and down as he tried to avoid stepping over the clutter all over the floor. He was a bit of a messy guy. He arrived at his closet and began searching for something, moving aside piles of clothes and shoes until he found what he was looking for. It was his fleshlight. He picked it up and looked it over.
He remember the day he bought it, and how embarrassed he was to ask for one. The woman in the store was very nice and accommodating and gave him a great service. She wasn't incredibly attractive but she had a large pair of breasts, and he tried very hard not to get an erection in front of her. He couldn't help but feel sleazy and pathetic for being there and asking for one. Nonetheless, it turned out to be a great purchase and one he enjoyed using to this day.
He walked over to his bed, admiring the toy. He knew it was way too big for him, but he didn't care. Once he reached his bed, he lifted the mattress and placed the fleshlight between it. He knelt down in front of it, and slowly bent over to retrieve a bottle of lube he hid under his bed and began to apply a very generous amount to his hard cock. He slowly lined up his penis to the hole of the toy and gave it a quick thrust. He had achieved penetration. He began to thrust, closed his eyes and let a wave of pleasure wash over him
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John's mother was exhausted. She managed to get the rest of her Friday afternoon off and eagerly drove home so she could get out of those painful heels and bra and finally relax. As a single mother she worked incredibly hard
John's father had left them many years ago. She was lucky that she had a good job, but being left to raise two sons on her own was exhausting and difficult.
She was incredibly beautiful and she knew it. She had a great body, beautiful shapely ass and enormous EE breasts. Fake of course, and paid for by her ex-husband before he left, but she enjoyed them. It was he who had recommended she get them. It was definitely more of a gift for himself, but she did love to watch his dick disappear every time she would titty fuck him. It would make him cum so fast.
"Finally home." She said to herself as she pulled up to her driveway. She put the car in park, got out and walked to the front door. Her feet were killing her. Once inside, she kicked off her heels and quickly ran upstairs to remove her very constricting bra. The twins needed to be free.
As she walked down the hall to her room, she suddenly became aware of heavy breathing and what sounded like a sloshing or squishing sound, "Maybe John is home early?" she thought.
As she approached his room she could hear the sound getting louder. She noticed his door was closed and realized that her son must be in his room. She wanted to say hi before she got undressed and walked towards his room. When she got to his door, she opened it quietly. She was really hoping to scare him. When she looked inside she finally realized what he was doing and she stood there, frozen.
In full view was her eldest son, on his knees, thrusting away at what looked like his mattress. She couldn't see too much of him as he was at an angle, mostly his ass moving back and forth, a quick glimpse of his balls, but that was it. He tilted his head back slightly, his eyes closed, his breathing heavy and she could see the sweat glistening all over his body. He was in a state of bliss and he was oblivious to her presence.
She wanted to turn away, but she couldn't help herself. She was mesmerized at what she was seeing. She wasn't there for more than twenty seconds when John picked up the pace and she realized that he was about to climax. She then noticed that he wasn't fucking the mattress as she first thought, but he was using a sex toy instead.
She heard John grunt and realized that his orgasm was on its way.
"Oh fuck!" she exclaimed, not knowing she said it that loudly. That was enough to bring John back to reality.
"Mom!" he said in disbelief, his minuscule member slipping out of his fleshlight with ease as he turned to face her.
"I was just...," she started but quickly froze. Her gaze slowly moved from her sons shocked expression down to his penis. Before she could finish her thought, her son began to shoot ropes of cum in her direction. She couldn't believe with how much force they were coming at her. He must have shot five or six heavy streams before she could process it. Then she noticed something else. She couldn't believe it at first and then it became all too real. There, attached to her son, was the weapon that had created such a mess. She couldn't believe it, she wouldn't, but there it was. Her son had an incredibly small penis! She had never seen one that small before. It was obvious that her son was fully erect, but she couldn't believe that a penis could be that small. Yes, her ex was on the smaller side, something she had to endure constantly whenever he wanted to fuck her. Compared to her son however, he was huge
John couldn't process what happened. He was like a deer in the headlights. After a few seconds, he finally got hold of his mind and saw that his mother had been watching him as he came. His penis began to shrivel back to its flaccid state. He quickly covered up with two hands, even though he clearly needed just one, "Leave!" He yelled, wanting his mother to go so she could save him even more embarrassment.
"I'm sorry." Is all she could say as she left the room. She had been in awkward situations before, but this was something new.
She rushed into her room and locked her door. She began to fully process what had happened. She was in disbelief. She had witnessed her son orgasm. Even more pressing however was that her son had a very small penis. She had never seen him naked as an adult, only when he was younger. She had caught her younger son naked before about year ago. He however, had a large member. She was very impressed with it. She just assumed that John had a decent size himself.
It was a relief to finally take off her bra and the rest of her clothes. She couldn't shake the image of his small penis from her mind though. When she removed her skirt, she noticed that her panties were soaked with her juices.
"It can't be," She thought. "Small dicks don't turn me on!" She had never enjoyed a small penis before. All the while she endured her ex husbands small cock, she would always make it a point to go out and find hung men to fuck. That was the only way she could get off. She never felt guilty, her ex was an asshole and he deserved it. "He got what was coming to him." She would say to herself. This was different. She was now intrigued by her sons little member and she needed to know more!
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John had secluded himself inside his room. He was still so embarrassed. His mother had seen his penis and even worse, seen him cum. He had always been self conscious about his small penis. All the kids would make fun of it when he was younger. They had nicknamed it stumpy because when it was soft it only barely poked out.
