This is a fantasy. All characters are over 18 years of age.
Compulsive Part 1
by sheepisheyes » Wed May 01, 2024 11:39 am
To say Billy is a compulsive masturbator is an understatement. Billy is 14 years old and discovered masturbation very recently. Ever since, he has pounded is meat day and night at least 8 to 10 times a day. He is totally obsessed and doesn’t realize that his whole family knows. He thinks he is hiding it but its quite obvious to his family of 4 women. His mom Nancy is divorced and single, a younger sister Margret who is 12, and two older sisters Lynne 16 and Stacy 18. Nancy divorced Billy’s dad years ago because he was a chronic masturbator. He was always limp when it came time for sex because he had jerked off earlier and spent all his time in the basement watching porn. She got so tired of it she kicked him out. Unfortunately, she began to realize her son may also have inherited his father’s preoccupation.
Billy jerks off in the morning before school, again after school, before dinner, before bedtime, during bedtime and sometimes in the middle of the night on a regular basis not to mention in between these times. He spends most of his time in his bedroom. He of course as any compulsive masturbator is, is very shy and socially inept. He has very few friends and knows no girls socially. He can’t even talk to a girl without feeling ashamed and wanting to immediately play with himself. He really is the definition of pathetic.
His older sisters are quite aware that he never leaves his room, and they can hear him slapping away at his cock. When ever he comes out of his room his face is red and his right palm is red too. At this point they feel sorry for him and just ignore it. They knew their dad was the same way and just figure he inherited it from him. His mom on the other hand does his laundry so she sees the copious amounts of cum stains on his clothing. It is obvious to her that this habit is multiple times a day.
One day things changed for poor Billy. His sister Lynne brought home 2 of her friends to practice their cheerleading moves in the living room. They all had on their little cheerleader outfits. Billy’s eyes popped out of his head. He snuck into the hall closet and opened the door a crack so he could spy on them. Billy pulled his shorts down and grabbed his cock. The girls were jumping and wavy their arms as he watched their ample breasts bounce. The little skirts would flap up and he could see their tiny cheerleader panties. He came within minutes but did not even stop stroking for a second. This went on for many more minutes, while Billy came 3 more times. Never stopping in between. His sister knew he was in the closet and so did her friends so next they did splits facing Billy. He watched as their legs slowly splayed open, pounding away and cumming again. Then they turned around and would touch their toes, causing their little skirts to rise up and expose the cute little panty clad asses. Billy came again. None of the girls said anything as they finished up. Eventually Billy came 10 times.
His cock was so red and sore. He realized that he might have over done it. There was a little blood from all the friction. That night he couldn’t even touch his cock it was so sore and sensitive. The sensitivity made is cock continually hard. He could not even put underwear on. He spent the night with the covers off and his sore red cock pointing straight in the air. It never went down the entire night. He stayed hard as a rock. He also had not cum in over 12 hours which was unheard of for Billy. That morning he knew he couldn’t go to school and needed to see a doctor. He was so ashamed. His mom knocked on his door “Billy its time to get up and go to school”. Billy pulled the sheet over his cock as his mother came in the room. She immediately saw his hardon sticking up through the sheet. She put her hand to her mouth and gasped. “Mommy I hurt myself. It hurts so bad” he said and totally embarrassed pulled the sheet away. His mother came closer and saw his tomato red, chaffed cock standing at attention. She could only imagine how sore it must be. “Oh, Billy what have you done to yourself” she asked. “I umm fell off my bike.” He lied. Nancy knew that was a lie but didn’t want to embarrass him further. She examined his cock some more and realized he was larger than most of the men she has been with. For 14 her son was huge, heck for 45 he would be huge. “Alright Billy, put on some sweatpants and we’ll go to the doctor” she said. He skipped underwear and tried to adjust his boner so it wasn’t so obvious.
They were going to see Emily the nurse practitioner. Billy was mortified. Billy and his mother were in the examination room when Emily walked in. Emily was in her mid-twenties and very attractive. Billy’s mom told her the reason they were there. “Ok Billy, pull down your pants and let’s take a look” she said. Poor Billy did as he was told, and his swollen red penis came bouncing out boing! Emily had to suppress an audible gasp. His penis looked so sore but was also rock hard and huge. She made eye contact with Nancy who just smiled and shrugged her shoulders. “Ok Billy, so tell me what happened”. Billy again lied “Um I fell off my bike and scrapped it”. Emily smiled and looked Billy straight in the eyes “Now Billy we all know that is a lie. You were masturbating weren’t you? Don’t be embarrassed.” She asked. Poor Billy turned beet red and lowered his head, whispering “Yes”. Emily again looked up at his mother who just again shrugged her shoulders, offering Billy no help in his predicament.
“Do you use lubrication, like lotion or Vaseline when you play with yourself?” she asked. Mortified to be discussing this Billy answered “No”. “Well there’s the problem! No wonder you are so sore and chaffed. From now on when you play with yourself you need to be using some lotion. Mom can you buy Billy some Vaseline?” she asked. “Of course, we will pick some up on the way home” Nancy answered. Emily began examining Billy’s penis and started talking to his mother as if he was not there. “This soreness and chaffing were not caused by a single incident, this was a prolonged session or multiple session in a short period of time. Do you recall anything yesterday that might have led to this?” she asked his mother. Nancy thought back to Lynne and her friends in their cheerleader outfits practicing for a few hours. “Yes I think I know exactly what triggered it”. Billy was so embarrassed and ashamed listening to them talking as if he wasn’t there with his pants around his knees and his cock pointing straight out. “Also look at his testicles, see how droopy they are? That is the telltale sign of a chronic masturbator. I can see that he has not ejaculated since yesterday by the fullness of his scrotum. Probably too sore to masturbate.” She pointed out. They both looked at Billy.
He could not even make eye contact he was so humiliated he just cast his eyes down to his sore swollen cock. How could this nurse know so much about him just by examining his cock and balls. The humiliation of being so vulnerable was making his cock even harder. Emily said “Well Billy I see a little bleeding from all the chaffing, I am going to rub some antibiotic cream on your penis. This should help with the soreness and prevent any possible infection.” Emily snapped on plastic gloves and squirted a generous amount of cream into her palm. She wrapped her small hand gently around his penis and started spreading the cream up and down his shaft. She was surprised by his girth as well and could feel the heat coming from his red penis through her glove. Both Nancy and Emily felt a tingle in their pussies.
As soon as her hand wrapped around his cock it felt wonderful. The cool cream was so soothing on his hot sore penis. His cock was super sensitive as she very gently ran her hand along it to coat it with the cream. Billy knew he was going cum. His legs started to tremble and his knees buckled a little. Emily noticed this too and saw his balls starting to swell as his testicles began producing even more semen. She looked at Billy’s face and saw his mouth open in an O shape and his eyes rolling back in his head. “Uh oh.” She said as Nancy noticed the same thing. She said to Nancy “Can you grab some tissues from over there and in case we have a mess coming?”. Nancy placed the tissues in front of the head of Billy’s cock to block his ejaculation. They could both see Billy was past the point of no return and that he didn’t care. He was thrusting his hips so her hand would stroke faster. “There is no stopping this now so we might as well help it along” Emily decided and grasped his balls with her other gloved hand. She could feel is droopy balls tighten in her hand and start filling with cum and then his penis began to pulse. She tried to aim him at the tissues in Nancy’s hands but his cock bobbed and he ejaculated a huge rope of sperm across his mother’s arm. Nancy quickly recovered and blocked the next spurt with the tissues.
They both watched in amazement as spurt after spurt of cum blast into Nancy’s hands and the tissues. Billy just jerked and grunted as his balls emptied out. The tissues were no match for that much cum. They were completely saturated and strings of gooey cum were dangling from Nancy’s hands. Emily waited out his spasming penis while Nancy dropped the soaked tissues in the trash and washed her hands. Billy was beyond embarrassed and completely spent, but his sensitive sore cock still would not soften. It stood out red and angry. Emily wiped any cum from the head and began to wrap gauze around his penis, followed by an ace bandage. You could actually smell the scent of arousal from Emily and Nancy although Billy had no idea what the smell was. “Now Billy, no playing with yourself tonight or tomorrow. You need to give your penis a chance to heal. Maybe tomorrow night you can play with yourself, but you make sure you use a glob of Vaseline, and every time you play with yourself from now on. Do you understand” she asked. Mortified Billy answered “Yes”. “Good. You should change the bandages tonight and apply more cream as well as in the morning”.
Nancy stopped at the pharmacy on the ride home and bought 3 large tubs of Vaseline. Billy had a huge bulge in his sweatpants but at least he was wrapped up tight and was not rubbing against the fabric when he moved. Billy did his best not to touch himself as he replayed the doctor’s visit over and over in his mind. He hid away in his bedroom so his sisters would not see the massive bulge. That night his mother came in his room to help with the bandages. Billy pulled down his pants and sat on the bed. His cock still hard as ever. Billy laid back as Nancy unwrapped the bandages from his cock. He was sticking straight up in the air and glistening from the cream. Nancy gazed at his cock and thought about how he was so much bigger than his father and he was only 14! She gently wiped his cock with a towel to clean the old cream off. Billy winced and then felt a warmness in his balls again. Then Nancy squirted a large amount of cream in her palm and very gently stroked her son’s penis to rub the cream in. Billy’s legs involuntarily spread open, exposing his balls as they started swelling with sperm. Within minutes Billy cried “Oh mommy I’m so sorry” and started spurting sperm into the air. His cum was shooting straight up and landing back on his stomach and down Nancy’s hand. She was mesmerized and didn’t try to block the cum with the towel in her other hand. She just watched and thought of all the men she has given hand jobs to, and has never seen so much cum. She wondered what a blowjob would be like. If she could swallow his cum before it overflowed her mouth. Then she caught herself and thought, this is my son I cannot think like that, but her moist pussy certainly betrayed her. She looked at Billy and again he had the stupid look on his face men get when they orgasm. It made her remember how pathetic her ex-husband was when she would catch in masturbating all the time. After wrapping his cock back up Billy climbed in bed with his still hard cock. It made a tent under the sheet as his mother tucked him in. “Good night Billy and no playing with yourself” she said as she kissed his forehead.
The next morning, they had to go through the same routine. Billy woke up still with a raging hardon. His mother came in and thought he must have been rock hard for over 48 hours! The poor boy. “Ok Billy we need to change the bandages again” she said and pulled back the sheets. She noticed that the bandages were all gooey with cum. “Billy! Did you play with yourself last night?” she scolded. “No mommy I swear! It must have happened in my sleep.” He answered. “Yes that’s very possible. You had a wet dream I bet. Thinking about ejaculating in front of Emily and your mother, with your penis super sensitive probably caused you to ejaculate in your sleep”. She unwrapped his penis again “Oh that looks much better its not nearly as red”. Billy agreed it did not seem nearly as sensitive. Nancy again started applying cream to his penis but this time since it was not so sensitive Billy was not on the edge of orgasm but very close. She was just about to finish up when Billy said “Oh mommy can you rub it just a little bit longer? Please mommy!” She looked at her son, again he had the stupid look on his face with his mouth hanging open and a blank look in his eyes. “Oh, alright but this is the last time, from now on you have to play with your own self”. She gave him about 3 more strokes and as his legs started to part, she reached in and caressed his big balls. She was even surprised by the size of his balls. Billy squirted again. Spurt after spurt. Nancy was amazed how he could already have so much cum. Attribute it to youth she guessed.
That night Billy was able to go to bed without any bandages. “How do feel Billy? Is your penis still sore?” his mother asked. “No mom it feels a lot better” He answered feeling a little weird. “Well, the nurse said it would be alright to play with yourself then, but make sure you use the Vaseline I bought you and be gentle on yourself. Try catching in a tissue if you can I’m tried of all the stains on the sheets and your underwear.” She told him. Billy turned red as his mother told him this with her hands on her hips looking at him. She then handed him the tub of Vaseline and laughed a little as she left closing the door behind her. Just talking about if being ok to play with himself and then being handed the Vaseline was so demeaning but only served to make him want to even more. Billy lubed up and gently went to town. Nancy quietly stood outside his door and listened until she heard the unmistakable sounds of him sloshing his hand up and down his cock. Then she smiled and went down stairs.
It turned out that the lube was much noisier. His sisters knew he masturbated but had no idea it was not only daily but multiple times a day. Every time they went past his bedroom the heard sloshing sounds. The oldest daughter Stacy approached her mother “Mom, Billy is up there playing with himself all the time. I can hear him stroking constantly”. “I know dear. Poor Billy just can’t help himself. He is what is know as a compulsive masturbator. You know your father was to. That’s why I left him.”. “I know mom but its so pathetic. That’s all he does. Shouldn’t we try to stop him?” Stacy asked. “I don’t think so dear, we need to let nature run its course. Either he will tire of it and find a girl, or he’s doomed to be a masturbator forever”. “Well, I think he will never stop and as long as he is doing it he will never find a girlfriend”. Stacy answered. “You are probably right dear. It is a vicious cycle that only gets worse, the more he masturbates the less comfortable he is around girls and the more uncomfortable he is the more ashamed he feels making him masturbate even more.” Nancy thought a little and said, “Let’s encourage it for now and see if maybe that will help him not feel so ashamed”.
Just like his father. I love it, it’s so obscene!! I can see myself in this situation. All I do is play with myself while watching porn.