Incest/Taboo Pleasing Mama

This story focuses on the theme of incest. If this doesn't interest you, please do not read further. Thanks for your time.

Vincent sat in first class, sipping on a beer, pondering how he had gotten to this point in his life. He was finally going home for the first time in over five years. He knew it would not be a joyous return full of hugs and smiles. Nobody outside of his family would even notice nor care if he was back. He had been a nobody in a small town, a nerd, a skinny weakling. He expected a lukewarm reception from his older sister and believed that his mother would actually shun him completely. The last time he spoke to his mother was right after his father had passed away.

She had called him a coward for leaving his family in a lurch to go to college on the west coast. His relationship with his mother had often been contentious, especially as he entered his teen years.

Vincent was the youngest child of a poor family and grew up in a small row home in northeastern Pennsylvania near Scranton. His mother was loving enough when he was a boy but she grew angry and bitter over time. She hated her life and blamed Vincent's father for their financial situation. She would often call her husband a loser and a failure within earshot of the kids. She would say things to needle her husband and try to make him angry. She'd call Vincent a weakling and tell him he would grow up to be a loser like his father.

By contrast, his mother would dote on his sister, Maria. Maria could do no wrong in her mother's eyes. She was the spitting image of her mother with dark hair, green eyes, short and petite, with large breasts. Maria was four years older than Vincent and had two children. She married right after high school and moved into a run down rowhouse across the street. Her husband was a popular jock in high school, one of the cool kids. He worked in construction after he married Vincent's sister but he seemed to spend more time talking about his next job than actually working.

Vincent's father was a true man's man. He was tall and strong, a football player in high school, and a mechanic for over twenty years before he passed away from a heart attack. Vincent, on the other hand, had always been skinny, didn't play sports, and liked reading comics and coding. Vincent didn't need the constant reminding from his mother that he was a weakling. He was a nerd in school, never liked working out, and often got so lost in his books or working on the school computers that he forgot to eat. Vincent was also a late bloomer and didn't start hitting puberty until his junior year of high school. As a result, he was pale and looked sickly. The jocks in school would sometimes bully him but most of the time he was simply ignored and had no friends. His sister had tried to help him by telling him the things he needed to do to be cool and fit in but Vincent simply didn't think it was worth the effort.

Vincent's awkward teenage years were made even more confusing by his mother's treatment. She would insult him on a daily basis but then would occasionally give him a hug and cook him his favorite meal. His father would rarely respond when his mother became angry but would be very defensive when she insulted Vincent.

This would typically result in more insults like, "Why don't you get out of the house and take your weakling son?" or "I didn't think it was possible, but your son is going to grow up to be even less of a man than you are."

Vincent's dad would pull him aside after her outbursts and tell Vincent how proud he was of him. He would tell him to follow his dreams and do what makes him happy. Vincent often thought his dad died because he simply couldn't stand living with his mother anymore. Vincent had just graduated high school when his father passed and his mother told him he needed to be a man for once and get a job to help support the family. She told him it was his duty to care for his mother. Vincent didn't have the courage to tell his mother he had gotten a full scholarship to college. Instead he worked all summer, kept the money for himself, and then just up and left for college in California, leaving his mother a short note explaining that he needed to follow his dreams.

That was over five years ago and he had not spoken to his mother or sister since that day. College had been the right choice for Vincent in all aspects except for women. Vincent had lost his virginity in his sophomore year of college to a chubby girl named Susan he met in one of his classes. He thought they were in serious relationship, Vincent even thought he was in love, and they dated for over a year before she dumped him for being too focused on his academics. She was condescending and cruel about the breakup. She told Vincent he was boring and he would probably never find a wife, she also told him the only reason she stuck with him so long was because he had a really big dick. Vincent was extremely hurt and confused after the breakup. Vincent promised himself that he wouldn't get hurt like that again, he doubled his focus on his academics, and gave up on looking for love.

The next semester one of Susan's roommates, who had a serious boyfriend, approached him at the library and offered to walk him home. They had sex later that night. When Vincent asked why she was cheating on her boyfriend with him, she said Susan had told her how big his dick was and she just had to see it for herself. Weeks later, a second friend of Susan's, who also had a steady boyfriend, conveniently bumped into him on campus and he had sex with her as well. She told Vincent a similar story about just wanting to try out his dick after hearing Susan talk about it so often. Both girls told Vincent he could fuck them anytime he wanted and Vincent would call them on occasion to blow off steam. Vincent knew he was being used but relished the fact he was cuckolding their boyfriends.

Vincent's highlight of college was when he met Andre, a Russian immigrant with a passion for coding and comics. They hit it off immediately and had been best friends ever since. Together they had created a software that was able to crack certain viruses almost twice as fast as anything else on the market. They formed a company and had already gone through one round of angel investing. Vincent sold a small portion of his equity for over twenty million dollars in the first round and they were planning a second raise later in the year.

Over the last year, Andre and Vincent had taken a portion of their proceeds and used it to hire over ten engineers who worked around the clock to improve their product. In preparation for the second round of equity raise, they decided that Andre would handle the west coast and Vincent would work the east coast private equity firms. Vincent bought over ten acres on a mountain about 30 minutes from his hometown and less than two hours from where much of his fundraising would occur in New York City.

The house he had built was finally complete. It was over twelve thousand square feet, had a large pool, and gated grounds. He originally planned to go back to his hometown in a limo with tons of fanfare but later decided he would savor the moment. He devised a different, more grandiose, and devious plan. After his flight landed, Vincent drove through his hometown. It looked the same to him; dreary, poor, and drab. He pulled up to his childhood home in a late model Jeep and parked on the tight street. Despite it being almost 6pm, the temperature was still well above 90 degrees and he wiped the sweat forming on his brow. He barely recognized his childhood home, it had obviously been freshly painted and there was a new rocking chair on the small porch, the air conditioner in the window hummed softly. He knocked on the door nervously.

A strange woman answered the door, "Hi, can I help you?"

Vincent stammered, "Oh sorry, I was looking for my mother. She lives here, I mean used to live here."

At the mention of Vincent's mother the woman frowned, "Oh, we bought this house off her a few years ago. She lives across the street with her daughter."

Vincent thanked her and walked over to his sister's house. The paint was peeling and the house needed new windows. Her husband was a poor excuse for a contractor, Vincent thought idly. He walked up the steps and nervously knocked on the door. Moments later, the door opened and he was greeted by his sister's shocked face. She stood wordlessly for a moment, sweat beading on her head, as he looked her over. She had her black hair pulled back in a ponytail, she wore a white low cut tank top with a black bra underneath, and tight yoga shorts. Vincent thought she looked amazing and simply said, "Hi, Maria."

"Vincent!", she yelled finally and threw her arms around his head. He held her for a few moments enjoying her curves pressed against him when he heard his mothers voice, "Who is it Maria? Get back to the dinner table."

Vincent stepped into the small dining room and saw his mother, Tony, and Maria's two children seated around the table with a large pot of spaghetti in the middle. It was boiling hot in the room and they were all sweating. The air conditioner either didn't work or they never turned it on.

"Hi mother," Vincent said cautiously.

"Oh it's you, I was wondering when you would come crawling back," she said venomously.

Tony looked him over and said laughingly, "Hey Skinny Vinny, did you find a boyfriend out in California or what?"

Vincent hated being called skinny, he was still skinny but worked out a few days a week and ate much better now. He thought of himself as athletically thin.

"No boyfriends in California, Tony. Look Mother, I didn't come here to fight. I have an offer for you, sorry to interrupt your dinner. I will be outside when you are finished."

"Stay Vin, have some food," his sister pleaded.

"Thank you Maria, but I will wait outside."

Vincent sat in an old chair on the porch for almost an hour before his mother casually walked outside turning to close the door. Vincent thought she looked great despite being 44 years old. She resembled Raquel Welch or an older Camilla Belle. She was still fit, had large full breasts and what looked to be a firm ass. She didn't have any makeup on but she was a natural beauty even with the resting bitch face look. She wore a loose fitting t-shirt and capri pants.

She crossed her arms under her large breasts and said, "Well spit out, I haven't got all night."

"I made a friend in college who started a company and owns a mansion in the area from which he is raising money. I am in charge of keeping it in order and assisting with the capital raise. I am authorized to hire someone to care for the place and do some cooking. I would like to offer that position to you, Mama."

Vincent's mother was about to speak but Vincent cut her off, "Before you answer, it pays $100k a year."

Her face dropped and she forgot whatever she was about to say. "A hundred thousand dollars to cook and clean?" she asked skeptically.

"Yes, he is a wealthy individual. Two weeks pay in advance as well," Vincent added.

His mother stood there pondering, but Vincent was confident his mother's greed would kick in. Vincent didn't know but Mama had a part-time job at the dentist office and she hated it. The dentist often tried to ask her out but she ignored his advances. She considered him a loser like everyone else in town. She spent most of her free time reading romance novels and imagining she was anywhere else but this terrible town.

"I will do this thing," she said begrudgingly.

"Ok, you can start tomorrow, I have uniforms in the car that must be worn as well as written job instructions and directions. Do you have a car?"

"I can't afford a car, since you left us all alone. Couldn't afford to pay the mortgage either," She said accusingly.

"The company will pay for a rental. It will be here tomorrow morning at 9am. I will see you at the mansion."

Vincent smiled all the way home, thinking that his plan just might work.

The following morning, Vincent watched his mother walk up the long pathway from the lot to the house. He had watched her pull in on one of the security cameras. She wore the outfit that Vincent had provided and she was obviously uncomfortable. The top was an extremely low cut v-neck that exposed her ample cleavage. The leggings were tight yoga pants and left little to the imagination. His mother was very traditional and Vincent could count on one hand the number of times he had seen her wear clothing that revealed her cleavage.

"I see the uniform fits well," Vincent said slyly.

"This outfit is ridiculous, just show me what needs to be done," his mother barked.

Vincent could see the awe in his mothers face as he gave her a tour of the facility. Huge vaulted ceilings, deep dark hardwoods, and marble stairs. Vincent took his time showing her his massive bedroom on the top floor with an expansive balcony overlooking the grounds.

"Where are all the other people? You actually live here?" she asked.

"It is just me for now, the living arrangement is part of my compensation. There will be meetings on occasion but most of the time it will just be me and you here."

"So I am just cooking and cleaning for you?" she said angrily.

"No, for the company. We must keep up appearances for when visitor's come."

For the next three weeks, Vincent took pleasure in his mother resentfully bringing him meals and cleaning rooms that were already spotless. He would often watch her on the security cameras polishing the tables, her large breasts swaying back and forth as she worked the polish in circles. It was time to unleash the next phase of his plan but he had doubts that it would work. His mother had still not acknowledged what he had done for her by giving her this opportunity nor had she said thank you. In fact, she had barely spoken to him at all.

"Mother," Vincent said as she dropped his lunch on his desk, "Do you know any girls in town who could use a job? Preferably a pretty girl? We have a new job opening for an assistant that pays very very well."

"Your sister, give your sister the job. She hasn't forgotten you left the family either," she said.

"No Mother. You don't understand this job requires some, umm, discretion and a special skill set. That's why it pays double your position."

"Double? What skills?" she said excitedly.

"Well, my boss is a very unique person and has some new and extremely progressive beliefs on how to succeed. You see Mother, he believes I am not living up to my full potential because my mind is not clear. I need an assistant to help me a few times a week to release thoughts that are not conducive to success."

Vincent had concocted the guru boss story one night while laying in bed. He needed to place some distance from the wealth of his company and himself. If his family knew he had millions in the bank they would just want handouts.

"You are making no sense, speak plainly," she said.

"I need a woman to release, you know," Vincent said while making a jerking motion with his hand in his groin area.

Vincent's mothers eyes grew wide in astonishment and she muttered something in Italian.

"So you see," Vincent continued, "It should not be Maria."

"Why not do this thing yourself? I am sure you are an expert," she said while laughing at her joke.

"My boss believes it needs to be performed by a woman, to do it alone is to create more unwanted thoughts."

Mama stared at her son, deep in thought. Of course, she thought, he has become a pervert, being a loner and a weakling has led to him paying for women to get him off. It was her dead husband's fault for not making him a real man. Her loser husband was still tormenting her from the grave with his mistakes. However, Mama pondered, the amount of money being offered was probably too much to pass up. Could she jerk off her perverted son if it meant getting out of debt and that sorry town?

His mother stared at him for a few moments and finally said, "I will do this thing, if you give your sister my position."

Vincent was shocked his mother agreed so quickly, he expected it would take much longer.

"I couldn't let you do it Mother. It's not right. My boss will know if I don't do this, I cannot lie to him."

"I do this for the family, unlike you and your selfish ways when you abandoned us. Give your sister the job and I will do this for her and my grandchildren," she said sternly.

"Ok, Mother. I will drive to town now and talk to Maria."

Vincent excitedly sped his way down to town and knocked on his sister's door. It was midday and he expected Maria would be home with the kids. He was surprised when Tony answered the door, holding a beer, wearing a white tank top and gym shorts.

"Skinny Vinny, what drags you into town? Heard you were running a big mansion up in the hills."

"Is Maria here?" Vinny asked, pointedly ignoring his question.

"Maria!" Tony screamed and walked back inside to sit on the couch.

The room was sweltering despite the box fan blowing noisily in the corner. Maria bounced down the steps wearing a loose fitting t-shirt and plaid pajama pants. Her hair was pulled back in a ponytail, accentuating her slim face and full red lips. Vincent could tell by the way her breasts bounced she was not wearing a bra. He tried to avoid staring at her nipples poking through the shirt.

"Hey Maria."

"Hi Vin, where's Mama?" she asked.

"Oh she is still at the office. I actually stopped by to ask you a question." Vincent said.

"Ok, what?"

Vincent didn't plan on doing this in front of Tony but proceeded to say, "Well another position, an assistant job, has become available and mama is going to take the job. So I need to backfill her position. I figured I would offer it to you first, you know, to make amends for bailing after Dad died."

Tony took a slug of his beer and said, "My woman doesn't need to work. I provide."

Maria almost laughed at that comment but she remained quiet and fiddled with her hands nervously not wanting to go against her husband. She loved her husband but he provided very little.

"Tony, it's a very high paying job. It pays $100k per year salary as well as benefits."

Judging by the astonished look on Tony's face, Mama hadn't told them how much she was making at the mansion cooking and cleaning.

"Oh, in that case, get to work honey," Tony said laughingly.

Maria agreed wholeheartedly after her husband consented. Vincent brought in some uniforms for his sister, gave her the written details of the position, and drove back to the mansion.

The next day, Vincent gave his sister a tour of the facility. Like he did with his mother, he took his time to show her the top floor, which contained his large bedroom, a working office, massive bathroom, and an expansive balcony providing 360 degree views of the grounds. He also showed her the security office, which he unlocked with a key. The monitors inside displayed video camera views of all the rooms and the pool area. He told Maria he kept the room locked but would occasionally open it for her to clean. Maria's work uniform accentuated her curves, she looked slim and fit, and was thrilled to be away from the kids performing light work in a beautiful air conditioned mansion. The job had seemed to revive her spirit and she gleefully bounced around the mansion dusting and cleaning windows.

After the tour, Vincent made a show of calling to his mother. "Mama, I need your assistance in the penthouse office please."

His mother wordlessly followed him up to the top floor. Vincent went into the bathroom, leaving his mother standing nervously in the bedroom area. Vincent took his time in the shower, savoring his mother's anxiety. Vincent finally exited the shower and observed his mother still standing in the same spot as before. He wore nothing except for a towel around his waist. He calmly walked to the bed and laid with his back against the backboard.

"Come, Mama, take a seat," he said as he patted the bed.

Mama complied and walked over slowly, sitting next to her son. She sported an angry look on her face and finally met his her son's gaze. "So you intend to actually go forward with this?"

"Remember Mama, you offered and we made an arrangement."

With that, Vincent opened the towel revealing his cock and balls to his mother.

Mama couldn't hide her shock at what she saw. Her son's cock was soft, yet it was five inches long, veiny, and laid heavily over the largest set of balls she had ever seen. Vincent reveled in her silence and stunned look.

Finally she mumbled, "Perhaps a man after all."

"Let's go Mama, I am ready."

His mother took a deep breath and defiantly stared him in the eyes as she wrapped her small hand around his dick and stroked his shaft slowly. Vincent hardened in her hand and she adjusted her grip as his cock grew and grew until it was a full ten inches in length. Mama's eyes widened in dismay as the cock in her hand seemed like it would never stop growing. The length and thickness were difficult for her to comprehend. She never imagined a cock could be so large, that it belonged to her cowardly son was even more amazing.

She pulled and pulled on his length, all the while she stared at Vincent until he finally broke eye contact and laid his head back closing his eyes. He let out a soft moan. He wouldn't hold out long, his mother firmly stroking his cock while his sister cleaned two floors below was just too much for him to handle. He ogled his mom's cleavage and the rhythmic way it moved in concert with her pulls. Mama was focusing her strokes on the top of his cock, stimulating his shaft and head at the same time. He finally felt that familiar stirring in his balls and he released ribbons of cum skyward as his mother smiled at how quickly he had erupted. Vincent moaned as she continued to pull on his cock until every last drop was deposited on the bed, his stomach, and her fingers.

"Easiest money I ever made. I will go read by the pool then go home and check on the grandchildren," his mother said as she got up, grabbed some tissue from the nightstand, and walked from the room, laughing to herself.

The next two sessions went in a similar fashion, but by the third session Vincent had become used to the touch of his mother's hand on his cock. His mother pulled and pulled until her arm grew tired. She alternated hands as the minutes passed and Vincent still had not shot his load. She tried a twisting motion using both hands and then another where she massaged his balls while stroking his length to no avail. She was visibly tired and looked frustrated.

"Take off your shirt, Mama, I think that would help," Vincent said confidently.

Mama was growing weary. Despite how good her son's large cock felt in her hands, she knew it was wrong. She knew he was trying to get back at her for some perceived wrong from his childhood. What son wanted to see his mother's tits? It was perverse.

"Fine, I need to get back to my reading," Mama said defiantly as she reached her hands into the deep v-neck of her shirt and pulled out her D-cup breasts.

Vincent's heart beat faster at the sight of his mother's tits. He had only seen the breasts of the few girls he had met in college but Mama's were by far the nicest tits he had ever seen in person. They were perfectly symmetrical, with large dark areolas. He imagined how her hard nipples would feel in his mouth. His mother pulled on his shaft, twisting softly on his mushroom head with each pump. Within seconds he was shooting his load in the air, his mother careful to keep his cum angled away from her tits and face. Mama quickly put her tits back in her shirt and went back down to the pool to continue her reading.

Maria was still clueless, yet curious, as to what the assistant job duties were and was jealous that her mother sat around reading all day by the pool while Maria prepared food, cleaned, watered plants, and performed other menial tasks. When she asked her mother what she did in those meetings, she told her, "Just some paperwork and other stuff."

Vincent came down the stairs a few minutes later and sat on the couch with his laptop.

"Vin, why does Mama get to sit around all day while I work. Can you get me one of these assistant jobs? I wouldn't mind getting paid to lay by the pool all day."

Vincent was joyous that his sister had brought up the topic, it would make the next phase of his plan easier.

"Oh, Maria, Mama is performing some very important tasks. You see my boss is a new age guru and has unconventional methods on relieving stress and maximizing potential. I am not sure you would be interested but I will reach out to my boss and see if it is in the budget. Things are progressing well lately, so he may go for it."

Maria smiled broadly at his answer, "Thank you, let me know. Mama mentioned it even pays more."

"Yes, it pays significantly more, like I said, I will ask," Vincent said with a devious smile.

A few days later, Vincent brought Mama upstairs for another session. Mama pulled her tits from her shirt again before she even touched Vincent's cock. She figured they would end up out anyway and she could save some time. Vincent wanted to push his mother to do more, so he had jerked off that morning thinking of her breasts. Mama would have her work cut out for her trying to make him cum again. To Mama's surprise and Vincent's chagrin, no matter how Mama jerked him off, she could not make Vincent cum. Vincent once again offered a solution.

"Mama, use your mouth please, I don't have all day," Vincent said coyly.

Mama looked at her son's massive veiny cock and wondered how she would even get that in her mouth. Her dead husband's cock wasn't nearly this size and she had stopped giving him blowjobs over 15 years ago. She was actually beginning to enjoy the sessions with her son. Having someone look at her as a sex object, even if it was her son, brought her back to her youth and made her feel like a woman again. The mansion, the pool, and the luxurious bedroom also made her feel like she was finally out of that stupid town and living in one of her romance novels.

Her anger at her son leaving her in a lurch was also subsiding. It was turning out that he was not a loser like his father and he had returned to help the family, even if his methods were odd and perverted. She decided then and there that she would suck the big cock in her hands and try to enjoy it. She would pretend it was the cock of one of the heroes in her romance novels.

Vincent watched in dismay as his mother dipped her head and began licking the head of his cock. She wrapped her red lips around his dick, engulfing the head of his cock and an inch of shaft into her mouth. Vincent pulled her hair up and held it in a bunch with one hand. He guided her head gently up and down. Her tits hung enticingly and Vincent hesitantly reached out and squeezed them with his free hand. Mama gave him a sideways look from the corner of her eye but quickly returned to sucking her son.

Mama sucked and pulled until she felt Vincent lift his hips off the bed. She pulled her face away despite Vincent softly trying to push her back down. Vincent came in spurts, shooting high into the air and back down onto his stomach and chest, while moaning and squeezing his mother's breast roughly. Mama continued to pull on Vincent's cock until he softened and the last bits of cum dribbled out onto her fingers. Mama then fixed herself up and went back to the pool while Vincent showered and made his way to the ground floor where Maria once again asked about the assistant position.

"I have reached out for budget approval, I expect an answer next week," Vincent replied cheerfully.

Things were going swimmingly and Vincent was in a great mood. His plan was working and the following week he would unleash the next phase. He planned to accelerate things with Mama and enlighten his sister on the true duties of an assistant.

Monday came and Mama idled by the pool while Maria labored inside. Vincent unlocked the security room and asked Maria to dust, mop, and clean the area as well as the twelve security screens which hung on the wall displaying the live cameras. Vincent then went to the pool and summoned Mama for another session.

Mama joined Vincent in the penthouse bedroom and sat next to a toweled Vincent on the bed, pulling out her breasts. Mama jerked her son vigorously until he was fully erect and then went straight to sucking his cock. She would never tell Vincent, but she had enjoyed the last session tremendously. She looked forward to having his big cock in her hands and mouth again. Vincent stayed cognizant of the hidden camera positions in the room and maneuvered himself appropriately for the best view. One camera was positioned on the ceiling behind him, the other from the balcony entrance on the left. He was confident both would provide a great view if his sister was watching as he hoped and suspected. He was happy that his mother had blissfully started sucking his cock without encouragement but Vincent wanted much more than that today.

"Mama, I need you to lay down."

Mama looked at him with a mouthful of cock but didn't respond. She continued sucking.

"Mama. please. I need you to lay down," Vincent said as he scooted over on the bed giving his mother room to lay down.

Mama was confused and worried as to what he was up to, but complied. She laid flat on the bed with her head up on the pillows. Her tits were propped up nicely and framed by her bra and shirt. Vincent straddled his mother, placing his long heavy cock between her breasts. He roughly pushed her tits together and pumped his cock in between her soft skin. For the first time during their sessions, Mama didn't feel in control. Vincent seemed determined to take what he wanted today and she was both nervous and excited as to what would happen next.

Vincent abruptly stopped fucking his mother's breasts, knelt between her legs, and grabbed the lip of her yoga pants with both hands to pull them down. Mama reflexively grabbed his hands and stopped him.

"Mama, I want to see your pussy. I need to, if I am going to cum," Vincent pleaded.

Mama released her grip, turning her head and biting her lip as Vincent pulled off her pants and her underwear. Vincent gazed in lust at his mother's hairy pussy. She had not shaved in ages and it grew wildly. Her labia looked small and enticing to Vincent. He ran his finger across her slit and felt her slickness. His mother may be looking away from him but her body wanted his cock. Vincent spread his knees wide between Mama's thighs, swiped the head of his cock up and down her wet clit, and pushed his mushroom head against the entrance to her pussy. Mama continued to look away, the back of her hand over her mouth as if fainting.

Vincent pushed and pushed until he finally slid a few inches of cock into his mother. Mama gasped. Vincent reared back and pushed further into his gasping mother, he repeated this over and over until he was buried inside her, his hips touching hers. Mama couldn't believe her son was all the way inside her, fucking her. His cock felt massive and he was stretching her like never before. Vincent could only think of one word as he drove his cock as hard as he could into his mother: 'weakling'. Did his mother still think he was a weakling as she writhed beneath him, struggling to take his big dick? Did a weakling fuck like this?

His mother grunted at the bottom of each downstroke. A guttural sound that was a mix of pleasure and pain. Vincent The Weakling pumped away at his mother's tight pussy as her breasts bounced wildly up and down; occasionally bumping her chin.

Her body tightened beneath him and she grabbed her son's arms which were planted on the mattress on either side of her chest, pleasure had overtaken the pain and she was cumming intensely all over her son's cock. Mama moaned and moaned as her face flushed during her orgasm. Vincent did not lessen his pace, he needed to focus on the feelings of misery and self doubt his mother had instilled in him over the years. He would fuck her into oblivion, whenever she thought of her son, he wanted her to think of his sexual prowess and stamina.

Mama still held onto her son's arms, she had tilted her head up to watch his big cock slide in and out of her hairy pussy. Her orgasm had been mind blowing. She honestly thought she might pass out. Her son was hammering away at her pussy like a machine, she never imagined she could be fucked so thoroughly and filled so completely. Vincent hadn't slowed after she came, he was still fucking her forcefully, his big dick touching parts of her she didn't know existed. She thought Vincent's fathers cock was large but it was nothing compared to the monster dick plowing inside her now. His length felt so good in her after the initial pain had subsided, so amazing, that she knew she would fuck Vincent any time he asked, money or not.

Vincent was sweating, his arms felt shaky from holding his weight above his mother's mostly naked body. He felt like he had been going for hours but knew it could only be ten minutes or so. He tried not to think of his sister who was hopefully watching the video in the security room below. If he thought too much about that, he would surely cum. He needed to focus on his anger and prove to his mother he was strong, not a weakling. His abs strained, his arms were wavering, yet he thrust into his mother over and over again until she succumbed again to her pleasure.

Mama muttered in Italian and then moaned loudly, "Oh lord, oh lord, oh lord, such a big dick. Oh my lord, Vincent!."

Vincent could hold it no longer, he pulled his cock from his mother's pussy and shot streams of hot cum across her belly and into her pubic hair. He sprayed it liberally across her wet pussy as well. He savored the sight of his mother covered in sweat and cum, completely worn out from his fucking. He climbed off of her wordlessly and headed to the shower.

Maria sat stunned in front of the security monitors. Her mind raced. Mama's assistant duties apparently included fucking Vincent. Is this what she did all those times they were going to meetings? It was very disturbing, possibly the most disturbing thing she had ever witnessed. However, it had also been one of the hottest things she had ever seen. Her little brother's cock was absolutely massive and he had fucked Mama until she had cum. Twice! Mama looked like she was in heaven. Maria couldn't help but think what it would be liked to get fucked like that. Her husband's cock was half the size of Vin's and he rarely lasted long enough for Maria to cum even once.

Maria suddenly felt a wave of panic as she remembered she had asked Vin for the same job as Mama. She couldn't fuck her brother, could she? She promised herself she wouldn't bring the job up again to Vin. She quickly closed the door and went to the kitchen, pretending to look busy. Vincent stepped from the shower and grabbed his phone. He swiftly loaded his cameras from the cloud and looked at the video from the hidden camera in the security room. Yes, his sister had watched the whole thing. Her expression was a mix of horror and intrigue. He decided he would wait, give her time to think about what she had seen, and approach her tomorrow.

Maria barely slept that night. Visions of Mama writhing in ecstasy under her brother crept into her brain every time she closed her eyes. His giant dick, the way he came all over her, it was so wrong and so erotic. Eventually she slept fitfully still not sure if she was turned on or disgusted.

The following day, Vincent approached Maria while she was cleaning windows in the dayroom.

"I have spoken to my boss, he is exceedingly happy with my results and has authorized a second assistant."

Maria didn't look at her brother and quickly said, "I think I will keep this job. I am enjoying the work."

Vincent stepped closer and said, "I haven't told you the best part, the pay has more than tripled. Ten thousand dollars per week with a three month signing bonus, but you don't have to answer now. The stress relief duties only occur a couple of times a week so the rest of the time is yours to do as you wish. Please talk to Tony first and let me know. He must be made aware of what the job entails and also approve. I wouldn't want any problems. As a matter of fact, have Tony and the kids come up to the mansion tomorrow. I'll have it catered, it will be fun."
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