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Published:
2021-11-30
Updated:
2022-06-12
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4/?
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Brenda's Boy

Summary:

Brenda is a fiery MILF with a good heart. She loves her husband and her energetic son. But her said son might just find it in his best interest to use his busty mother's naivety against her. Will Brenda be powerless against him? And how will their family dynamic change moving forward?

Notes:

This is a horny creative writing exercise. I didn't put a lot of thought into it, I just let myself write whatever. Sorry for typos and inconsistencies. Bonus points to whoever can guess what inspired this story.

Chapter 1: Helping Out With Homework

Chapter Text

“Mikey! Time for dinner!” Brenda called out for her son on the second floor.

 

Brenda and her son lived in a lavish, yet modest suburban home. Her husband, Gale was a business man that worked downtown in an office in one of those fancy skyscrapers, which was luckily only 30 mins away, without traffic. And even more luckily, he loved his job. Not only was it a high paying position and it brought in plenty of money for his son and wife to live how they pleased, he found it extremely rewarding because it often took him around the world, and he was good friends with all his coworkers.

 

Brenda didn’t mind it at all. She was happy for him. And it meant she could shop and buy whatever she wanted. All she had to worry about was her teenage son, and his ever-developing attitude. Though he could be a handful, Brenda loved her family and wouldn’t trade it for anything.

 

Brenda had grown up mostly sheltered and homeschooled by her parents. She had limited friendships and experiences with others throughout her life. Mostly with her siblings and other members of her family. It wasn’t until she met with her neighbor, Gale that she had gotten herself involved with someone romantically. They married quickly, and although Gale had a pitiful sex drive, he managed to get her pregnant when they were both 20.

 

Despite that, Gale had manage to succeed in college and with a house bought by their rich parents, the man became a very financially successful husband and father.

 

Brenda was a proud woman, and she knew she was a prized trophy wife. She agreed to marry Gale and have his child because she thought having a son would make her life feel more whole. And it was rewarding in its own right. Despite being a little brat at times, Mike was a kind-hearted kid with a bit of an edge to him. He liked to build computers and tease his mother when it was just them home alone. Lately, however, Mike started developing insecurities in his life. Likely due to his teenage hormones getting the better of him. And with it always being just him and his mother at home, these feeling began to manifest themselves into something deeper. Normally, these feelings wouldn’t be such a problem, except his mother was an absolute bombshell of a woman.

 

Brenda was an absolute goddess, with a figure that would not be inaccurate to call cartoonishly obscene (think Jessica Rabbit). Her breasts protruded well beyond her flat abs and narrow waist, with nary a bit a of sag to them. Her huge boobs were perfect, well above the size of her own head, with supple ounces of fat to them. They felt too heavy for even the eyes to carry. Her curves extended well to her lower body, with her absurdly pornography ass that was impossible for her to conceal. Her enormous bottom was the perfect compliment to her narrow waste, and protruding bosoms. Her shapely thighs led down to her healthily defined toned legs and proportionally small, but well-kept feet, that were currently in expensive high heel stilettos that Brenda insisted on wearing at practically all times. Likely because they were so expensive.

 

Brenda had very femininely soft shoulder and supply soft skin. Her neck was thin and her face, despite having a healthy structure to it, had a very cute degree of roundness to it. Her lips were a lovely red, and a very good size. Not too big, but not at all small. More tight than anything. They exact ones you would die to see around your cock if ever given the chance. Her nose was small and her eyes were sharp, usually always decorated with a healthy coating of black mascara. Her eyelashes were long and her eyebrows were always kept. Her brunette hair was lavishly short, extending no further than to her shoulders, where the ends stuck out, the way you would imagine a mother’s hair would. Her only piercings were her earrings, of which she loved to accessorize with. Overall, she valued good hygiene and fancy jewelry and fashion above all else.

 

Brenda’s body was a total feast for the eyes, and she knew it. She was proud of her figure, and worked hard to keep fit and proper. She was never interested in body modifications such as tattoos or body piercings because she wanted to keep her body in pristine condition. She even looked down at her other mom friends in the neighborhood for not having bodies as obscenely defined or gorgeous as hers. They were very friendly but very jealous of her, because not only did she keep her body perfect, but she was a model member of the community. Supporting her local church social events and attending book clubs, in which she would always gloat being the first one to finish the selected story. Everyone in the neighborhood not only loved her and was jealous of her, they wanted to fuck the living shit out of her.

 

As far as her sex life was concerned, Brenda was relatively inexperienced. Gale had been her first and only partner, and though he was a loving father and husband, a sexual beast, he wasn’t. In fact, he was very insecure and a shamed of his puggy body at most times. As supportive as Brenda was, she didn’t mind, as she preferred her body be untouched and as perfect as possible.

 

Brenda was an ideal mother however. Though she cared mostly about fashion, her beauty and her status, she loved her son, and always made the effort to be a good mother. She fed him, drove him and encouraged him in all the things he was passionate at. She was even a good cook which is exemplified by the dinner she had cooked him that night.

 

“What’s for grub, mom?” Kevin asks snarkily.

 

“Meatballs! Your father will be working late tonight, so it’ll be just us.” Brenda comments.

 

“Fine by me.” Mike responded nonchalantly.

 

They ate their meal peacefully until Brenda asks “How’s your homework, dear?”

 

“Good, except my calculus teacher is being a total bitch.” Mike said jokingly.

 

“Mike, watch your language, young man!” Brenda interrupted.

 

Mike rolled his eyes. “Mom, I’m old enough to swear, don’t be such a bitch.” he said sarcastically.

 

 Brenda groaned. “Do not call me that! I won’t stand for it. And especially do not talk like that in public. I won’t have you embarrass me like that, mister.”

 

The entire dinner, Mike had a hard time keeping his eyes off of his mom’s body. He could tell how sexy she was. Almost so sexy, that he could care less about the moral implications of this woman being his mother in the first place. She was wearing tight, tight mom pants that hugged her shaven-clean legs, as well as a black tank top with no bra to conceal her massive mammaries. Not that you could even hide them, that is. Her cleavage stuck out well beyond where the shirt ended. Her tits were squeezed together tightly under her top, even without a bra needed to hold them together. There was a slight glisten of sweat on her perfect bosom skin that Mike noticed.

 

“Honestly, I wish I knew what was getting you to talk like that.”  Brenda pondered.

 

Mike gave it some thought “I don’t know. Maybe it’s just all this stress.”

 

Brenda responded “Oh, you poor thing. Maybe you just need help with your homework. Why, I could give you a hand if you needed it. I’m not doing anything tonight.”

 

Mike knew better than that. He knew there was a reason his mom married his dad almost immediately after he finished high school. Not that she was a total idiot, but she was hopeless when it came to intelligence. So far in her life, she’s relied on her practicality to achieve her social status in her community. Still, he wanted to be closer to his mother in some capacity. Maybe even “accidentally” rub up against her chest. “That would be nice.” Mike finally responds.

 

“Okay! Just let me clean up first.” Brenda says lovingly while bouncing.

 


 

Later that night.

 

Mike finishes his homework early, but despite this, he waits for his mother in his room just to spend time with her. The computer is tuned to some dumb live-streamer, while his connected camera is recording and currently pointed at him. He was hoping if he was lucky, he could get a good angle of his mother’s cleavage that he could masturbate to later.

 

Eventually, he hears a knock and sure enough, his mother not only enters, she is freshly showered, wearing black high heels, pink lacy panties, a pink lacy bra, and a translucent pink night gown with fuzz on her shoulders. Her long, full legs were on prominent display. “Well, honey, I’m here!” She says quietly but excitedly. For a woman who knew how hot she was, she couldn’t tell when she was broadcasting herself to her own son.

 

“Oh, my god.” Mike thought to himself while gulping. She leans in close to him, leaning off to his side while bending over than sitting on her delicate, but strong knees. She is unable to avoid pressing her breasts against Mike’s sitting form. His heart begins to race and his blood starts to rush. He asks his mom for help on problems he’s already completed. She begins to ponder the question, and actually feels positive she can help, as she somewhat recognizes the numbers and symbols. She spends some time deciphering the problem when after a long while of trying to understand it, she notices Mike’s convulsions.

 

“Mike, honey, are you okay? Are you not feeling good about this?” Brenda asks.

 

Mike pauses and then finally sighs. He confesses at last “I’m sorry, mom. It’s not the homework… I just feel strange, is all.”

 

“Strange…?” She asks confusedly. She looks him up and down. “Is there anything I can do to help?”

 

Mike confesses further. “It’s… well… my penis, mom… feels like I can’t control it sometimes…”

 

Brenda understood quickly. “Oh, no. He’s at that age.” She thought to herself. “Well… have you tried… masturbating…?” Brenda asked. She didn’t like the idea of her son doing that, but she knew she had to help her son somehow.

 

Mike did not respond to her, however, leaving Brenda to believe he never has masturbated before. Of course, he needed to know by now, he was getting too old not to. It would be awfully dangerous if he hadn’t learned by now. But what could she do? She had to figure out someway to help him.

 

Before Mike asked her to leave, Brenda offers what would be the most damaging decision she would ever would make. “Maybe I can help you.” She proposes while nervously resting one hand on his leg.

 

Now Mike knew this was definitely wrong. And he didn’t need any help masturbating. Not at all. But he was not about to let this opportunity pass. “M-mom?” He asks her.

 

“It… would only be for the first time. You understand me?” She clarifies.

 

Mike’s not about to argue. “Uhm… I understand… I think…”

 

Brenda seals her fate. “Very well, undo your pants and underwear for me.”

 

Mike undoes his belt, unbuttons, unzips, slides his pants of, lifts his shirt, and finally takes off his underwear. Mike could feel his mother’s breath close to him, along with an impressive angle of her tits right next to him. They were both eying at his crotch. He is unshaven, and his dick was an impressive size, if at the moment half-limb and leaking pre-cum. He was uncircumcised so his pre-cum was dripping from under his skin.

 

Brenda with her hand on his bare thigh, hesitantly rubs her finger to the base of his penis, briefly grazing against his hairy scrotum. She grasps his member as it slowly begins to harden.

 

As it hardens, Brenda slowly begins to realize the reality of her actions. Could she really go through with this? “Why not? It’s a perfectly normal bodily function.” She thinks to reason with herself.

 

Mike is dumbfounded, how he got so lucky was beyond him. He just sat in his chair and let whatever happen while his camera recorded the events in progress.

 

Brenda does her best not to think of this as sexual as she begins slowly jerking off her son. She slides his skin up and down over hard, hot meat. Her palm was soft. And her technique was good, despite her lack of experience. She begins generating heat and stimulating her son’s cock. Without wanting sound sexy, but failing to do so, she asks “how does this feel, sweetie? She says seductively.

 

“R-really good. Please, keep going…” Mike requests.

 

Brenda was a little disappointed he wouldn’t take it for himself. But how could she say no to her son?

 

It was hot. Sweat started coming from his crotch to her hand. Her soft but but toned arm was showing no sign of slowing down. Brenda didn’t spend most her time training for nothing. Her squeezed tits bounced and pushed constantly against Mike. To the point where Mike asked without much thought, “Mom… Can I… feel your boobs… please?”

 

 Brenda was stunned. There was no way. He didn’t need that. Not from her. Could she really allow herself to do something that depraved? With her own son, no less. She was ready to tell him no, until she thought more on it. Maybe it could be good for him. She gave it more thought while never once slowing down on jerking him off. In fact, she wasn’t even getting tired.

 

“…okay, just be mindful.” She says while using her other hand clear off her nightgown, then hold up her shaking breast while still in their bra.

 

This was it.  Her gleaming soft breasts were squeezed in their bra right in front of Mike. She picks up his hand and slowly stores it in her cleavage. It was a soft, warm, tight fit, as he force his way in, much to Brenda’s embarrassment. He gripped around, finally getting a good grip on her left boob. He squeezed and rotated his hand against her flesh, and she felt his massage shake her, trying carefully not to let it make her lose her balance. She blushed through it all and closed her eyes, trying not to let it get to her.

 

“Mom…” Mike surprises Brenda, “Please… I want to feel…” Mike looked her in the eyes. “Your mouth…”

 

Brenda almost stopped jerking Mike off. “Absolutely not! This was only meant to be a demonstration!” She argues.

 

“Mom… please… I really want that feeling…” Mike begs her.

 

Brenda was sympathetic. She knew this was a feeling men loved. She was a total amateur at sucking penis, but she was committed to helping Mike. So as he continued to massage her chest, she finally decided to give in. “Fine…” She conceits “But you better not expect this from me again…”

 

Mike excitedly scoot back in his chair finally squeezing his hand from her in between her jiggling chest. Partially because he wanted a better angle for the recording camera. Brenda gets herself in a better position, this time on her knees. She gets in between Mike’s legs and rests her hands on his thighs. She readies herself for Mike’s erect cock to be inserted into her clean, perfect mouth.

 

Her soft, wet lips leans in close to his tip. The excess skin of which tickles her lips. She gathers the courage open her mouth more and more. And with a hearty gulp, Brenda wraps her mouth around Mike’s enclosed cockhead. Her tongue instinctively presses up against it. She holds it there, being mindful of her teeth. This act quickly turns sloppy. Not only does Mike’s cock begin to leaking more, Brenda’s mouth begins to drool, ensuring this to be a slobbering affair. She thought at this moment “Thank God Gale isn’t here. What would he think? I don’t think his heart could take it. And I don’t want him to divorce me. I wouldn’t be able to use his money anymore.” Brenda is loving, but definitely self-serving.

 

Brenda could feel the warm veiny girth reaching further and further beyond her lips. She instinctively angle her whole head towards Mike’s cock and that meant the meat in her mouth was able to reach the wet roof and sides of her mouth. As she accelerated the movement of her head, the noise she was making was becoming more loud and sloppier. She could feel spittle and pubic hair leaking from her lips. The taste in her mouth became stronger, as she could feel herself starting to suck harder as she tensed up the muscles in her mouth.

 

The uncircumcised skin on Mike’s penis began to stretch back on his cock with his mother’s grip. She could feel the bare tip with her tongue as she licked around the whole cock. She squeezed tightly with her succulent lips.

 

She occasionally looked up with her sharp beautiful eyes to affirm her progress from her son. The enjoyment on his face brought a certain degree of joy to her. This kept her from getting too angry about letting her get to this point.

 

“Holy shit, she really buys that this is a first time for me. I cannot believe my luck!” Mike thinks to himself while currently in heaven. He had taken in the whole scene around him. His room was a slight mess, but not too terribly unkept. The dumb live-streamer was still on his desktop monitor. His hot, ridiculously busty mom was powerfully sucking his cock on his floor right in front of him. He had gotten way more than he bargained for, and he didn’t even have to say much. Was his mother that easy? No. Otherwise she wouldn’t be the prize that she is. He wondered how much further he could press his luck if he attempted.

 

Mike reached for the back of her head, and though he wasn’t too forceful, Brenda almost immediately stopped right there. She believed at that moment that Mike might have been enjoying himself too much, but before she could really get out of the groove, Mike’s hand got a little more forceful.

 

“Hey, what is he doing!? I didn’t give him permission to grab my head like that.” Brenda thought while she continued taking more and more of Mike’s cock in her sloppy, wet mouth. “He better not ruin my hair… Where did he even think to try something like that? I hope he doesn’t get the wrong idea about this.” Brenda continues to think as her bottom lip begins to press against Mike’s balls.

 

The increasing pressure proved to be too much. By the time Brenda’s chin started continuously reaching Mike’s balls, and she had begun moaning louder and louder in protest to his forcing down, Mike had become ready to cum.

 

As Mike bucked his hips and forced her head down to his pelvis, the tiny slit where his urethra opened and suddenly huge rope strands of ejaculate erupted inside her warm, wet mouth. The taste quickly solidified itself, both on her tongue and in between her teeth. She sloshed a bit in her mouth before finally became too overwhelmed. She tasted practically every singular sperm cell as they flew down her throat, while it built up so much in her mouth, she couldn’t help but cough on the cock she was sucking on. She could no longer even breathe through her nose as she felt it come from inside her and erupt outwards through her nostrils. It was probably the most undignified she’s ever looked.

 

Mike was cumming harder by the second. And as this feeling lasted forever, he finally released his grip on the back of her head. She came up suddenly, gasping for air. Miraculously, Mike still had plenty of cum left to share. He instinctively pointed his cock in her face and then slowly towards her heaving breast. They were easy targets.

 

The cumblast proved to be powerful as Brenda was pressed back by the initial shot to her face. It landed across her cheek up her eye. She had to make sure to close it in time. Some managed to get into her perfectly kept mom hair as well. When the rest landed on the top of her breast, she could feel them bounce back in response.

 

She landed back on her huge cushion of an ass. Mike was now fully draped on his chair, exhausted after such a powerful blast from him. He celebrates by groaning out “Oooohhh, fuuuuck. That was amazing…”

 

Even though Brenda was coughing she could make out Mike Swearing. She did this to keep him from saying such naughty words. “There…  cough I showed you how it’s done… cough and now you can start doing that for yourself from now on.” Brenda specified.

 

Mike came to his senses and realized he couldn’t let this moment pass. He knew he had to milk her for what she was worth, so he played dumb. “But mom… why do I gotta do it… when I have you?”

 

Brenda got stern. “No! This was a one time thing!” She says while standing up with cum still all over her and the taste still rich in her mouth. “You better not ask for this again, young man, you hear me?”

 

Before Mike could lazily protest, they hear a sound from downstairs. “Honey, I’m home!”

 

“Your father’s home! Get dressed!” Brenda yells quietly before stepping outside quickly.

 

“Mom wait! Your face!” Mike doesn’t get the chance to call out to her in time.

 

Luckily Brenda realizes her facial just in time before coming down the stair. Although not in time for her husband not to see her.

 

“Honey! What’s all that white stuff on your face, dear?” Gale asks curiously.

 

“Oh, this!?” Brenda searches for an excuse. “It’s… lotion! For my skin…” She says as she smears her son’s spunk across her face then breasts. “I was just applying it…” She says as she is circulating it on her soft cheek and jiggling tit flesh.

 

“Well, it’s good to see you taking care of yourself, dear.” Gale said before stepping into the kitchen to eat dinner.

 

When the coast was clear, Brenda cleaned her skin with a towel before realizing how depraved her actions were to her son. She almost couldn’t believe herself… Did she really just do that…? With her son…? Well, no matter what, she could never do that again, she was sure.

 

Mike was cleaning up, in disbelief as to what just occurred. Only the supreme pleasure he felt was the proof he had of such a marvelously lewd event. Well that, and the literal recording of the lewd event he got with his camera. He knew where that evidence could lead him to in the future. And a devilish smile arose on his face, as he figured out just how to do it.