All characters are over eighteen years of age. All characters, despite their feelings of humiliation, are deriving some sort of pleasure from the story's events.
This story is heavily inspired by "Little Brother" by Chubby Chinese, a story not found on literotica, but that can be found by googling in quotes its first line: "Mike lives with his beautiful young wife". That was the first erotic story I ever read, and I still consider it to be the hottest. Here, I adapted many of its ideas from a wife cuckolding to a mom cuckolding, something I find more interesting. I hope I have done that story justice.
General warning: this deals with humiliation, forced bi, and but contains no real incest. Do not complain that the son does not have sex with the mom. This is about humiliation, not incest. The ending might be considered harsh, but I implore you to remember that it is just a story, and I would never endorse such a thing in reality. Also, this time, no genies or magic, I promise!
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Mike is a nineteen year old high school senior who lives with his single mom. Mike's father died when he was just a little boy, leaving behind an enormous fortune to his trophy wife Mike's mom. With the money, Mike's mom supported her son, getting him through years of schooling in a top prep school, despite Mike's lack of good grades or athletic ability. At the school, everyone is either a star student or a master athlete, but Mike is neither. He is simply rich.
Mike's mother is a sexy young item with large tits and a bouncy fat ass. She married for money, knowing that her feeble husband had enough energy left in him to knock her up before leaving her all his money. In the years since his death, she has spent lavishly on sexy clothes and furniture for her huge mansion. She had had to work hard all her life to stay sexy enough to marry someone like she did, and she wanted her son to have a wonderful and talented life.
However, Mike never lived up to these expectations. She had hoped that the school would make her son into a smart athletic man, but Mike resisted. He is dumb, pudgy, and awkward; he spends most of his time on the computer in the dark playing games. While Mike's mom feels embarrassed by her son's seclusive nature, she does enjoy that while he walls himself up in his room, she can dine with her rich and sexy friends, most of whose sons are beautiful and successful in contrast to her own.
Despite her toned body and heaving breasts, Mike's mom rarely dates. Occasionally throughout the years, she has had small affairs with some of Mike's better looking teachers, but they were only for the sex and never lasted long. Instead, Mike's mom devoted her time to the futile effort of trying to make her son successful, something at which she failed.
As Mike gets ready to graduate, both he and his mom find themselves depressed. Mike's mom realizes that her son is a loser who will be going to the common and terrible community college in the next town over, and Mike sees how terrible his life is going to be. His mother has promised him in an ultimatum that unless he got into a good college, she would cut off his funds, and the community college in the town over simply didn't qualify.
Mike, however, has been working on a plan. On the internet, he has studied some stocks, and has figured out what he believes to be a very promising investment. The only thing he needs is money, something which his mom might be able to supply him with.
When he asks, she is hesitant. She has never been able to trust her son before, and he was squandered most of the money she has given him on online games and in-game silly items. She tells him she will have to think of a way to make sure he doesn't do that this time.
She has a stroke of genius while running on the treadmill one morning. She invites her son to a fancy dinner that night where she will tell him her plan.
The restaurant is expensive and beautiful, and Mike's clumsy button down shirt is inappropriate in contrast to his mom's stunning black and low cut dress, out of which her tits are straining not to burst.
"Mike," she says, taking a sip of her wine, "I have a proposition for you. It's a way that you can get the money you need for your investment, and I can at the same time find a way to fulfill what I've always wanted."
Mike listens eagerly, happy that his mother is considering giving him money.
"As you know, I've always wanted a successful son, someone who could play sports and get girls and speak Latin fluently. But you've never been able to be like that."
Mike frowns, both at his mother's harsh words, and his realization that her words are true.
"Don't blame yourself, of course. Your father wasn't a very successful man. It was wrong of me to assume that a man like him could produce anything but a son like you. But despite his many faults in education, looks, and athletics, he was able to make money on a single stroke of luck. And so, I have decided to give you a chance if you help me with a project."
"Of course mom, anything."
"Well, I figure even if you do succeed, you will become rich and nothing more. You'll never be the cultured, interesting, and sexy son that I desire. So I have decided to try again. Mike, I want to have another son."
Mike gulps.
"The father will have to be someone intelligent, athletic, sexy, and sophisticated," his mom said, "But I'm not at all interested in marriage. I just need some man to come and shoot his seed inside my stomach so that I can have a son better than you. Do you understand?"
"I guess."
"Oh honey, don't cry," his mom says, risking falling out of her top as she leans over the table to wipe his tears, "You'll just have to help me with the process of finding a match, getting fucked with a baby, then through my pregnancy. You can stay home and work on your investments while you're helping me. Forget college; this is what we'll do."
To Mike, helping his mother get knocked up does not sound very enjoyable. The idea that she is so disappointed with him that she wants to get spunked with a new baby hurts him incredibly. But the money is his only way into a better life, so he smiles at his mom and accepts.
Deep within his subconscious, Mike feels something different. The humiliation he is feeling at his mother's words is arousing him, greatly in fact. Helping some big cocked stud knock her up gives me feelings of great pleasure. The thrill does not register as thrill in his conscious thoughts, but it is fully a part of his decision to submit to his mother's demands.
"Excellent," she says. The waiter sets down two plates of pasta on the table, staring down Mike's mother's dress the entire time.
"We'll first need to find a doctor," she says, putting spaghetti in her mouth, "Wasn't there that boy from your school?"
Mike knows who she meant. Josh was a classmate of his until early high school. Josh was the best at everything. He dominated even the older students in football, basketball, wrestling, and swimming. Even at a young age, he was hooking up with girls in grades way above his own, pretty girls that Mike would eye with looks of horny envy. Finally, he was absolutely brilliant, and it was his stellar academics that allowed him to graduate at the end of ninth grade and leave to an out-of-country medical school, where he ended up completing a medical degree in three years.
Of course, everyone back home knew about Josh's accomplishments. Mike's mom had read about him in the paper. After getting his degree, he opened up a fitness center back home, where he charged enormous sums of cash to give people genuine medical advice on how to work out effectively enough to get the sexiest body possible. Just the other day, a local magazine had done a spread about his new center, showing Josh's toned body helping out a fit young woman on a fancy work out machine.
But Mike remembered Josh more for their own personal interactions. Josh was the absolute biggest bullly of all the kids at school. He had tormented Mike in gym class, pushing him around on the field and then stealing his towel and laughing at Mike's small penis in the shower. A particularly embarrassing moment for Mike was when Josh and a pretty older girl had snuck up on him in the locker room and flashed a camera at him in the stall as he was masturbating to a yearbook photograph of the girl herself. For years after Josh left, students still teased Mike with nicknames like "yearbook masturbator" and "Teenie Weenie Jerk-off".
