John was 19 years old, and his life was a failure. He graduated high school with passing grades and was accepted to a small state college but was unable to keep up academically. John was small for his age, and the other boys in his dorm tormented him about his lack of masculinity and testosterone; John stood at 5'5" and weighed about 110 pounds, without much in the way of masculine features. His wavy blonde hair didn't help matters, either. His luck with girls was non-existent, and John always pined for the prettiest girls, ones who would never consider him as a potential dating option. It didn't help that no matter where he went, he seemed to find a group of bullies who loved to torment him, especially in front of girls. Constant bullying affected his ability to pass his classes, and eventually John dropped out and moved back home to live with his father at the beginning of the summer.
John's mother died while John was in high school, and in the time John was away at college, his father had remarried a much younger woman. John's father was a major attorney at a law firm downtown, and brought home enough money to bring in any woman he might desire. Asuki was a 23-year-old dark-haired beauty, fresh out of college and with a taste for money. She quickly took a liking to Big John's power and money, and they were married in a matter of months. John had only met Asuki a handful of times, but each time he was in her presence, John found himself bashful and incapable of having a normal conversation. She resembled all the girls John had crushes on in his school years, out of his league and disdainful of him as a man. Asuki was quite a beauty, she kept herself very fit, her slender frame was well toned. With dark hair and dark, deep eyes, her gaze was piercing. Her soft lips seemed permanently smirking, laughing at John's inadequacy. Her breasts, perky and full, the C-cups filling out her frame in a way that made John profoundly uncomfortable. Her slender waist led down to a curvaceous ass, worked at the gym until her buttocks were both firm and soft. Long legs and shapely feet only completed a picture of perfection.
Everything was fine for a time, and John even got used to his stepmother's a-little-too-familiar behavior. It seemed like she was always finding a reason to touch John, or walk past him dressed provocatively, or sunbathing right outside his bedroom window. She said that part of the yard had the best sun, but her penchant for sunbathing naked was clearly directed toward him. Why else would she knowingly sunbathe nude directly outside his window (which didn't even have a curtain)? John, for his part, mostly avoided making eye contact and conversation with her whenever possible. Once, she drank a fair amount of wine and suggested that he call her 'Mommy', a ridiculous suggestion that only deepened his distaste for Asuki. How could he think of someone basically his own age as his mother?
Despite his reservations about the way his new stepmother behaved, John was, after all, a man. His stepmother haunted his sexual fantasies, and the waste basket, tissues, and lotion near the window spoke for themselves. He never even considered that she might look in his room, he kept it locked when he left the house as a matter of general policy (this wasn't a paranoia thing, John's family just believed in privacy). Many afternoons during the summer he sat at an angle from the window where he could spy on Asuki, gazing longingly at her glistening breasts and buttocks, furiously pounding his cock. John hated himself for being so undeniably attracted to his stepmother, but that did not stop him from fantasizing about her constantly, even in the hours when she wasn't sunbathing.
John's real problems began when his father was suddenly arrested, facing various counts of fraud, money laundering, and tax evasion. The evidence against him was solid enough that Big John quickly took a plea deal, earning 7 years in prison. Some of his assets were seized, but most of the money and the house fell into Asuki's possession, and John immediately realized that his ability to stay at the house was up to her decision. He knew he had no other options; having failed out of school and never held a job, he had little in the way of prospects, at least in the short-term. John decided the best thing to do was to avoid addressing the situation with Asuki, and hope she simply allowed him to stay at the house for free.
That managed to last about two weeks after Big John was sent away to prison, but one afternoon John got a text from Asuki.
"Come see me in my bedroom, I need to talk to you."
John, apprehensive about what was going to happen, walked down towards his father's (former) bedroom. The door was slightly ajar, so John pushed it open and leaned in.
"Asuki? Hello?"