A Schoolgirl Story Ch. 01
Keywords: 01, Story, Ch., A, Schoolgirl,
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Jason Sheen was eighteen when he moved to River Falls with his mother. Ever since he was a small child Jason had lived with just his mother, Felicity, and he could no longer remember anything about the father who had abandoned the two of them when Jason was just three years old. Fortunately, Felicity Sheen had inherited a lot of money from her late father. In fact, it was enough to pay for both her and Jason's upkeep comfortably without her ever having to work. Not only that, but it paid for them to have quite a classy home in the rich town of River Falls and for Jason's mother to lead a rich and glamorous social life of dinner parties and other functions.
Although his mother was certainly a glamorous socialite who had many male admirers, Jason himself was quiet, effeminate and sensitive and as a result didn't get out much or have many friends in their old town. Jason viewed the move to River Falls, just after Christmas in his senior year, as a chance to start afresh, develop a new and more popular image for himself. The subject of Jason's new education was the discussion at the dinner table as Jason and his mother sat on the terrace of their new home admiring the view of the surrounding countryside. It was almost the end of the winter break and Jason and his mother needed to decide whether to send him away to a private school or go to the local public high school. The high school did not have a great reputation when it came to academic standards but there were no local private schools for boys and so Jason would have to be sent to board a long way from home where he couldn't visit frequently which he didn't want.
Because he was such a shy, introverted person and because all their constant moves meant he never had time to settle down and make friends, Jason was very close to his mother. Years of living alone, just the two of them, meant that their relationship was a lot closer and more affectionate than many mothers and sons. They liked to joke around together a lot and their relationship was actually quite flirtatious. Indeed, Jason's mother looked young enough that people had mistaken them for a couple when they went out together. Although this was a little weird, Jason couldn't help but feel a little flattered that people thought it possible that he was together which such a beautiful, glamorous woman.
Dinner was a flirty, fun affair with wine flowing freely as Jason and his mother diverged from the serious subject of Jason's schooling onto lighter, more entertaining topics. Dessert was over and Jason was feeling very light headed from all the wine when his mother laughingly said, totally out of the blue:
"You know, there's always Firwood, you could go there," she said with a smile.
Firwood Private School for Girls was the the local expensive and exclusive girls' prep school with a very high reputation for academic excellence. It was just the sort of school that Jason and his mother were both looking for, but for one problem. As the name would suggest Firwood was a single sex girls' school. Jason laughed, he was drunk, his head was spinning and his mother was now just making light of the whole situation:
"I don't think I'm really Firwood material," he jokingly responded.
"Nonsense," replied his mother, with mock outrage, "You're the equal of any of those Firwood girls."
"Somehow, I think the uniform is a little more appropriate for them," Jason laughed.
"Nonsense," said his mother again, "I know it would be great for you. Come with me."
Grabbing him by the hand, Jason's mother took his back inside the house and up the stairs to her bedroom. Head still spinning, Jason followed her, laughing at the fun of the situation. Laid out on his mother's plush double bed was the Firwood uniform. Despite a reputation for high moral standards, the Firwood uniform was every bit the archetypal schoolgirl uniform, with a thin white blouse, a short, blue and green plaid skirt and matching tie and knee high white nylon stockings. Jason had seen some of the Firwood girls around town when he had first moved to River Falls in November and had certainly been impressed with how the uniform looked on them.
"It's a sexy uniform isn't it?" his mother said, and Jason was forced to agree with her, it certainly was, in fact it was getting him a little excited just at the thought of all his schoolgirl fantasies, "And I think it'll look really sexy on you."
Jason wasn't entirely sure of what was going on as he found himself allowing his mother to strip him from his normal clothes until they lay in a pile at his feet, leaving him exposed and naked, cock embarrassingly slightly erect at the smooth, gentle touch of his mother as she helped him strip off.
"Don't worry, we'll make you look just as good as any of those Firwood girls," his mother grinned at him.
Jason felt a little surprised when she opened her underwear drawer and handed him a pair of her white lace panties which, only feeling partly in control of his actions, he slipped up his legs as his mother helped him into a matching bra which was stuffed with padding to give the impression that he was as bustily well endowed as she was.
Jason didn't admit it to his mother as she helped him slip into the short, pleated skirt, but he had long fantasised about dressing up as a girl and finding out what it was like to be one. Now, the sensual feel of the clothing against his body made him feel even more feminised as he buttoned up his blouse and slipped into the knee high stockings, making him more aroused than ever. Looking at his girly reflection did little to abate Jason's arousal. Through his drunken, hazy vision he was even more excited at the sight. Although with relatively short hair and no make-up, the girl Jason saw in the mirror still looked great in the sexy uniform. Certainly the kind of girl that Jason would have jumped at the chance to be with. The only tell-tale sign was the now obvious tent in the front of his skirt.
Jason's mother ran her hands down over his ass in the little pleated skirt, "Jason's such a masculine name, what would you like to be called instead, my sexy little daughter?" she asked as she landed a playful pat on his panty clad ass that almost caused his cock to explode.
Jason already knew the answer to this one too, it lay deep in childhood games of Peter Pan and how he had never wanted to be a lost boy but always prefered the part of: "Wendy," he said it a little too quickly and confidently if he had wanted to conceal his fantasies.
Although it would have been hard to conceal the excitement and pleasure that the uniform was giving him given the huge bulge in his skirt. His mother had clearly noticed as she ran her hand down the front of his blouse to the place where his cock bulged out. Jason felt his body tremble as his mother touched his erect cock through the material of his skirt and whispered in his ear in a deep, sensual voice:
"I can't have my Wendy looking like this can I?" she purred, "I'll have to do something about that."
With that she shocked Jason by dropping to her knees in front of him, lifting up his plaid skirt and pulling the lace panties down around his ankles. If he was more sober, or thinking straight, he might have stopped her, she was his mother after all. If he was more sober, Jason might have never allowed himself to get into this situation in the first place. As it was, Jason was really drunk and felt himself just give in to his urges as his mother licked the string of pre-cum from the end of his cock and slowly slid it's full length into her mouth. She might have been his mother and over forty years old, but she was still totally gorgeous as she slurped on his erect member, her full breasts, not even slightly sagging, jiggled beneath her as she pushed her shiny brown hair from out of her brown eyes and concentrated her full scarlet lips around her son's cock.
Felicity Sheen's cocksucking on her son was truly superb, doing everything right, but any kind of stimulation would have been enough to send Jason over the edge right then, after the turn-on of the the schoolgirl outfit he was wearing and the sexual attention from his gorgeous, experienced mother. Sure enough, it only took a couple of minutes for Jason to spurt a huge load of warm, sticky cum into his mother's waiting mouth. She swallowed every drop and pulled his lace panties back over his cock and pulled his skirt back down again. The reflection now was a fully sexy schoolgirl and Jason smiled with pride to see it. The last thing he remembered of that evening was his mother drawing him into a liplocked kiss as she pushed his salty cum down his throat.
***
Jason Sheen woke up the next morning in his own bed, dressed in his usual night time dress of boxer shorts and a T-shirt. He felt really groggy, his head throbbed with a hangover and the events of the previous night seemed a blur. His boxers were slightly stained with his cum and it dawned on him that he'd had another wild fantasy and nothing more. With mixed feelings of strong relief but a little disappointment he dressed and came down to breakfast.
Jason's mom was already up and setting his breakfast of eggs and bacon in front of his place at the table. She grinned at him as she did every morning, nothing had changed, and that told Jason that he had just been absorbed in a powerful fantasy. However, Jason couldn't shake the image of his sexy mother going down on him from his head, and had to sit down quickly to avoid his mother seeing the slight erection in his jeans at the sight of her very long legs protruding from her very short silk dressing gown. Jason smiled back, relieved to have avoided any embarrassment. His mother turned back to him:
"Oh, by the way," she smiled, "I talked to Principal Stanton at Firwood, and you can start there at the beginning of the new semester, Wendy."
Jason reeled back in shock, almost falling back off his chair, and totally re-aligned his views of the night before.
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Keywords: 01, Story, Ch., A, Schoolgirl,