This is an entry in the Literotica Nude Day contest. Its relationship to the subject of the contest is rather marginal, but I hope you will consider it as the stroke story it is intended to be.
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Many years ago, Ronald Taylor was an 18 year old virgin, and he desperately wanted to lose that status, which he considered to be one of shame. He lied to his buddies, bragging to them of his extensive experience at bedding local girls and women, but none of them believed him. This was over half a century ago, when girls were constantly being urged to "save themselves for marriage," and almost all of them rejected any and all sexual proposals. The few who were less repressed, and who did indulge in sex, were immensely popular with men and boys, and had no time for Ronald, who was tall and clumsy and shy and whose face was still covered with pimples.
Had he been rich, that would have made him more attractive, but he had just started his job on the assembly line in the automobile factory in a nearby city, and barely made enough money to cover his car payments, after turning part of his wages over to his parents to help them pay bills and make the mortgage payments on the house they shared. Like most young men who had lived all their lives in that small town, including his close buddies, Ronald's actual carnal adventures were limited to getting himself off with his own right hand, frequently while scanning old National Geographic magazines.
Besides the NG in its yellow cover, there were other publications, most notably "Esquire" and a new magazine named "Playboy," which was rumored to feature photos of scantily clad women, but the local drug store always kept that kind of magazine behind the counter and away from those the owner adjudged "too young for such things." This included Ronald and his friends. There was one other source of erotic or sexual stimulation, but it was illegal, and was only occasionally whispered about by Ronald and others like him.
"Do you really mean that?" Ronald asked his best friend, Chuck, when the other youth told him of such a place. "Does she really run around the house naked?"
"Honest to God. Well, not really naked, but her tits were bare. At least they were when I saw her. She might have taken off more, but I got scared of being caught and left. Nice big tits, though."
Chuck was speaking of Mrs. Hunter, who was in her thirties and divorced and living by herself in a small house on the edge of town. At that time, a divorced woman was looked on as possibly immoral, and definitely available, more so than a widow or a woman who had never married. A woman living with her husband was thought of as being completely off limits, partly because of the threat posed by the man in the house but mostly because she was considered too virtuous to be the subject of window peeping by adolescents.
Besides being eligible to be peeped at, Mrs. Hunter was a good looking woman, especially because of her big tits. She had long red hair too, which was believed to have been dyed, and this made her morals even more suspect at that time and that place. The possibility she would be walking around naked or even bare-breasted at home was enough to get Ronald's cock hard, and he vowed to sneak into her back yard and watch her putting on a show as soon as possible. He was not familiar with the layout of her home, but he knew most kitchens and bedrooms looked out on the back yard, and that was the only place he would not be seen by people passing by, if there were any.
There was no moon that night, which made it a perfect time to do what Ronald wanted. Streetlights were few and far between in that rundown part of town, so he parked his car and walked a block to reach the home of his quarry. Before ducking beside the high hedge separating her driveway from the nearest neighbor's property, he looked around to see if anybody might possible have seen him. The street seemed to be deserted, so he took the opportunity and hurried into her back yard.
The light was on in what he thought was probably the kitchen, and he carefully peeked through the window, to see a wondrous sight. Not ten feet away, wiping down a counter with her back to him, was a woman who was naked above the waist. Her long red hair was combed down her front, and he could see all of her shapely bare back. By standing on his tiptoes, Ronald could see she was barefoot, and was clad in nothing but a pair of tight pink panties, which were very nicely filled by her rather large ass. His cock became fully erect at the sight, and he patted it, but did not masturbate. He intended to do that later, at home in his own bed, but he continued watching in hopes of getting a view of something that would get him even more aroused than he already was.
His patience was splendidly rewarded. The lovely redhead finished the chore she was performing, turned her side to him and walked slowly across the room. Ronald feasted his eyes on her luscious breasts, even able to see how they were topped by perky pink nipples, as she strolled less than ten feet away from him. He held his breath at the sight, partly because he was afraid she might hear him and partly because he was so mesmerized he even forgot to breathe. Mrs. Hunter walked out of his field of vision and, seconds later, a light was visible through another window a few feet to his right. He hurried quietly over there, hoping to see even more of the beautiful woman.
Once again, he got his wish, even better than he could have hoped for. She was in her bedroom and, as he watched, the woman of his future fantasies pulled down those pink panties and stepped out of them, leaving her totally naked. She bent over and picked them up, giving him an even more exciting view of her ass, before turning around and walking directly forward him. Something in the back of his mind told him he should duck his head below the window sill, but he was too enraptured at the incredibly erotic sight before him.
As he watched, the vision of loveliness walked directly toward him, her large, beautiful breasts swaying from side to side. Ronald had never seen a pussy, not even a photo until that moment, because neither the National Geographic nor anything else he had ever read was daring enough to include them, and he was fascinated at the sight. The view really wasn't all that good, but the lady's bare pussy, with its tuft of reddish-blonde hair and its very fair skin, was the most erotic thing he had ever seen. The nude woman was only a few feet away from him, and he should have been aware his face in the window was almost as visible to her as she was to him, but his mind wasn't thinking very clearly just then.
She began putting on a show for him, although he didn't realize what she was doing until later. The sexy redhead moved about, only a few feet in front of his feverish gaze, as she did housework, or pretended to. Once, she bent over and seemed to reach back and spread her succulent ass cheeks, giving Ronald an even better view of her ass and pussy. Other times, she stood less than a yard away in the brightly lighted room and let her big breasts swing from side to side. His cock seemed to be trying to rip a hole through his jeans, and he knew he would have to leave for the privacy of his car where he could masturbate and relieve the pressure. He wouldn't even be able to wait until he got home, he was thinking. Abruptly, Ronald became aware the woman who had gotten him into such a state had apparently left the room, and he wondered why and where she had gone.
He found out when a bright flood of light from the back porch hit him squarely in the face. A few times, he had seen deer in the headlights of his car and had swerved to avoid running into them. With the light from the glaring from the porch into his face, he felt something like what he imagined those deer must have felt. The feeling got worse when he heard Mrs. Hunter's voice.
"I see you over there, Ronnie Taylor. You come here or I'll tell your mother what you've been up to in my back yard."
Caught! Ronald didn't know what to do, but he knew he didn't want his mother and father to learn of the perverted thing he had been doing that night. Not knowing what else he could do, he approached the kitchen porch, where Mrs. Hunter kept the powerful beam of her flashlight aimed squarely into his face. He walked slowly, because he couldn't see where he was going, with the bright light in his eyes, but he knew where he was and stopped when his foot bumped the bottom stair of the porch. Mrs. Hunter still kept the light in his face while she spoke to him.
"Are you by yourself? Are there any more of you boys out there?"
"No, Ma'am."