This is an entry in the Literotica Halloween Contest. Please read it and let me know what you think of it, by voting. Feedback is always appreciated by me and most other authors.
None of the characters in this work of fiction were less than 18 years old.
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To Jack Palmer, Halloween was the best night of the year. It wasn't that he had children who would get dressed in costumes and walk all over the subdivision demanding treats, nor was it the costumed trick-or-treaters coming to see him. He lived in a condo by himself and none of the costumed children would have been allowed in except those who lived there. He also didn't get any fun out of Halloween parties because he was never invited to any of them and had never, in his 22 years, thrown a party for any reason. What he liked about the night was that he could go all over the neighborhood, masked and costumed, and peep through the windows of some of the hottest women in town.
This year was no exception. Dressed like the popular version of a cowboy, in dark denim pants and jacket, a black Stetson pulled low over his eyes and a bandana covering the lower part of his face, he joined a crowd of reveling adults and children. Nobody questioned his presence because none of the adults recognized him and they were equally unaware he was not escorting any of the trick-or-treaters in the crowd. He was allowed, without question, to join the group as they strolled from door to door and the younger members were able to extort a large amount of candy and other treats from all the smiling householders they threatened in their childish voices.
Jack wasn't really paying much attention to that kind of thing. What he was looking for were lighted first floor windows on the sides or backs of houses, as long as those windows were screened, by hedges or fences, from the street. Whenever he saw such a place, he would linger until after the others in the jolly group had finished with the business at hand. When they had continued on their way, he would sneak up to the light and peer through the window at, he hoped, naked women, either alone or having sex with somebody.
The first house where he tried his luck had stucco siding, as did all the other homes in the subdivision, and a walkway that led from the driveway around the garage to a side door. Jack hurried past there into the back yard and slunk up to the window he had seen glowing from the other side of the block. After removing his hat, so the wide brim wouldn't get in the way, Jack carefully raised his face hoping to peep at whatever nudity or sexual activity he hoped would be going on inside the house. Instead of the sex and nudity he wanted to see, he was looking into a kitchen. After cursing under his breath, he retraced his steps and caught up with the group of trick-or-treaters he had joined earlier. Jack could have stayed at the kitchen window but he didn't expect anyone to be cooking in the nude that night.
Although a bit disappointed at striking out on his first attempt, he was far from discouraged. Jack was well aware most windows would be to empty rooms or kitchens or dining rooms or other places that could not possibly interest him. Whatever anybody might have said about what he was trying to do that night, they would have to admit Jack Palmer had perseverance.
This was his second year of going out and peeping trough windows under the pretense of being part of a group of Halloween revelers and Jack had some fond memories of one or two places he had lucked into the previous year. He was elated when his group of celebrants came to one of those houses. The owners of the house, he knew, were a very attractive couple about 25 years old and they had no children old enough to be out trick-or --treating that night.
Even more important were their penchant for making love with the lights on and the fact their bedroom was on the first floor of the house. Their porch light was not on, meaning either they had run out of Halloween treats or they did not participate and Jack fervently hoped it also meant they were in bed doing what he knew they loved doing. He lingered in the rear of the crowd he had joined and, once they had passed the house, darted across the narrow side yard toward the window that was his promised land.
To his chagrin, the room was dark. The arrangement of the window was just what he would have asked for, with the blind pulled down to a point a few inches above the sill, which meant he would have a clear view of the room's interior. The window was open to the same elevation so, besides the exciting view, he would have been able to hear their sighs and whispers but the people inside the room would be able to neither see nor hear him as long as the light was on and he was careful. However, he had no way of knowing when the man and woman whose bodies he lusted to ogle would come there and put the bed to its proper use.
Jack turned around and started to head back to the sidewalk, hoping he would be able to catch up with the crown of trick-or-treaters without arousing any suspicion. He had only taken a few steps when he heard a "click" behind him. Turning back, he saw the blind was glowing brightly and a beam of light was streaming out under it. Eagerly, he returned to the window and prepared to do what he had come out to do that evening. Once again, he removed his hat and peeked through the glass.
What he saw was everything he could have asked for. The first person to enter the room, wearing a mini-skirt and blouse, was the woman he recognized from the previous year and who still provided him with memories to which he could masturbate. She was tall and bosomy with fair skin and long, dark brown hair that framed a truly beautiful face. When the hotty turned sideways to hug her husband, Jack saw how big and curvaceous her ass was and he could already feel his cock growing hard.
A few feet behind the sexy woman was her husband, tall, dark-haired and with an athletic physique. He was wearing tight blue jeans and a sport shirt. Jack didn't know the name of either of the couple, nor did he care. He just wanted to watch them cavorting on the queen-sized bed that was just a couple of feet away from Jack's vantage point at their bedroom window.
When she turned, standing next to the bed, their embrace was a long one and his hands found their way under her skirt and raised it so he could stroke that gorgeous ass under her tight, skimpy panties. She did her part, reaching in between their bodies and unbuttoning his shirt. When they finally ended the kiss, it was so she could pull the garment off and toss it onto the floor. It was his turn to divest her of some clothing then and he unfastened her blouse and unhooked her bra and dropped them on top of his shirt. As he reached up to fondle her succulent breasts, Jack's cock was almost completely hard and he gently massaged the erection through his pants.