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Chapter 2
by
Leonine_Knight
Which monster shall we follow into the dark?
The Shadow (Male POV, Voyeurism, Bisexual)
I selected the "Voyeurism" prompt for day four.
Thank God for Missus Philby, John thought, as he took up his favourite hiding spot in the woman's garden. For the past two years, every day without fail, he'd seen her naked. Every morning, she would open her bedroom curtains, exposing her large breasts to him. They were massive, though he didn't care for the surgery scars. Occasionally, she'd be close enough to the window for him to see her pussy just peeking over the window sill. Rarer still, the days he always relished, her husband would sometimes join her, coming up from behind his trophy wife and embracing her, fondling her breasts and kissing her neck.
The couple weren't particularly immodest, they simply had no reason to think that anyone could see them. They had a very large fence in their backyard and the woods beyond were dense, dark and rarely travelled.
As it happened, today was John's lucky day. He had a lot planned for Halloween but fate apparently had even more in store for him. Mister Philby kissed his wife, much more eagerly than usual, and squeezed her breasts hard. She yelped in response and turned to face him, giving John a great view of her lovely backside. As soon as she bent over, exposing her pussy lips and butthole to him, John hastily unzipped his pants and pulled out his cock. Mister Philby grabbed his wife's head as she took him into her mouth. It was a shame he couldn't see much of the action but a combination of her bobbing head and exposed genitals was more than enough.
John jerked himself off, hard and fast, and had to suppress a groan when he came, spilling his seed into the surrounding shrubbery. Mister Philby, himself, lasted far longer, and John remained to watch until they were done. He expected the man to come down her throat at some point but he, apparently, had other plans and turned her around. John then received a perfect view of her bouncing tits as Missus Philby was rammed hard from behind. In the time, John was even able to jerk himself off again, though he added very little semen to the slimy puddle he'd already produced. Once both of them had left the bedroom, he climbed over the fence with practiced ease.
As he walked along the dirt path back home, he briefly thought he saw someone in the woods. Panic flooded through him but a careful scan revealed that it had just been a trick of the light, a shadow cast by a tree in the vague shape of a man. He calmed himself down and picked up his pace, as much to leave the woods behind as to make sure he caught his next target in time. His step-sister didn't keep to a consistent schedule but he still managed to catch her just before she'd finished her shower. Through the frosted glass, he could only ever make out a slim pink mass but it was typically enough for him. On exactly one occasion the bathroom window had been open and he'd seen his step-sister's boobies for just a few seconds when she'd rushed to shut it.
They'd been small but delightfully bouncy and he still thought about them every now and then. In fact, it was his go-to masturbatory aid whenever he had to rely on his imagination. As he made his way down from the treehouse, he caught something out of the corner of his eye. A shadow of a man was clearly visible against the fence and he whipped his head around to find the source, terrified that it was his step-dad. That prick wouldn't hesitate to beat him black and blue if he ever caught him peeping on his precious daughter. Try as he might, however, John found no one.
He turned back around to look at the fence, to confirm that they'd left or hadn't been there in the first place. Was his mind playing tricks on him? To his shock, the shadow remained there and had even somehow grown darker. He laughed, nervously, and said, 'freaky.' He dared himself to approach, half-believing that he was casting it himself.
In a sense, the poor young pervert was right.
The moment he touched it, it consumed him and what remained in his place was a living shadow, a humanoid creature made of darkness. It lingered only for a moment, sifting through John's memories, before moving on. As it entered John's home, it carefully manipulated the surrounding light to project his residual self-image. His step-sister shouted at him but the creature was not yet able to mimic John's voice. If that seemed unusual to her, she gave no sign. Instead, she simply muttered, 'creep,' as she barged past him and towards the dinner table. He went up to her room after that and searched her drawers, easily finding her vibrator. An inhumanly wide smile spread across his face before he put it back. John had heard her use it many times but never been able to find a good hiding spot in her room.
That wouldn't be a problem any longer, it thought to itself smugly. It made sure that John was seen leaving the house before melting between the shades cast by fences, gates and blades of grass. It rushed along the street in this form until it found something interesting. A familiar car, belonging to the local cable company, was parked outside of Missus Weatherstone's house. It was there far more regularly than it had any right to be and John knew for a fact that the cable guy was fucking her. He heard the moans once, whilst trying to get a good vantage point. Unfortunately for him, the woman never had her bedroom curtains open.
The creature slipped underneath the front door and made its way up to the bedroom. It could already hear the pleasing noises and wasted no time, slipping through the bedroom door and into the darkness of the closet. From there, it had a great view. The cable guy had a nice arse and an excellent physique. With the housewife's legs wrapped around his waist, hanging off the edge of the bed, he fucked her hard. She yelped with every thrust, 'fuck,' the word often catching in her throat, 'fu-u-uck.'Once he was close, he pulled out and she went to her knees, opening her mouth wide as he pointed the tip of his cock into it. She moaned pleasantly as the cable guy shot rope after rope of spunk into her mouth and gulped it down greedily once he was done.
The creature had to wait until sun had gone down to find any other interesting things to observe. Two women in sexy costumes kissed for the approval of a guy they fancied and the creature watched from just outside the range of the porchlight. A married couple fucked in candlelight, their sweaty bodies flush against one another in love and lust, their first chance to fuck in ages, and the creature watched from the shadow on one side of the bed. A young man got his arse fucked by the guy who'd always bullied him in high school and the creature could watch from anywhere in the room, since the insecure jock had insisted on doing it in the dark.
Soon enough, the creature had grown impatient with mere observation. That had been John's vice but the shadow now wanted more. At a haunted house attraction, it helped to terrify a young woman. When her boyfriend held her, kissed her and eventually managed to get his end away, the creature felt as though it shared the victory. From the couple's car, inside the footwell, it watched as the girl held her boyfriend tight and bounced on his cock. When he pulled out and sprayed his seed across her thigh, some of it fell towards the creature. The shadow could almost taste it as it passed through.
That night, the creature returned to John's home, making sure to be seen and even saying 'good night,' getting John's accent right. John's mother and step-father fucked that night but the man lasted only a minute or so and the woman showed no interest in finishing herself off, so the creature slipped into the step-sister's room. She already had one hand pinching her left nipple and the other working her vibrator. She moaned softly with her eyes closed, playing out some fantasy that the creature was not privy to. Slowly, it crept across the room and flooded into the shadows beneath her covers. From between her knees, it watched her tease her hot wet pussy. It could smell her juices and dared itself to get closer. Once inside her, it tasted her, manifesting a shadowy tongue and licking across.
Her hips bucked and it felt the vibrator against itself. It shared in her pleasure as she brought herself to one orgasm after one. It had managed to intensify the experience enough that she had to muffle her own squeals. Once it was over, the creature felt exhausted, for perhaps the first time in its centuries of existence.
What's next?
- No further chapters
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Halloween Tales: Monsters In Plain Sight
A collection of short stories, unified by a loose theme.
Across the month of October, I will be uploading one short story every day. Most of them will be at least a little scary, and they will cover a range of kinks, relationship dynamics and sexualities. In brackets next to the title of each, I will specify the major kinks/themes at play.
Updated on Oct 7, 2025
by Leonine_Knight
Created on Oct 2, 2025
by Leonine_Knight
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