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2026 Halloween Contest Entry
Alan was exhausted. He lay on the bed he had just assembled on fresh sheets he just pulled from the dryer. New town, new apartment and new job. The breakup with Jennifer had started a domino effect of change in his life. The vision of a happy marriage and a starter home with 2.5 kids was gone. Jennifer had confessed that she was in love with someone else, or at least in lust, and decided that the 8 years they had spent together were enough. This announcement came as a shock as their anniversary, Halloween, was just around the corner.
Alan couldn't live in the same town anymore, there were too many memories, too many friends that he could run into and get the inevitable questions about what had gone wrong. He applied for a security analyst position in the information technology department for the city government of a rapidly growing suburb of Denver. Everything happened so quickly. His life was disrupted and started again. The past left behind like a painful memory.
His apartment was in an older part of town that was centrally located and within walking and biking distance of his office. Recent renovations made the complex desirable. It was across from several restaurants and the city's only gay bar. As he tried to sleep, he could hear the low thumping of electronic music from across the way. He smiled to himself as the droning thumps caused him to fall asleep.
That night he had a dream that he was invited to the bar across the street. He met a handsome stranger who had beckoned him with a wave as he was looking through the window. As dream logic would have it, he was instantly across the street and inside the bar. He was wearing a tight white T-shirt and even tighter jeans. Men admired his cut physique, and he danced like his life depended on it. At the end of the night, he had lost count of how many men he had danced with. He had somehow lost his shirt and was only in his low-rise jeans. His body was covered in sweat as he moved and writhed against all the willing bodies of the men in the bar. He found himself back in his apartment and the sexy stranger was standing next to him near the bed. The stranger was just as tall as him, but a little more muscular. His face was obscured in the darkness all that Alan knew was that he was in the stranger's thrall and his own cock hard was hard as a rock. Alan's body trembled as the strangers' strong hands pushed him back on the bed. Alan moaned as the heat of the stranger's mouth enveloped his member. Slow sucking and licking up and down his shaft. Alan moaned as the intensity of the sucking increased. Alan thrust up to meet the downward movement of the mouth containing him. He fucked the stranger's mouth as wet sounds filled the room. Alan shot his load in the stranger's mouth. He came hard and was grunting and moaning with pent up longing and desire.
Alan woke up with a jolt. The sensation of Cumming was so strong it roused him from his deep sleep. Alan was naked on his bed and covered in sweat. He looked up and could feel the stickiness of cum on his stomach and leaking from his still hard cock. His faded jeans were in a crumpled pile on the floor at the foot of the bed. The sounds of thumping EDM music were still coming from the bar across the street. It was two thirty in the morning. Alan's eyes struggled to adjust to the darkness. He could feel a presence in the room. He quickly stood up and pulled on some pajama pants. He turned on the nightstand light and started to slowly check and clear his apartment. There was no one there. He went to the window and looked outside to the bar across the street. There was no one there but a single figure standing near the entrance. It was too dark to make out who it was. He could only see that the person was waving at him. Beckoning him to come across the street.
Alan couldn't sleep for the rest of the night. He was nervous about starting his new job in the morning and the eerie realism of this dream caused him to turn on all the lights in his bedroom. He grabbed his laptop and started to watch a movie, but he kept thinking about the sensation of cumming in his sleep. He had never had a wet dream in his entire life. It seemed like they were better than advertised. He found himself getting hard again. Alan had only ever been slightly curious about having sex with a man. Probably thought less than most guys. Still, he looked up an adult website and found himself moving towards the gay content, specifically blow jobs. He watched several videos of well-hung guys getting their cocks sucked by muscular hunks like the stranger in his dream. He stroked himself off twice in a row. His cock hadn't even wilted after his first orgasm. He needed another stroke to take the edge off the first. After shooting again, his alarm clock went off. He needed to get ready for work.
Alan's first day was typical, onboarding and lectures from human resources about sexual harassment and ethics. Alan was given a work phone and new laptop. He could work from home 2 days a week and during times of inclement weather. All in all, it was a smooth day and the people at the office seemed nice enough. He came home and downloaded the I. T. technical manual and started to read through it. He put on the Avalanche game in the background and ordered pizza from Door Dash. He would glance at the bar across the street and look at the guys coming in and out. He was relaxing in some gray sweatpants with no shirt. He felt a strong urge to grab his phone and look up some hot sex action. He thought better of it and continued to read.
A couple of hours and three slices of pizza later, Alan could hear the low thumps of EDM music from across the street again. Trying not to be too obvious, he looked outside. The sign on the door said it was "Commando" night and the following night would be "Tighty Whitey and Jock strap night." Imagery of what all that entailed filled his mind. "What is coming over me?" He thought. In 32 years, he hadn't ever seriously entertained a gay thought, but in just 24 hours he had cum three times to images of men sucking each other. He had a beer and did a few pushups. After checking his email again, he put on some white noise on his phone and turned off the light.
The bar was busy tonight. Alan found himself in nothing but a thin white jock strap and nothing else. His body was well oiled and shiny in the club lights. He felt at home, in his element. Hundreds of nearly naked men dancing and writhing with each other. Some had their cocks out, smooth and shaved perfectly. He moved with the music and felt hands moving across his body. He was the center of attention. His hard cock tenting his tight jock strap. Men surrounding him in a circle, each one taking turns dancing with him, grinding against him. Mouths meeting his, in an eager connection.
Suddenly the music was even louder. The dance floor was now empty except him. He looked around nervously and felt someone breathing against the back of his neck.
"You're mine now." The voice said.
He turned around and saw that it was the stranger again. His massive and muscular body was visible, but his face was obscured in the darkness. The stranger's body was oiled just like Alan's except he was wearing a black jock strap, and his thick cock was poking out over the top of the waist band aggressively towards Alan. The stranger pulled Alan towards him. He felt the heat of his oiled body press against him. Their mouths meeting, tongues entwining. Alan's cock was so stiff that it ached. The stranger pushed Alan down to his knees. The thick cock just inches away from his face. Alan opened his mouth and felt the cock push past his lips and into his mouth. So thick that he didn't think he could open his mouth wide enough. Tears welled up in Alan's eyes as he felt the strange cock start to fuck his mouth. Alan's jock was soaked and nearly translucent from his precum.
Alan realized that crowd was back. They were around him in the circle, hundreds of sexy men nearly naked and cheering him on as he sucked this massive cock. He felt emboldened by the cheers and started to meet the thrusts. His throat was opening and accepting it more and more. He could hear chants of "suck it, suck it!" The warm explosion of salty cum filled his throat and spilled back on his tongue. The taste and heat caused him to shoot into his tight white jock strap. He was cumming from the mere act of sucking. The crowd cheered as he felt wave after wave of his cum exploding from his aching cock.
Alan was awakened by the sounds of his own moans. He sat up in bed and felt the familiar stickiness and warmth of cum covering his stomach and cock again. What he hadn't expected was the soreness in his throat and jaw and an unfamiliar lingering taste on his tongue and wetness on his chin and chest.
He jumped up and flicked the light on; he was naked again. He remembered that he was at least wearing sweatpants when he went to bed. He looked and they were folded neatly on the nightstand. He checked the apartment. All the doors were locked and windows shut. He rinsed his mouth out with water and looked at the time on the clock. It was two thirty in the morning again. Slowly walking to the window facing the street. He saw the obscured figure standing outside the bar.
Alan went back to sleep totally exhausted. A deep dreamless sleep. The shrill beeping of the alarm clock roused him. He got in the shower and dressed for work. He wanted to touch himself just as he did the night before but resisted the urge. It took all his willpower. Work kept him busy, doing random audits of users and sending out emails to test phishing awareness and cybersecurity measures. In the back of his mind, he kept thinking about the feel of the stranger's cock in his mouth and the unfamiliar but thrilling taste on his tongue. He flexed the muscles in his legs and calf to help quell the erection growing his pants. He didn't put on underwear like normal, wanting to feel the tightness of his khaki pants against his cock. He had noticed that the front desk lady gave him a smile after looking up and down.
Alan decided to go to a bar next to the office after work. It was a mixer that happened every Thursday. He engaged in small talk with his new colleagues. He had a few flirtatious moments with a few young honeys that worked in human resources. It felt like a nice distraction from the lust that was developing inside him. As he chatted, he felt the desire to get back to his place. He felt that the stranger was calling for him to come back. He looked around the bar and wondered if he was being watched. He downed his drink and decided to head back to his place.
The change in seasons had brought a chill in the air. October was moving fast as usual. His favorite month. Leaves falling from trees and a crispness in the air. A few windows in the complex had jack O' lanterns and skeletons on display. He heard footsteps behind him and looked back. All he noticed was the sun setting behind the horizon. A few blocks later he was at his apartment. As he rode the elevator, he felt the hair on the back of his neck stand up. A whisper in his ear. "Welcome home, Alan."
As he entered his apartment, he could sense he wasn't alone. He turned on all the lights and checked the entire space, but nothing was there, but he could still feel the presence. The breath was on the back of his neck again and he felt strong arms around him. Holding him still. The arms were holding him tight, and he knew he wouldn't be able to break free. It felt like a mouth was kissing the back of his neck and the familiar feeling of the stranger's huge cock pressing against his ass.
"This isn't real!" he blurted.
"It's very real." The stranger's voice whispered in his ear.
Alan tried to break free, but he couldn't. His khakis were being pulled down, and he was naked from the waist down. This black T-shirt was ripped from his body. He was completely naked and bent over the back of the couch. Alan's cock was hard and leaking cum. He had to admit to himself that he came back to the apartment just for this.
"Fuck me!"
Alan couldn't believe the words coming out of his own mouth. He could feel the stranger's body pressed against his back. Moving him on the couch, flat on his stomach. Phantom legs pinned him down and his arms were constrained too. A hard cock was rubbing up and down his ass. He felt hot precum against his asshole. Then the pain of being penetrated. Inch after inch pushing into his virgin hole. He felt a hand over his mouth, concealing his moans. Alan submitted as he could feel the cock pushed to the hilt.
The stranger's cock was stretching him out as he felt it slowly move in and out of his ass. Pain gave way to pleasure as he felt the tip of the stranger's cock rubbing just the right spot. Moaning and grunting, Alan felt his cock getting harder than ever, leaking all over the cushions of his new couch. He was being used. Railed and abused by the stranger. Alan saw stars in his eyes as he was getting rammed. "Fuck me! Fuck me!" Alan kept blurting out. His body tensed up as he shot his load underneath him. It was the most intense orgasm of his life.
He felt as if he was going to pass out, but the stranger wasn't done with him yet. As if he was a ragdoll, he felt the stranger flipping him over on his back. His ass hanging off the couch cushion. He felt empty until the cock started to push back into his asshole. The weight of the stranger on him. The heat of his sweat and the feeling of a tongue in his mouth. Alan was getting fucked harder than he ever imagined. Cumming over and over again. His stomach and chest soaked with his own seed. He felt as if he was going to pass out when the heat of the strangers cum filled his bowels. He moaned like a sissy as each blast exploded into him. He felt the cock withdraw from his asshole, and the empty feeling was overwhelming. Alan passed out on the couch.
Alan woke up on his couch, surrounded in darkness. His hole aching from the pounding he had received. Cum had dried and flaked all over his chest and stomach. In the darkness he could feel the stranger's presence in the room with him. A mixture of fear and lust welled up in Alan.
"What do you want from me? Alan asked.
"Everything" whispered the stranger.
Alan sat in the darkness and waited for what was going to happen next. His cock was hard again. His hole ached to be filled.
"I'm yours" Alan whispered back.
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