Woody's Lucky Night

by Caliban

12 Nov 2020 1414 readers Score 9.5 (122 votes) PDF Mobi ePub Txt


Sylvain loved the outdoors. There was nothing better than the solitude of getting on his mountain bike and roughing it for a few days, unlike most of the gay men he encountered. Sylvain was very well-equipped for his hobby and would always thoroughly research the chosen routes. Sylvain’s hobby had commenced when he started college, and now in his third year, holidays got spent pursuing that passion.

At around six one evening on one of his trips, he approached a small village that he had researched. It had formerly been renowned as a hillbilly enclave, but nowadays, the population mostly consisted of retired people who had settled there to get away from the hustle and bustle.

As he arrived in the town, the first dwelling he encountered was a quaint wooden cottage to his right. On the left, there appeared to be no dwellings, just open fields with a few farm animals scattered around. This initial cottage seemed isolated, and beyond that, the next houses were about a further quarter-mile away. Sylvain knew there was no camping site in the village and wondered if the occupant of the first home would allow him to set up his tent on their plot. He even hoped that with some luck, he might be able to use their bathroom. After laying down his bike, Sylvain approached the front door.

Woody owned this cottage. He was a forty-eight-year-old bachelor who had always lived on his own. Woody was a carpenter and made a living making chairs, tables, and various other furniture pieces’ people required. He was a rough-looking individual, stood six-foot-tall, and had a good physique for a man of his age.

Woody had a somewhat dicey reputation in the village for being a bit of a pervert. This opinion was particularly strong among the younger woman. He had never gotten physical with any of them, but the way he always leered unnerved the ladies. There had even been rumours about his ‘friendliness’ toward the few young teenage boys in the village. In his mind, Woody had always thought of himself as ambisexual.  

Consequently, Woody never got pussy in the village and had to rely on visits to a neighbouring town for action of any sort. Woody was highly sexed but having a very tight budget, was only able to pay for ‘love’ every second month or so when he sold a large piece of furniture, and seldom got lucky in the gay cruising spots because of his dishevelled appearance. Fortunately, Woody had a substantial porn collection of varied pirated copies, curtesy of a buddy who lived in the neighbouring town.

Most nights, Woody watched these movies on his old television, happy to watch any genre of pornography.

As Woody sat eating spaghetti and mince, there was a knock on his front door. When Woody opened the door, his eyes lit up as he observed the beautiful young man before him. After introductions, Sylvain explained his situation to Woody and asked if he would be allowed to camp on Woody’s property. He had scarcely finished his speech before Woody suddenly interrupted him.

“Have you eaten?” 

“No, but I have all I need, thank you,” Sylvain replied.

“Nonsense,” he said, “I’ve made enough food, and I insist you have some.” Woody countered. Sylvain protested, but Woody was having none of it.

Then Woody told him that Sylvain was welcome to use the large sofa in his lounge because of the heavy rain in the early hours of the following morning. Sylvain was a little unsettled by Woody’s enthusiasm, but the thought of hot food, sheltered accommodation, and the possible use of a bathroom finally won the day. Woody then suggested he get what he needed from his bike before locking it up in Woody’s workshop behind the house. Compliantly, Sylvain retrieved his sleeping bag, shorts, a t-shirt to sleep in, and his toiletries bag.

After Sylvain’s food got put before him, Woody joined him to finish his meal. As they ate and chatted, Sylvain considered that Woody must have been good looking when he was a younger man. Woody was not a ‘heartthrob’ by any means. His mouth looked like an old and untended graveyard with missing or badly chipped headstones, grown discoloured by age. It was apparent that Woody was self-conscious about his teeth, but fortunately, his unkempt moustache obscured most of the disaster. Woody’s overall appearance was dishevelled and somewhat skanky, and his hands were grimy and craggy-looking.

 The way that Woody constantly leered at him made Sylvain feel slightly uncomfortable. Sylvain dismissed this conduct, figuring that because Woody seldom engaged with younger people and looked like a hillbilly, this behaviour was hardly surprising.

After dinner, Woody invited Sylvain to use the bathroom. After Sylvain retrieved what he needed from the sofa, he happily headed towards the bathroom. Sylvain was a little unnerved when he saw no key in the large keyhole and no latch on the door. The thought of the lovely warm water awaiting him, however, negated his concern. As he undressed, Sylvain was unaware of the eye peering at him through the keyhole.

Outside the door, Woody was practically drooling as he looked at Sylvain’s naked form in the bathroom. Woody hoped like hell that Sylvain wouldn’t notice that there was no towel in the bathroom. In anticipation of Sylvain’s upcoming request, however, he made sure he had one at hand. Woody was mesmerized as he lustfully watched Sylvain soaping his body. Sylvain’s chest and slightly smooth backside were like a homing beacon to Woody. Woody’s sighed as his gaze lingered on the foamy youthful crack dividing Sylvain’s bubble butt. Woody’s snake excitedly twitched in his pants as his lust began to simmer. 

Woody now pondered how far he would be able to go with Sylvain. Woody regretted that he hadn’t showered in a few days, or at least brushed his teeth before Sylvain’s unexpected arrival. Had he known about the unforeseen windfall, he would also have given his hands a good scrubbing.

When he had spoken to Sylvain earlier, Sylvain appeared to be a very laidback and sensible guy, and Woody had a strong feeling that Sylvain could be bi-curios or maybe even gay. Woody would pull out every stop to overcome any possible adversity, hoping that the anonymity of the situation and the natural horniness of youth may provoke a lucky happenstance.

Woody knew that he couldn’t force Sylvain into submission, but he was going to try to coerce Sylvain as hard as possible. Woody had never had an opportunity like this before and was not going to waste it.

Oh god,’ he thought as he leered at Sylvain, ‘I simply have to fuck this man.

After Sylvain stopped showering, Woody observed him looking for a towel. When Sylvain realized that there was no towel, Woody watched Sylvain’s hands brushing the moisture from his body.

Next, Sylvain lifted the top that he had been wearing to assist with his efforts. When Woody grasped that Sylvain wasn’t going to ask for a towel and that his plan wasn’t working, he decided to take the necessary action.

Stepping back from the door, he loudly asked, “Did I forget to put a towel in the bathroom?”

“Yes,” Sylvain replied.

Anticipating that he would shortly open the door a fraction to take the towel from him, Woody instantly opened the door fully and stood observing Sylvain’s naked body. After their eyes locked, Sylvain knew that Woody had been watching him because of the substantial tent in his shorts. There was a prolonged silence as this dual realization took place.

Sylvain knew that Woody wanted to have sex with him. In reality, Woody was definitively not the kind of man that would usually interest Sylvain. Sylvain also did not feel threatened by Woody, even though Woody was a lot more powerful than him. Strangely, however, the remoteness of this place and Woody’s coarseness began sexually exciting him. After all, nobody would ever know about this mercy fuck.

Woody knew that this was the moment of truth and that he had to take control. He penetratingly stared Sylvain down and was delighted when he began to observe a look of submission appear on Sylvain’s face. At that moment, Woody knew that he was going to have his way with Sylvain.

Woody then broke their impasse by commanding, “Turn around and let me dry you off.”

After Sylvain turned gingerly, Woody then walked up behind him and placed the open towel over Sylvain’s shoulders like a prospector staking his claim. After patting his back through the towel, Sylvain’s shoulders and arms followed. Woody now slipped his hands under the towel to embrace Sylvain’s torso in his arms. Sylvain felt like he was getting entangled in a seedy web, and amazingly, it was arousing him incredibly, like he was paralyzed by a morbid fascination.   

After Woody’s rough hands cupped Sylvain’s chest, Woody tossed the towel to the side.

After fondling Sylvain’s nipples for a short while, Woody then moved his left hand over Sylvain’s right breast and began sliding his right hand downwards. As this happened, his grasp on Sylvain’s body tightened as Sylvain felt Woody’s rigid dick in the small of his back. When Woody’s right hand arrived at his crotch, Woody gently began to run his fingertips to and fro across the pubic hair. Despite his apprehension, Sylvia found himself becoming sexually excited. Woody also knew this because his right fingers could feel Sylvain’s dick hardening.

Woody couldn’t believe his luck as he felt Sylvain warming to his touch, exactly how he had dreamed of things happening. On his infrequent visits to town, he always had to contend with bargain-basement quality, given his constrained financial situation. All he could afford were the whores that had already reached their sell-by dates. At the cruising spots, Woody also fared no better and had to settle for ancient old queens with sloppy arses.  Tonight, however, he had the pick of the crop in his grasp, and he was not going to hold back. Woody smiled, thinking about the abundance of spunk that he was going to unload into Sylvain.

When Woody started tweaking Sylvain’s right nipple, he also commenced grinding his knob into his back, giving Sylvain a forewarning of what lay ahead. As Sylvain’s head tilted backward in ecstasy, his ear became the focus of Woody’s hairy and jagged mouth. Sylvain had a moment of angst as Woody’s musty breath assailed his nostrils. Sylvain began worrying about how he would cope if Woody started kissing him. As Woody bit on his earlobe, Woody’s right hand stroked Sylvain’s cock frenetically. After liberating Sylvain’s earlobe Woody spoke in a strange voice, like a grownup addressing a child.

“Does my baby want me to fuck his hole?” 

Sylvain got so taken aback that he did not answer. Then, Woody commenced his rubbing his knob in Sylvain’s crack vigorously before repeating his question.

“Yes,” Sylvain finally answered.

“Mmm,” Woody groaned, as his clasp intensified.

Sylvain then felt his body being pushed forward towards the toilet bowl. Stopping a short way from the bowl, Woody told Sylvain to place his left foot on the toilet seat. With Sylvain’s widened stance, Woody now moved his hand beyond Sylvain’s balls and commenced rubbing Sylvain’s pucker with his craggy fingers. Sylvain had never had sex with anyone like Woody before, and the roughness of his fingers, his strong masculine odour, and the stale tobacco smell of his breath was turning Sylvain on incredibly. Woody’s middle finger then nestled in his man-hole and began spearing in and out vigorously. The scratchiness of Woody’s calloused finger made him groan and gasp as his body began to tremble as jizz oozed from his dick.

As Woody relinquished his right grasp on Sylvain, his hands moved to Sylvain’s shoulder blades and commenced pushing downward.

“Hug the bowl, baby, now I’m going to fuck your cunt,” Woody ordered.

Sylvain compliantly did as he got instructed. As Sylvain anchored himself on his arms and widened his stance, he saw Woody’s clothing piling up next to him.

As Woody commenced slapping Sylvain’s crack with his dick, he started spitting like crazy, and soon Sylvain felt a slimy slickness start to develop.

Shortly, Sylvain felt an unearthly pressure as his hole got prised open. Sylvain gnashed his teeth as Woody’s invasion began to take place. For Woody, the tussle with Sylvain’s sphincter was heavenly, as his constricted dick wrestled manfully to gain superiority. Halfway through the intrusion, Woody’s rough hands clamped onto Sylvain’s rump as he mercilessly pulled Sylvain onto his knob.

“Jesus, this is my lucky fuckin’ night,” Woody gushed as his hips sprang into action.

Woody didn’t want to cum too quickly, and after a couple of minutes of hammering, he decided he wanted to move the action through to the bedroom.

After pulling his dick out of Sylvain, Woody said, “Come,” before taking hold of Sylvain’s wrist and leading him to the bedroom.

Once there, he told Sylvain to sit on the corner at the bottom of his bed. Next, he told her to lie back with his legs wide open. As they observed one another, Sylvain was amazed at Woody’s good physique but laughed inwardly at Woody’s farmer’s tan. Although Woody’s arms, neck, and head, were well-tanned, the rest of his torso was very pale. As Sylvain’s eyes moved downward, Woody’s dick large uncut cock was no laughing matter, and he knew why his arse was still burning.

Woody now got to his knees, and with his hands pushing Sylvain’s thighs backward, commenced munching on his portal ravenously. Woody licked, prodded his tongue, and nibbled like a madman as he savagely gorged on Sylvain’s love-knot.

Soon, Woody extended his arms before his fingers located Sylvain’s nipples. Sylvain watched Woody’s rough fingers tweaked his nipples as his arse received the finest oral mugging it had ever had.

Woody now told Sylvain to move his body up upwards to the middle of the bed. When Woody climbed onto the bed and hovered over him, Woody’s lips paused at Sylvain’s nipples. Sylvain now received a hectic onslaught from Woody’s craggy teeth. As Sylvain began to grunt with discomfort, Woody revelled the ‘cruelty.’ 

When Woody finally lifted his head, he was relieved to see he hadn’t drawn blood as Woody looked at the two raw patties he had ‘tortured.’

“Are you okay?” Woody now asked.

“Do you care?” Sylvain replied, with a daring look of lasciviousness on his face. Sylvain’s arse and nipples were aching, and yet, he had never been more stimulated in his life.

Picking up on their chemistry, Woody lustfully barked, “No, I don’t care because you’re my bitch tonight. Besides, your accommodation isn’t free,” Woody playfully answered with faux authority.

“Well, I don’t have any money, so I suppose I’ll have to put up with your ‘abuse,’ Sylvain replied.

As Woody lifted Sylvain’s legs and placed them over his shoulders, he perpetuated the charade and said, “Well… Now it’s time to pay your bill.”

After another hasty and uncomfortable entry into Sylvain’s backside, Woody tightly clamped Sylvain’s head firmly in his rough hands.

When Woody’s hairy wet mouth closed in on Sylvain’s face, Sylvain was amazed by how the stale breath he had worried over did not trouble him at all. The sensuality of the combination of olfactory and physical stimulation was mind-blowing.  

Sylvain now began begging for Woody’s hips to fuck him harder. Comprehending Sylvain’s needs, Woody used his feet for traction to grind his knob to further depths. Clinched in an embrace of mutual satisfaction, Woody began to spear harder and harder. He was so overstimulated at this point that Woody knew he wouldn’t be able to last much longer, and as he began to grunt, Sylvain met his challenge by twitching his hips manically. When his spunk pumped into her Sylvain’s backside, Sylvain’s hands clamped onto Woody’s arse, milking every drop of spunk from Wood’s knob.

After collapsing next to Sylvain afterward, they lay listening to one another’s heavy breathing with an air of satisfaction. In their minds, they both reflected upon the fact that they had just enjoyed the best sex of their lives.

To Sylvain’s delight, the night was far from over. They made love three more times that night, and when he left after breakfast the following morning, he was amazed by how invigorated he felt.

Woody did extend an open invitation upon his departure, telling him that he would be welcome to visit at any time.

Eleven weeks later, as Woody sat eating his evening meal, there was a knock at his front door. The young man before him explained that he had cycled all day and needed a place to set up his tent for the evening. As Woody observed Sylvain, he was amazed to see him again. He had truly believed that Sylvain was way above his league and that he had been no more than a charity fuck.

They then followed the same procedure as on Sylvain’s former visit, and when Sylvain entered the bathroom later, Woody was amused to see a towel flying out before Sylvain closed the door. Woody peeped through the keyhole as before, and when Sylvain finished showering, Woody asked, “Did I forget to put a towel in the bathroom?”

“Yes,” Sylvain replied.

After opening the bathroom, Woody said, “Turn around and let me dry you off.” 

by Caliban

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