The Pretty Neighbour

“Stop staring at the boy,” Winnie said as she placed her hand on Henry’s shoulder.

Winnie and Henry had been married for thirty-eight years and had enjoyed a wonderful life together. They had two children, a boy and a girl, who had provided them with four lovely grandchildren, three boys and one girl.

They had met in high school and eventually married after finishing university. When Henry proposed marriage to her she had been somewhat surprised, because she already knew that he also had a penchant for men. Hoping that his ‘man-love’ phase would possibly pass, and due to the fact that she really loved him and they got on so well, she accepted his marriage proposal.

As they got on with their lives, however, Winnie knew that his ‘wandering’ would persist. The one fortunate aspect of these indiscretions was that they were very discreet, and his infidelities always took place away from their home.

Henry was a large man and had bulked up over the years. He was a handsome man and the extra weight was no problem for his large frame. Sexually speaking, however, his taste had always been for smaller lithe men, and Timmy, the pretty neighbour who lived with his parents, rang every bell in Henry’s body.

Timmy was slim and beautiful, and was in his final year of high school. The combination of Timmy’s youth and beauty, very quickly became like a mouth-watering brew to Henry. Given their age difference, however, Henry was sure that his horny imaginings would not amount to anything. What Henry didn’t realize, was that his feelings of lust were totally reciprocal. 

Timmy had a penchant for silver daddies and thought Henry was incredibly hot. Every night he would surf the internet for sites displaying guys like Henry, and pleasure himself at the thought of one of these large guys compressing him, and fucking the hell out of him. Timmy wasn’t into boys and although he had been propositioned a few times at school, he had never gone through with an actual sexual encounter. In his mind, he was saving himself for the right person.

Timmy was aware that Henry constantly stared at him and had a strong feeling that Henry’s voyeurism was brimming with lust. Subsequently, he decided to exude an aloof and suggestive behaviour, to fuel his infantile sense of fun. He wanted the silver daddy from next door to pop his cherry, but decided that a horny build-up might be the proper ingredient to make his defloration as memorable as possible. Timmy’s wanted his enticement had to be spicy, in order to prime Henry into a delirious state of frenzy when the deed finally took place.

After school each day, Timmy made sure that he wore the skimpiest shorts around their pool, and made a meal of constantly rubbing his body as sensually as possible when he towelled himself off.

Much as he was dubious to begin with, Henry soon began to realise what game that Timmy was playing with him. This little elf was definitely interested in him, or he hoped.

‘That little fucker is going to pay for this,’ Henry thought to himself one day, as he watched Timmy’s machinations.

More and more as he watched Timmy’s alluring daily displays, Henry became totally fixated on having this boy, and on a magical afternoon when Winnie was at one of her numerous ‘girl’s clubs’, Henry decided that the time had come to test the water. He knew that Timmy’s parents both worked and would not be home before six p.m., as would his wife.

That day, Henry swiftly moved to the fence as Timmy’s splashed around in the pool and said, “That looks great. I could really do with a swim.”

“Then why don’t you join me,” Timmy answered with a smile.

“Are you sure I won’t be disturbing you?” Henry earnestly inquired.

“No, not at all,” Timmy countered, “The gate at the front is open, so just let yourself in.”

“Cool, I’ll see you in five,” Henry replied.

Henry’s mind now went into overdrive. He decided on not putting on his swimming trunks but merely wore the shorts and t-shirt he was wearing. This in his opinion, would give him the excuse for swimming naked. All Henry took along, therefore, was a towel.

As Henry arrived at the swimming pool, Timmy was hanging of the edge. Henry now decided to play his trump card. The one thing Henry knew from all his former trysts, was that he had always impressed the guys with his over-sized uncut dick. Consequently, if Timmy was for real, then displaying his wares would be the defining moment.

“I forgot my bathing trunks, would be offended if I swim naked?” Henry asked in a contrived manner.

“No, not at all,” Timmy excitedly answered.

Henry was very pleased that given his anticipation, his dick was already semi-erect and therefore, even more impressive than normal. Nonchalantly, he now removed his t-shirt, shorts, and underpants, and then let his dick majestically sway freely as his hips enhanced their display.

Henry was totally focussed on Timmy’s expression as he did so, and was overjoyed by the eager look he saw in Timmy’s eyes. Henry now decided to get his own back on the little cock-hound, and confidently strode directly toward Timmy who was hanging on the edge of the pool, before diving in directly over his head.

As Timmy watched the genital extravaganza flying over his head, he was beside himself. Not only had Henry’s large hairy body blown him away, but the fact that he had an awesome dick was simply the cherry on the cake.

Entranced, Timmy watched as Henry swan across before swiftly returning and hanging on the edge next to him.

As Henry swiped the water from his eyes he looked at Timmy and said, “Thanks, buddy, that was fuckin’ awesome.”

“You’re welcome,” Timmy coyly answered.

“I can see from your goose bumps that you’re a little cold… Should I warm you up a little?” Henry then asked.

“Yeah, that would be nice,” Timmy demurely answered.

‘Jesus, this little elf is mine, he definitely wants me,’ Henry now mentally concluded as he moved behind Timmy’s body.

As Timmy watched mesmerized, a C-clamp of hairy flesh closed around him as Henry’s arms framed his body. Magically, as Timmy then saw Henry’s mitts clamp the paving surrounding the pool, Henrys’ body compressed him to the side, enlivening every internet fantasy Timmy had ever dreamed about.

Next, Henry’s cock bumpily rubbed between Timmy’s cheeks, because of the lack of lubrication.

“Have you ever been fucked before?” Henry lustfully asked as his mouth caressed Timmy’s ear.

“No,” Timmy answered, tingling with excitement.

“Are you sure you want me to do this?” Henry inquired as he extravagantly rubbed his dick in Timmy’s crevice.

“Yes, fuck, yes,” Timmy panted, overcome with horniness.

“It’s going to hurt without lubrication,” Henry warned.

“I don’t care, please just fuck me,” Timmy pleaded, determined to fulfil his fantasy.

As Henry placed his large screw on the nut that he was about to thread, he was overwhelmed by delight.

In all the cruising spots he had ever visited, Henry had never hit a jackpot like this. The lithe older men he had fucked, who had been prepared to take him back to their homes had never elicited this kind of excitement. He had always had to settle for second best because they had their own homes, and not wanting to chance a solicitation or public indecency charge because he couldn’t take them back to his home, he had to make do. The youngsters he had always favoured all lived with their parents and therefore, had never been a viable option for him. Here and now, however, every lost opportunity had finally been realized. 

As his bolt began to thread its way into the tight nut, Henry could sense the boys discomfort. Arduous as it was, nonetheless, the grinding sensation was mind-boggling as his dick began to claim the boy’s cherry. The slow infiltration of the reticent unsullied manhole, turned Henry’s tenacious lust into the most unbelievable sensation he had ever experienced.

Next, Timmy’ cries began to excite him so much that he hammered the rest of his rod into the final unchartered territory.

As he finally held still, Timmy said, “Jesus, that was sore,”

“Are you okay?” Henry asked with concern.

“Yeah, oh fuck, yeah. I’m never going to forget this… Now do you job and fuck me,” Timmy boldly hissed.  

Although Henry was elated by what was happening, the arrogance of the little cock-tease sent a flash of annoyance through his mind.

“Anchor yourself against the side and push your backside out,” Henry now ordered Timmy.

Once this was done, Henry lowered his hands to Timmy’s hips and began to pummel his arse. As the water burbled around them like they were in a spa bath, Timmy’s gasps rapidly increase in volume. Henry no longer cared about Timmy’s comfort as he manically ‘did his job’ to the sylphlike frame uncaptured in his clutches. Henry could also tell that this boy would eventually become a rough top’s dream fuck-toy.

For Timmy, the discomfort now began to transcend his feverish fantasies, and his future proclivity for rougher sex became totally manifested in his mind. Henceforth, he would only seek out harsher big guys to feed this predilection. Timmy also knew that would want an escalation of dominance from partners going forward.

By the time that Henry finally unloaded, Timmy’s hips were bruised from his strong grasp after their bodies moved apart.

“Let’s go to the pool house,” Timmy next suggested.

The pool house was a neat structure with a bar counter in the middle and bar stools in front of it. On either side there was a men’s change room to the left, and ladies change room to the right. Timmy, naturally, led them into the men’s side.

After closing the door, Henry lay his towel on the slatted bench, above which there were hooks for hanging ones clothing on.

As Henry faced Timmy, he sternly said, “You’re a cheeky little bitch, aren’t you?”

Timmy immediately pick up on the vibe, and submissively answered, “Yes, daddy.”

“Well, now I’ll fuckin’ show you how I do my job,” Henry answered, before roughly pushing down Timmy on the bench on his stomach.

After placing his left hand firmly on Timmy’s back, Henry’s right hand now commenced slapping Timmy’s arse vigorously.

The stinging sensation made Timmy squeal with delight as he pretended to act distressed. Timmy couldn’t believe how well things were going, and it was as if Henry was reading his mind.

“I’m sorry, daddy, please forgive me,” Timmy began to intone.

As Henry’s spanking commenced, he added to the discipline with dominating verbal admonishment.

“Don’t you ever give me orders again you little bitch, it’s time for you to know your place.”

“Yes, daddy,” Timmy whimpered in total ecstasy.

“Now turn over and lift your fuckin’ legs,” Henry eventually ordered.

Without the encumbrance of the water, Henry was now able to secure the little nymphs body more securely for his next anal exploration. Without lube once more, which would always remain a practice in all their future trysts, Henry began jamming his dick back into Timmy’s backside.

For Henry, not only was he fucking the boy of his dreams, but a deep seeded desire he had always harboured for rough dominance, was now finally becoming a blissful reality. Henry had never been more turned-on in his life.

With his left leg firmly anchored on the floor, Timmy legs over his shoulders, and his right hand firmly clasping one of the clothing hooks, Henry harshly ploughed Timmy’s backside. His free left hand now also came into play as he slapped Timmy’s face, and then tweaked his nipples, before manhandling his genitals.

As Henry’s left hand once more moved northward, Timmy frantically tried to start pleasuring his own dick. In a final show of superiority, Henry harshly slapped Timmy’s hand of his dick.

“Don’t you dare touch your cock you little whore. You are strictly here for my pleasure.”

“Yes, daddy,” Timmy snivelled, as his arse continued to prickle with pleasure.

Added to all Timmy’s delights, the sight of the big man with the menacing snarl who was busy fucking him, was the crust the most delectable carnal pie he had ever imagined. As Timmy continued to be ‘used,’ his mind entered a euphoric state of gratification and did not even realise when Henry finally unloaded into him once more. 

Timmy was finally brought out of his reverie when Henry extracted his dick and said, “Jesus, Timmy, your pussy is very puffy.”  

 Overcome with joy, Timmy simply answered, “You can come and swim here anytime you like, Henry.”