Naughty Neighbour

by Caliban

21 May 2020 4924 readers Score 9.4 (178 votes) PDF Mobi ePub Txt


When I bought my first home at the age of twenty-six, I moved into a middle-class neighbourhood in one of the less fashionable suburbs of the city. The term ‘middle-class’ was perhaps a little euphemistic, because many of the people living in the street were rednecks. It was, however, the best home I could afford.

I very soon became friendly with the family living next door, to my left. Martha, my neighbour was a buxom woman that clearly took no shit. Fortunately, we hit it off from the very start and she became a really great neighbour to have. Most people upon meeting her would assume that she was butch, but that was not the case. Martha had a handsome face and her two boys had definitely inherited her good looks. She had never married, and both sons were born out of wedlock.

He older boy, Dylan, who was twenty-one-years-old, knew who his father was, but as she explained; when she was pregnant with Dylan, she soon realized that Doug, Dylan’s father was a real player and simply couldn’t keep his zipper closed. Added to that, he was a real thug and was always getting into fights. Resultantly, five months into her pregnancy, she gave Doug his marching orders.

After Doug fucked off he didn’t have any contact with Dylan until Dylan was sixteen-years-old. Thereafter, Doug regularly began seeing his son, and they bonded very well and would often go out fishing together. Martha didn’t mind this at all and actually encouraged it.

The younger boy, Lester, who was seven-years-old did not know who his dad was. She once told me that at the time of Lester’s conception, his father was a married man with a family, and Martha simply didn’t want to cause problems in his life. She had always wanted kids and was happy to raise them on her own. Martha was particularly pleased that she had given birth to two boys, because she was a real man’s woman and didn’t care for female company. Her philosophy about boys was that it was better to worry about one prick in the neighbourhood, rather than all the pricks in the neighbourhood.

Although she could cook and bake very well, Martha also loved doing all the repairs around her home and could fix any plumbing or electrical problem better than most men. Needless to say, I never had to employ the services of plumbers or electricians after meeting her.

What pleased me most about Martha was that she was very proud of her property and maintained a really pretty garden.

Her two boys were real ruffians and always looked scruffy, which she approved of heartily, because according to her, ‘boys were made to be that way.’ She, however, took no nonsense from the boys and they were shit-scared of her. One day when I observed Dylan standing outside in their garden, I saw that he had a fat lip. Upon asking him what had happened, he told me that his mother had floored him the previous evening when he cheeked her. Dylan then quickly assured me, that it had been his own fault because he had severely provoked her.

Lester, the youngest would often pop into my home early on. He was a bright boy with an inquiring mind and drove me crazy with a million questions on each visit. His visits did not make me very comfortable, nonetheless, because with everyone knowing that I was gay, I did not want the neighbourhood to start gossiping.

To Martha’s credit, although she was not concerned by Lester’s visits to my home, I soon however, reasoned that I had to deal with this situation head-on. After I informed her of my concerns, Martha dealt with the situation very deftly after being in full agreement with my logic. Thankfully, thereafter, Lester’s visits were substantially curtailed.

Dylan, however, was an entirely different matter. He was a big lad and stood six-foot-three-inches-tall. He had a naturally beautiful physique and was extremely good-looking. One simply couldn’t keep one’s eyes off him.

Although he would pop in to see me from time to time, he never became a real nuisance. The only fallout from his visits was that my booze cabinet took a severe knock after he had popped in. Dylan was a party animal and drank like a fish. There was a club in town where he loved to hang out on weekends. Having taken a page out of his father’s book, Dylan also loved getting into fights at the club. His passions in life, as he told me, were fucking, fighting, and drinking. As far as the fucking aspect of this lifestyle was concerned, Dylan apparently had no problem getting women into bed. He was also not shy to mention that he was a stud in the bedroom and extremely well-equipped in the penis department.

Late one Saturday afternoon I even got to see his cock and verify that he had not been lying.

A group of friends were visiting me when Dylan paid me a surprise visit on that day. Dylan had an incredible sense of humour and natural storytelling ability. Needless to say, my friends were delighted by the sight of him. Dylan had also had quite a few drinks by then and was on top form. When he mentioned that he was looking forward to dancing at the club that night, one of my buddies asked him if he was a good dancer.

After asking me to put some music on, Dylan then said that he would give us a show, fully aware of the fact that he was in gay company. I was stunned at how rhythmically he moved his body about and when he removed his shirt and tossed it to the side, there was a collective shriek of excitement from the ‘girls’ watching.

Chants of “take it all off,” now began to emanate from the excited faces watching the spectacle, and soon the shorts were also tossed aside.

Next, after turning his body around, Dylan pushed his underpants down and kicked them to the side. Upon turning to face us again, he commenced swaying his hips to give us a good look at his substantial uncut dick flapping from side to side. Dylan then opened his stance and swung his cock up and down like a meaty pendulum. The sounds now emanating from my buddies began to reach fever pitch as mobile phones clicked frenziedly.

When one of my friends, however, tried to reach out and touch his dick, Dylan pushed his hands away. The gesture wasn’t aggressive but firm. Dylan then got dressed and said that he needed to go home and have a nap before his visit to the club.

After his departure and in the lull after the storm, my friends were speechless.

A few weeks later, when Dylan once more popped in one Saturday afternoon, he ended up drinking far more than normal and ended up passing out on my sofa. After covering him with a blanket and placing a bucket next to his head, I phoned Martha and told her what had happened. She was very annoyed, but thanked me, promising that if he caused any mess she would clean it up the following day.

Thereafter, after his mother had no doubt threatened him within an inch of his life, this scenario never happened again.

Another dilemma did nonetheless, soon occur. Dylan always blew his money early on in the month and had to frequently borrow from his mother to see out the month. She obviously got sick of this and finally put her foot down.

When Dylan visited me again one Saturday and bemoaned this fact to me, telling me how much he wanted to go partying that night, the inevitable then happened when he asked to bum money off me.

If there was one thing that life had taught me, it was that lending money always ended up in a disaster. I, therefore, decided then and there to deal with this situation as firmly as possible. After I had made my feelings clear on the matter, Dylan looked at me with an acquiescent look of resignation. After a brief pause, however, he pursued another angle.

“Well, maybe then I could earn the money instead?” Dylan suggested.

Acting upon my quizzical frown, Dylan then pushed his hand into his shorts and began to fondle his dick.

As his face blossomed with salaciousness he chuckled and then said, “Necessity is, after all, the mother of invention.”

“If I think that I am reading this situation correctly, it simply won’t work,” I uncomfortably replied.

“Hear me out, Reg. I’m not gay or even bisexual. But let me tell you the following story,” he advocated.

Dylan then told me that because of all of the shit he had caused at school, he spent the last two years of high school in a boys’ boarding school. Because pocket money from his mom was rather meagre, he soon realized that rich gay brats, who had tons of pocket money, were an easy target for being fleeced. Consequently, many guys had sucked his dick during this period.

With shock and excitement, I hastily replied, “But what if your mother finds out?”

“How… who the fuck is going to tell her, Reg… me?” he challengingly sniggered.

With a self-satisfied look on his face, he then continued, “The only rule is that I don’t suck or get fucked, but I will happily let you suck me and fuck your arse for one hundred bucks,” he stated, before arrogantly concluding “I saw how you and your buddies looked at me. You were all salivating for my cock.”

As I sat open-mouthed, Dylan got up and stripped naked. Then, striding toward me boldly, he stood and waived his dick inches away from my face.

All good sense evaporated as I allowed him to push his now fully erect dick into my mouth.

As he commenced skull-fucking me, he said, “Ah, yes Reg, now you can enjoy your well-spent money.”

After slipping off the chair onto my knees, I let him take control of my head. The taste and feel of his large dick was breath-taking.

Although I was ecstatic about what was happening, I was sensible enough to realise that it was a gay for pay situation. What did amaze me, nevertheless, was how sensual Dylan’s approach was. There was no hint of a ‘let me finish and fuck off’ attitude, and he was clearly enjoying himself, as he leisurely speared my mouth.

I soon began to lick his balls as well, which he clearly enjoyed. As I started nudging my mouth between his thighs and commenced licking his perineum, Dylan responded by lifting his right leg and placing his foot on the armrest of the chair. With my tongue journeying toward his cornhole, as if reading my mind, Dylan then turned his body and with his arms anchored on the armrests, offered his rosebud to me.

After I spread his cheeks as wide as I could, I commenced licking the silky skin of his pucker. The sounds now emanating from him became lustfully guttural. For the next several minutes, my mouth explored the entire terrain, in addition to also frequently licking his balls and dick.

With his horniness reaching fever pitch, Dylan again turned his body and swiftly reinserted his dick into my mouth. Horned up as he was at this point, Dylan now hectically fucked my face with gusto before unloading a minute or two later.

Once we were done, I offered him another drink. It soon became clear that my presumption that he would now take his money and head home was happily not correct.

Dylan explained that because I was now a good customer, he had to make sure he kept me happy. In a business-like manner, he explained that for a hundred bucks, I, therefore, qualified for two loads. Elated by this proposal, I wasn’t naïve enough to not realise that Dylan had an ulterior motive in mind, as I would see a week later.

After finishing his drink, Dylan said, “Okay, Reg, it’s time for you to hug the back of your sofa.”

“Are you sure you’re up for this already?” I playfully retorted.

“Reg, I told you that I’m a stud. When I take a woman home from the club, I can fuck all night,” he informed me, with a look of superiority on his face.

Once I was bent over the sofa, Dylan lubed up his dick with spit before firmly entering my backside. As was the case earlier, Dylan was in no rush and his variation of pace was awesome. I also got into the action by tugging on my dick as he fucked me. The excitement of the day got to me very shortly and as I was about to unload, Dylan told me to turn and shoot my load over his dick.

Once done, he used my spunk to coat his knob before once more reinserting it into my backside. As he again commenced fucking me, he placed his hands sticky over my mouth and told me to lick them clean.

A while later, Dylan extracted his dick and said, “I want you to lick my pooper again before I seed your arse.”

Dylan had taken to rimming like a duck to water, and in future my mouth would spend a great deal of time suctioned onto his pucker.

As I animatedly licked his ‘pooper’, a funny thought crossed my mind as I wondered how the ladies he picked up at the club would react to his newfound erogenous zone.

Not long afterward, in a flash Dylan once more had me bending over the sofa as he vigorously plowed my backside before cumming.

After yet another drink, Dylan left with his well-earned money.

The following Saturday, Dylan arrived at my place at noon and before long, my mouth was again glued to his backside. After six loads, three in my mouth and three in my arse, Dylan left my place with three hundred bucks in his wallet.

This now became a weekly occurrence and whenever I saw Martha, she apologised for her son. I always assured her that I not only enjoyed his company, but his great sense of humour as well. From then on, most Saturdays when Dylan arrived at my place, he did so with a bottle of booze that I presumed his mother had given him.

I am not sure what she made of the fact that he no longer tried to bum money off her, but truthfully, that was none of my business because my additional monthly expense was well worth it.


by Caliban

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