Caretaker

by Caliban

14 May 2020 12208 readers Score 8.9 (461 votes) PDF Mobi ePub Txt


When I was sixteen years old, my mother and I moved to an apartment block that was very conveniently located close to her work. She worked six days a week at a shopping centre, as the manageress of a clothing store. My parents had gotten divorced years before and I saw very little of my dad after they did. It was a very quiet apartment complex and there were only two other kids living on the block. They were two little girls of eight and ten years old, and I, therefore, never bothered to befriend them.

In the corner unit on the ground floor, the caretaker, Mr. Rogers lived. He always insisted on being referred to by his first name, Bill. Bill was a big man. He wasn’t overly tall and stood just short of six-foot-tall, but he was substantially overweight and must have weighed around two hundred and sixty pounds. He was quite gross and would never have won a hygiene contest. He had an unctuous head, which was surrounded by a full beard and the hair on top of his head was arranged in a dreadful comb-over.

Bill had large ears, a thick nose, and fat lips. His lips were always partially hidden by an unkempt stained moustache. His moustache surrounded his prominent nicotine-stained teeth and his porcine eyes were topped with very bushy eyebrows. Bill was hairy, which was evident from the buttons at the top of his polo shirts that strained to contain huge gut. Bill’s hands were very large and rough, with his yellowed right hand fingers displaying the telltale signs of him being a heavy smoker. His finger nails were ultra-short and it was clear that he was also a nail-biter. Bill always had two large damp patches under his arms and in addition, on the many occasions I was in his company I also observed a damp patch running down the seat of his trousers, displaying the obvious fact that he also had a very sweaty backside.

Having said all this, he was a very pleasant person and a marvelous handyman. He was always prepared to assist all the tenants with any problems they encountered.

When mom and I moved in, Bill popped around to introduce himself and welcome us to the complex. Although I did not realize it at the time, in retrospect I can recount that Bill became gradually friendlier with me over the following six weeks. He always engaged me in conversation when I hung out in the small garden in front of the complex.

He also started placing his hands on my shoulders when he spoke to me in the garden area and would often ruffle my hair, as we shared a joke. Bill next began inviting me to his apartment for a cold drink or coffee, which I politely accepted.

His home was very basic and despite the overwhelming smell of cigarettes and male sweat it was fairly neat.

On one such occasion when he invited me, I noticed a porn magazine lying on the coffee table. Unsurprisingly, I quickly paged through it while he made our coffee in the kitchen. The pictures were extremely graphic and I immediately popped a huge boner. When Bill returned with the coffee he laughed when he saw my flustered expression, apologizing for leaving the magazine on the coffee table. I courteously assured him that it was no problem at all.

In a conspiratorial manner he then swore me to secrecy, enticing me with the promise that he had an entire collection of these magazines if I wanted to see more of them. After I nodded in collusion, we agreed that this would be our little secret and that I could visit him and page through these magazines whenever I liked. Throughout this horny collaboration Bill sat next to me on the sofa and gently caressed my shoulder.

When I was finally about to depart, Bill accompanied me to the door and placed his hands on the sides of my head, reaffirming our agreement. I nodded, before he bent down and kissed the top of my head, before telling me what a good boy I am. I was naturally elated by this occurrence, excited by the prospect of viewing his unlimited stash of pornography.

The following day I received my next invitation from Bill and as I sat down on the sofa, there was a pile of magazines awaiting my perusal. Being a hot day, we had cold drinks instead of coffee. Bill again sat next to me on the sofa as I paged through the magazines. Bill then asked me if I jerked-off frequently. Nodding shyly, I said that I did so at least twice a day. Bill then laughed and told me that he masturbated much more than that because he was always randy, before asking me if I felt like wanking there and then.

I felt a little uncomfortable and sensing my discomfort he said that he would jerk along with me, if it would make me feel more comfortable. Hesitantly, I then agreed. Bill then walked to the front door and locked it, ‘just in case,’ as he put it.

When Bill returned, he removed his t-shirt and encouraged me to do the same. Shyly, I then conformed to his request. As Bill began to remove his trousers I also pushed the shorts I was wearing downward. Bill then reassuringly placed his hand on my shoulder and told me that I had nothing to worry about. Bill’s entire body was covered in hair and close as I was to him, I could whiff his pungent odour enveloping us.

Next, while pushing his underpants down he told me to follow suit. His stiff cock was as thick as a whisky bottle. A fat foreskin covered the entire head of his dark dick, which had thick protruding veins over the entire surface of his knob. His dark balls were enormous, and looked like a fleshy bag containing two oranges and this entire ensemble was surrounded by a mass of dark pubic hair.

Bill then sat down on the sofa and told me to stand in front of him, before we began masturbating. His hand scarcely fitted around his huge dick as we plucked in unison. After a few minutes, as I was about to shoot my load, he instructed me to do so all over his torso.

I then shot my load onto Bill’s stomach before he also began unloading. As Bill erupted while squeezing his foreskin shut over the head of his cock, it looked like a volcano spewing a ton of lava. The thick and lumpy cum then sprayed out over his hands and onto his stomach.

Next, he lifted his hand to his mouth and licked clumps of jelly off his fingers. Bill then asked me if I had ever tasted my own seed. I answered that I had never done so. Bill then advised that I should give it a go at some time.

Afterward, Bill then asked me to retrieve a towel from the bathroom so that he could clean himself. I had been dying to touch Bill’s huge knob throughout our encounter but refrained from doing so, because I did not want him to think that I was a ‘homo.’ With him never having touched my dick or inviting me to touch his, I wasn’t sure about his rationale. Once done, we dressed before I went on my way after his customary hair ruffling.

That night I did taste my own cum and found it rather pleasant. Before falling asleep, I wondered what his impressive lava would taste like. I did not see Bill the following afternoon and that night as I jerked-off thinking about his unbelievable cock, I hoped that we would soon have a repeat performance. The following afternoon I was again out of luck, however, because Bill had to attend to a plumbing problem for one of the tenants. Unfortunately, with the weekend upon us, I knew that I would not encounter Bill till Monday.

My wish was finally realized on Monday, when I was invited to join Bill for another cold drink. The door was summarily locked as we entered his home. On this occasion, nonetheless, all former protocols were dispensed with after we speedily undressed and soon, he was seated naked with me again standing before him as before. On this occasion, Bill immediately pulled me in much closer to him and with our cocks touching he began playing with my dick. I could also see from the horny encouragement in his eyes, that he wanted me to touch his cock. Elatedly, I placed both hands around his flagpole and started tugging on the monster.

With me being circumcised, I was mesmerized by Bill’s foreskin and began pushing it down further and further, eventually exposing almost all of his cock-head. With one final yank the glans burst free from its sheathed confinement. His dick-head appeared far larger than it had appeared when hooded. The glistening head was a dark purple colour with whitish flecks speckled over it and permeated a strange fishy smell. Once out, the head could not retract back into its sleeve and only did so later, when Bill’s cock softened.

He took over from me and began jerking his own knob as I tugged on my dick. When Bill’s cock exploded, opaque white jelly spewed out of it like a sludge pump; covering us both with cum. Bill motioned me to my knees and scooping up wads of ball-jam, alternated feeding both of us with the globs of nourishment. By now his cock had softened enough for him to encase his mushroom head once more. When I returned with the towel to mop up the remaining residue, he pulled me towards him.

His fat tongue now forced its way passed my lips as it raided my mouth. When our heads finally broke apart, there were strands of spittle still connecting us. Bill then pulled me onto his lap, before we resumed our oral wrestling. I was inebriated by the taste of his nicotine flavored spit and pungent body odour. Bill had become the most exhilarating human I had ever met. Every fiber of my being knew that I would give myself over to him completely and be entirely at his beck and call. When I departed soon after, I could not wait for my next sacrament in his lair of gratification.

The following day when I was summoned, we moved straight through to his bedroom and undressed immediately. Bill climbed on top of me and started kissing me in the same fashion as the day before. As he licked my neck, ears, and face, I sighed like a sex-starved bitch enveloped in his clammy essence. Bill’s weight was fantastic and as he oppressed my small frame with his bulkiness, he excitedly mashed his huge knob between my legs. I was happy to surrender to his bulk and could not wait for his abnormally fat rod to brutalize my small butt.

After turning over onto my stomach, I begged him to fuck me. Hesitantly, he inserted two tobacco stained fingers into my arse. As he started prodding and exploring, I bit the pillow in lusty submission. I would rather die, than not go through with this torment. As a third, then fourth finger was added, I thought I was going to pass out from the pain. When Bill’s dick finally started assaulting my manhole, I almost bailed as the agony reached fever pitch and began praying that the pain would subside. Before long, his cock had lodged itself in my carnal-cave and I hung in, sweating as never before, I began loving the anal assault from him.

Bill then held still in me for the next minute or so, until I finally relaxed and began breathing normally once more. It astonished me that a butt-hole could stretch to this capacity. In all honesty I was rather relieved when his excitement reached the point of no return a few minutes later because my pucker was really aching. He roared like an animal as he seeded my traumatized arse, expelling a barrage of gelatinous lava into my cavern. Bill sighed with relief, upon pulling his dick out of me and not seeing any blood on his cock. He then turned me over and kissed me passionately..

Needless to say, we fucked daily after that and I acclimatized to his anal incursions. In fact, I began loving them!

Several weeks later, I received a wonderful bonus when my mom had to attend a conference. Confident that I was old enough to look after myself, she nevertheless asked Bill to keep an eye on me. Naturally, I spent the weekend with him. Bill put a notice on his door that he would not be available that Saturday or Sunday. We spent the entire weekend in his bedroom and fucked like rabbits. I was either on my stomach or on my back for the entire duration, and the room smelt like a barn when I finally left late Sunday.

Between the masculine hum and cigarette fumes, the room sweltered with male funk. I had never imagined what a stud Bill was as he humped me incessantly throughout the two days. It took me an hour to decontaminate myself from the stench in the shower, once I arrived home that Sunday.

Bill and I had a steady relationship over the following year before my mother regrettably, got a better job offer far away from our happy little apartment. After we relocated, I lost contact with Bill.

Bill, however, set a precedent in my life. From then on, I was always in search of a new Bill. I would only ever seek out large skanky men to satisfy my sexual needs. The bigger and uglier they were, the better.

Beauty as they say is in the eye of the beholder.

by Caliban

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