Bigfoot Crunch and Sweetie Pie Wrecker Service
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I was seventeen and in my final year of school, when a strange thing happened to me. After a series of events not only would my future sexual predilections be firmly established but also fine-tuned for the rest of my life. This is the story of how that happened.
*
My parents had bought a home several years before and after a few months, new neighbours also moved in next door to us. The previous owners of both these properties were brothers, each of whom had lived there for a great many years. After the first brother who had owned our house had sold his my property to my parents, the second brother then also put his house in the market. The reason for this was that, with both the brothers having retired, they decided that in their retirement they wanted to be close to their grandkids.
After that, our new neighbours, the Gladstones, and my folks became great friends and often had dinner together. On these occasions, I would simply do my own thing and allow the grown-ups to enjoy one another’s company. The Gladstones were quite a bit older than my parents and they were very close to retirement age when we met them.
Just after starting my final school year, the Gladstones had fully retired.
Next, they decided to do something they had always dreamed about. After purchasing a really swanky motorhome, their plan was to tour the entire country and visit all the places that they had always spoken about. As they informed us, they would simply stay a day, a week, or a month, in any place that took their fancy.
The Gladstones made a firm decision that due to the investment in the motorhome, their first sojourn should last at least one year. In addition, they also decided not to sell their home next to us.
Their only concern in this regard was that they needed someone to look after the place during their absence. Truthfully, they were not worried about deriving an income from this but merely wanted to be sure that the home would be well cared for and properly maintained.
The solution to this problem came in the form of a man named Hector. Mrs. Gladstone had worked with Hector prior to her retirement and saw him as the perfect answer to their quandary. Hector was a house-proud bachelor and having visited his apartment for dinner previously, they saw him as the perfect candidate. Apparently he was a fantastic cook but above all loved gardening.
In his apartment, Hector was naturally starved of giving vent to his flora penchant and always bemoaned the fact that he couldn’t wait to buy his own home one day, where he could finally get stuck into his own garden. This, of course, pleased Mrs. Gladstone enormously who loved her garden.
And so it came to pass that Hector moved in next door to us, with the firm undertaking that he could live in their home for at least one year. An added bonus for Hector was that he could rent his own apartment out during this period, thereby building up the capital he would need to finally afford his own house in the future.
What the Gladstones never mentioned to us, however, was what Hector looked like.
On the Saturday morning that Hector finally moved in next door, once the Gladstones had departed on their adventure, my parents and I were overawed by the size of our new neighbour. Not only was Hector well over six-foot-tall, but he easily weighed three-hundred pounds or more. Everything about him was XXXL. Hector, nonetheless, had a handsome face and a very engaging demeanour, and my parents and I instantly took to him.
Inexplicably, I found him incredibly sexy and I have to admit that over the following weeks, I became a complete voyeur.
Firstly, I often peeped out of our windows as he enthusiastically went about his business in the garden next door. What thrilled me most of all, was when he was shirtless and I was particularly mesmerized by his large gut. Shamefully, I have to confess that I spent many nights in my room furiously tugging on my dick as I thought about him.
Secondly, like me, Hector was also a smoker. Although my parents were aware of my vice, I respectfully never smoked in the house or in front of them. As I was to learn, Hector had also assured the Gladstones that he would never smoke in their home. This thoughtful consideration by him turned into a nightly delight in my life.
Whenever I had a smoke in the shrubbery adjoining our two properties, I would get to ogle him as he appeared on the veranda for his night-time nicotine indulgence. Watching him on the veranda when he was also often shirtless, my heart would race as he stood there and rubbed his substantial stomach as he satisfactorily puffed away on his smoke, further enhancing my lust.
As time progressed, the veranda episodes seemed to escalate and it soon dawned on me that he knew I was watching him. Obviously, the occasional glow of my red cigarette ember had not gone unnoticed. What fascinated me most was his growing nightly arrogance, and it was almost as he was baiting me.
My observations were further enhanced, when Hector started sliding his hand into his shorts and commenced fondling his dick. As he did so, Hector would glance in my direction. It wasn’t a quick glance and often seemed to be a sustained focus in my direction.
A few nights’ later things got even more interesting, when after stubbing his cigarette out, Hector ambled onto the lawn and lowered his shorts to have a piss.
Thereafter, on every ensuing evening, the pissing session became more elaborate. Unfortunately, with the light behind him, I was not able to get a good look at his dick. ‘What the fuck is he playing at,’ I thought to myself. ‘Has he worked that I am gay and is simply doing this to amuse himself at my expense?’ When Hector finally invited my parents to dinner, I was overjoyed that the invitation had also been extended to me. As the Gladstone’s had advised, this guy could really cook.
When my mother reciprocated a week or so later on a Wednesday evening, she was simply not able to match Hector’s cooking skills. He, nevertheless, was polite and very complimentary. That evening at dinner a pleasant surprise awaited me when my mother announced that her and my dad, along with two of their best friends, would be spending that weekend at a lovely spa in the country. With a caring smile, Hector then announced that he would keep an eye on me during the weekend.
Next, after looking at me, Hector paternalistically declared, “Well, Chester, then you’ll be expected for dinner at my house at six o’clock on Friday.” As giggles abounded, my mother profusely thanked Hector for his kindness.
For the following two days, I had butterflies in my stomach in anticipation of what might unfold on Friday night. The thought of finally being alone with Hector practically had me peeing in my pants. Prior to this dinner invitation, I had never encountered Hector alone. My father had always been in attendance when we exchanged a few words and at best, a few friendly smiles and acknowledging hand gestures summed up our former interactions.
Finally that night, I realised, I would be encountering him on a one to one basis. After what felt like an eternity, Hector opened the door and invited me into his home on Friday. There was also a complete change of dynamic in our interaction after he did so. Unlike before, Hector now treated me like an adult instead of a teenager. I had even brought my smokes along because I did not want to act like one of those tiresome cigarette bums during the evening.
Not long after my arrival, with all the food under control and the table beautifully set, Hector unceremoniously invited me to join him for a smoke outside. The nuance of this invitation was not lost on me because never having ‘officially’ seen me smoking before that, I knew that my suspicions about him observing my voyeuristic machinations had been spot-on.
Needless to say, when we finally sat down to eat the food it was spectacular. During our dinner, two things intrigued me about Hector. Firstly, when each of the three courses was served, once my plate had been placed in front of me by his right hand, his left hand lingered on my shoulder as he was doing so.
Secondly, his eyes had developed a sensual demeanour as we consumed our courses. An uncomfortable ambivalence then began to develop within me as this was happening, as I pondered whether this was wishful thinking on my part, or if I was reading the situation correctly. Infusing our conversation with small talk, I eventually asked him if he had participated in sport at school.
This invitation then turned into a long story, which in all honesty I did not mind. Apparently, halfway into the football season during his final year at school, Hector badly injured his left knee. Although this did not cripple him, the doctors left him in no doubt that he would never be able to participate in this sport again.
Fortunately, an opportunity then arose when the elderly man who took care of all the team's physio needs, soon had to retire due to ill health. Prior to leaving, however, the old guy gave Hector a crash course in the physio skills required. According to Hector, he took to the perfunctory task with aplomb and to cut a long story short, Hector proved to be an excellent replacement.
As Hector’s litany ultimately ended, he asked, “Have you ever had a good massage, Chester?”
“No,” I answered.
“Oh, well, later I will give you a demonstration of my proficiency,” Hector replied, self-assuredly. Thinking about his huge hands all over my body gave me an instant boner. Once again, however, I wondered if I wasn’t indulging in wishful thinking.
After dinner and once the table had been cleared, I gave Hector a hand with the dishes. Thereafter, another smoke break followed. Unfortunately, no crotch fondling took place and he also didn’t piss on the lawn. My last hope at this point now seemed dependant on my massage. Before we re-entered the house, Hector took a cushion off one of the loungers. After he had placed it on the carpet in the lounge he disappeared into the bedroom, before re-emerging with a large bath sheet and a bottle of lotion. After the towel had been placed over the cushion lying on the floor, Hector gave me an inviting gesture toward the cushion with his left hand.
Momentarily, I stood looking at him with a stupefied look on my face. “Well, take off your shorts and shirt and lie down on your stomach,” Hector said encouragingly. Before I could even react, he resumed, “I’ll take mine off as well if it makes you more comfortable.”
Because of my nervousness, I thankfully didn’t have a hard-on at this point. As his body was revealed and I saw a close-up of his physique, however, I knew that I would have to lie down quickly before my next boner appeared.
After I lay on the cushion, Hector got to his knees with his legs astride my body. With his knees supporting most of his weight I could feel his backside lightly touching my thighs. As Hector’s huge hands went to work on my neck and shoulders, the thrill that surged throughout my body was mindboggling. For the following ten minutes, as he worked his way down to my lower back I was in a state of total ecstasy. Finally, when I felt his hands lift momentarily, Hector moved slightly backward before his hands reappeared on my thighs.
Following that, my calves were soon the focus on his attention. Next, Hector’s fingers took hold of my underpants as I heard him tell me to lift my backside slightly. Once my underpants had been removed I felt my legs being pushed apart. As Hector now moved forward between my legs, he said, “Time to take care of your glutes.”
With his hands firmly working on my butt cheeks, all former sensations paled into insignificance and I couldn’t ever recall my cock being as hard as it was. In an ever-escalating journey of gratification, I soon felt Hector’s thumbs tantalizing my pucker. At this point, I simply knew that all my fantasies about him were about to become a reality. Although I had never been penetrated by a cock up until then, I must confess that I had experienced anal penetration.
Let me explain as follows: A few months before, my mother had bought a new pestle and mortar after her old one had broken. To be precise, the mortar had split in two after she dropped it. A week later when I discovered the old pestle in a kitchen drawer, given its lovely shape and substantial size, a horny thought crossed my mind. Having only ever fingered myself before that, I decided that an anal upgrade was in order. To cut a long story short, that day I began an affair with my new ‘inanimate’ lover. I was brought out of my reverie when Hector finally spoke.
“Do you enjoy peeking at me?” he asked.
‘Que sera, sera,’ I thought to myself, replaying one of my grandmother's favourite songs in my mind.
“Yes,” I then quietly whispered.
“Do you think of me when you tug on your dick at night?” Hector next asked.
“Yes,” I again softly answered.
“Do you imagine me fucking you?” Hector persisted.
“Always,” I replied in a slightly bolder voice.
“Have you ever been fucked before?” Hector then asked as he further interrogated me.
“No,” I replied, telling somewhat of a white lie. After I heard a spitting sound, I felt one of Hector’s thumbs pushing into my manhole.
“So, do you want me to fuck you, Chester?” Hector said in a low growl.
“Definitely,” I shyly replied.
“You know it’s going to hurt, don’t you?” he warned.
“I don’t care,” I answered, my voice now thick with lust.
“Don’t move,” Hector said before standing up and removing his underpants.
Next, Hector lowered his body onto me and snuggled his dick between my butt cheeks. With his torso on outstretched arms, Hector commenced rubbing his cock in my crack.
“I am really pleased about babysitting you, and for the record, I have also been dreaming about fucking you,” he confessed with a snigger.
“Then go for it,” I replied coyly.
“When I get going there’s no turning back, no matter how uncomfortable it is,” Hector said, as if issuing his final warning.
“Please… just fuck me,” I pleaded bashfully.
After a chuckle, he next said, “Jesus, buddy, when we finally let you go on Sunday, your arse is going to look like a sliced open pomegranate.”
I was confused by his use of the word ‘we,’ but being as horny as I was, I hardly gave it a second thought. As I lay there awaiting my ‘fate,’ Hector lifted his right arm and I soon felt him nudging my hole with his dick. I was literally bristling with excitement as he commenced wedging his cock-head into my portal. As he had forewarned it was uncomfortable, nevertheless, my visions of this moment negated any discomfort completely and I couldn’t give a fuck if my hole was being torn asunder. All I could think about was my fully-fledged initiation into gay life.
Although Hector’s entry was slow, it was also very firm. Strangely, it felt like I was on a rite of passage, and when he had fully entered me sore as it was, it was the most joyful moment of my life.
“Are you okay?” he asked anxiously.
“I’ve never felt anything better,” I hornily replied.
As Hector lowered his torso and commenced kissing my neck, he said, “Just tell me if my body is too heavy.”
“No,” I hurriedly replied, “Your weight feels fuckin’ awesome.”
With a chuckle, he then asked, “So…you like being in a compression chamber?”
“Oh, fuck, yeah,” I replied gasping.
As Hector’s hips really began thumping my butt, I thought that I had died and gone to heaven and I couldn’t believe how good my compacted body felt. His heaviness was mesmerizing and my lifelong addiction to being ‘squashed’ had just got off to a flying start as my restricted breathing began catapulting me toward orgasm.
Hector’s frenetic momentum caused my dick to furiously rub against the cushion under me and when he literally started bouncing on me, I excited wheezed, “Crush me, fuckin’ crush me.” The result of his hectic hammering sent my mind into overdrive before experiencing the greatest ejaculation of my life.
Once I had cum, Hector lifted his torso onto extended arms and went totally berserk. Grunting like a boar he unloaded into my arse a minute or so later. Afterward, we moved through to the veranda and had a smoke. While doing so, I asked him about his reference to me leaving on Sunday and also, about the use of the pronoun, ‘we’ that he had used.
“Firstly, let me apologise for being presumptuous. Do you have any plans for tomorrow?” Hector inquired.
“No, none,” I answered.
“Well, then I would like to invite you to stay with me till your parents return on Sunday,” he suggested.
“That will be cool,” I enthusiastically answered.
Next, looking me seriously, he paused, before asking, “How open-minded are you?” I was totally bewildered by the question and merely responded by opening my arms with my palms facing upward, in a ‘why’ gesture.
Again after another pause, Hector went on to tell me about his fuck-buddy, whose name was Floyd. Floyd was an engineer and often went away on working contracts that usually lasted a week or two. His present contract, however, had required him to be away from home for several weeks.
“Floyd is coming to dinner tomorrow night and I believe you might like him,” Hector informed me with an intriguing smile. Then observing my questioning face, he resumed. “In any case, I know that Floyd is really going to like you.” I did not reply as we continued puffing on our cigarettes, excited as hell by the news I had just heard.
As if to seal the deal, Hector then concluded, “Naturally, a lot of fucking is going to take place… and the best news of all is that Floyd is also a very big guy.”
“I’d love to stay till Sunday,” I answered, suppressing the urge to jump up and down with joy.
Once we returned indoors, I was soon on my back with Hector on top of me. Again, Hector commenced fucking me, but this time with my flailing legs bopping over his shoulders. On this occasion, however, Hector kept varying his pace from languid, to totally manic. It was fuckin’ awesome!
After our final smoke break, we went through to the bedroom. Our session first got underway with an incredible sixty-nine routine, which I totally loved. Thereafter, I was once more on my stomach for a tour de force butt thumping. When we finally fell asleep, my arse was sore, but I felt as happy as a marathon runner who had just won a gold medal at the Olympics.
The following morning after breakfast I was again put through my paces on the towel-covered cushion, which would remain in place for the entire weekend. Being the culinary aficionado that Hector was, thereafter his prep work for dinner seriously got underway. I offered my help but he politely declined. Hector made us two incredible sandwiches for lunch and afterward, another sixty-nine prelude commenced before I was again placed on my stomach for another ‘compression’ spectacular.
As we sat relaxing in the lounge afterward, my thoughts became absorbed by the arrival of Floyd who would be arriving at five that afternoon. This added dynamic had come out of the blue like a thunderbolt, and I felt like a guy who just got his driver’s license and been given a snazzy sports car. My sex life had taken a remarkable turn for the better and now it seemed to be skyrocketing.
Although I hadn’t seen Floyd yet, the thought of two big guys and a hot threesome was mindboggling to me. As Hector again busied himself in the kitchen, I began to stare at my watch. It was five p.m. The following twenty minutes seemed to take an age before the doorbell finally rang.
“Why don’t you let Floyd in?” Hector suggested. When I opened the door my heart jumped for joy. Floyd was hunky, tough-looking, and just fuckin’ perfect. Floyd, however, had a bewildered expression and it was clear that Hector had not yet told him about me.
“Is Hector here?” Floyd asked, with a puzzled expression.
“I’m in the kitchen,” Hector hollered from behind us. As we moved through to the kitchen Hector, began to chuckle.
“Floyd, this is Chester. He lives next door and I am babysitting him for the weekend… Chester likes big guys and so he has agreed to be our fuck-bunny tonight, if that’s okay with you.”
The puzzled look now vanished from Floyd’s face, replaced by a look of sheer delight. “Fuck, yeah,” came Floyd’s enthusiastic reply.
“I thought you may be agreeable,” Hector said with a laugh, which was immediately echoed by Floyd.
As Floyd and I shook hands, Hector pointed to the cushion in the lounge, before resuming, “Listen, guys, I had better get the fire going outside, so why don’t you guys get better acquainted.”
I was instantly moved toward the towel-covered cushion and unceremoniously told to get naked. As Floyd stripped, I was overwhelmed by his physique. Floyd was hairier than Hector and projected a somewhat rougher demeanour. The skin tone of his cock was also far darker than Hector’s and though of a similar size, his dick looked slightly longer. The ‘rougher demeanour’ that I had assessed shortly proved itself accurate when I was pushed to my knees and promptly received a severe skull-fucking. There was nothing gentle about his approach and with my hair clasps in his hands; he manipulated my head to his wants. It was awesome!
When Hector rejoined us I was practically choking. Floyd now ordered me onto my stomach before mounting my body and fucking my arse.
“Tighten your fuckin’ arse, boy,” Floyd barked, before asking Hector, “Jesus, Hector, how many times have you fucked him?”
“Plenty,” Hector replied, before reiterating the statement he had made the previous evening. “I told Chester that his butt-hole was going to look like a sliced open pomegranate when we were finished with him this weekend.”
As both men chuckled, Floyd replied, “I like pomegranates, especially when they are oozing cum.” Laughter then followed from all three of us.
Concentrating with all my might, I clenched my sphincter as hard as I could. As Floyd started voicing his appreciation of my efforts, I observed Hector undressing. Shortly, I heard Hector tell Floyd to hold still. As I felt the added weight on my backside, I knew that Hector was entering Floyd’s arse, because Floyd instantly began to grunt his approval.
When our momentum got underway, Floyd murmured, “Jesus, there is nothing better than fucking someone when you have a cock in your arse… I haven’t had a fuck for six weeks.”
Sadly, our ménage a trois did not last too long before Floyd gaspingly uttered, “Fuck, I’m going to blow.”
Once Floyd had moved off me, Hector who was still on his knees, said, “Well, guys, I reckon a bit of early dessert is in order.”
Then, upon lowering his head, Hector resumed, “Open up the pomegranate Chester, and feed me.”
As Hector’s mouth clamped onto pucker and his tongue started lapping and prodding, I got to enjoy my first rimming, which I found incredible. When Hector had finally sated his felching fetish he got to his feet, and said, “Much I would like to fuck you right now; I’d better build up some reserves for later on.”
For the next few hours, before we ate, Hector and Floyd mainly did all the talking. During this period, however, Floyd couldn’t keep his hands off me and his predilection for roughness was also fully demonstrated. My nipples were tweaked, my balls squeezed, my arse continually spanked, and my clamped head exposed to knuckle rubbing. Naturally, I complained and squealed for effect, but Floyd easily discerned that I actually loved it.
An hour before dinner, I was hauled off to the back of the sofa, where after receiving a good spanking, I was solidly butt-fucked. Once Floyd had cum and got to his knees, my backside yielded its second dessert of the day. Contrary to the earlier version, however, my puffy lips were robustly nibbled upon. As a thank you gesture afterward, I received another good walloping.
I was completely smitten by Floyd as this point. The dining table looked like a banquet when we finally sat down to dinner. After all the activity thus far, we were all very hungry and instantly tucked in. As we ate, I reflected on my last twenty-four hours. It felt like I had just completed an MBA in advanced fucking.
After a leisurely meal with a few smoke breaks in between, we continued to sit at the dining table and chat. Floyd then mentioned that a workmate had offered him his cabin in the mountains, whenever he liked. A weekend date, for two-weeks hence, was then decided upon by the two guys. “Would your parents allow you to join us?” Floyd asked.
“Definitely,” I replied, knowing that I would move heaven and earth to do so.
When we eventually moved through to the bedroom, I was placed on my back with my head hanging over the end of the bed. In what was now becoming a smorgasbord of sensual treats, Hector commenced skull-fucking me as Floyd fucked Hector’s arse. The close-up sight of their anal penetration was beyond belief, and what further enthralled me was when they started swapping positions. Given my visual stimulation, I kept tugging on my dick. My hand, however, was continually smacked away as if to signal that release wasn’t going to be allowed, any time soon.
After a blissful age, my body was ultimately turned around before I was anally penetrated with my legs over Floyd’s shoulders. After he entered me, Hector once more began fucking Floyd’s backside. An equally stimulating sight now presented itself as I watched these two huge guys flip-flopping, while kissing and fondling one another’s large bodies.
One after the next then took a turn unloading in my arse, punctuated by rimming me as they alternated to consume their final desserts of the evening. As Hector sucked the last bit of Floyd’s cum out of me, I was finally allowed to shoot my own load, which Floyd also consumed. After his hectic day, Hector was soon asleep as we lay on the bed snuggling afterward. Any thoughts that I may have had of soon following in Hector’s footsteps, nonetheless, were soon negated when Floyd dragged me off to the lounge after closing the bedroom door. Floyd had been well-rested that day and also believed that he had a lot of catching up to do.
For the next hour, I felt like a sex-doll that had been thrown into a prison cell with three randy inmates. Happily and thankfully, I finally got some sleep. The next morning, after a lengthy oral and anal flip-flop session, in which I also got to fuck while being fucked, we finally sat down to lunch. With the abundance of leftovers from the previous evening, there was more than enough food.
At two-thirty that afternoon I finally decided to head home, cognisant of an early arrival home by my parents. As I was about to leave, Hector asked Floyd, “Will you be bringing along your impressive range of butt plugs for our weekend in two-weeks time?”
“Sure,” Floyd answered.
“Great,” Hector replied.
“Butt plugs, why butt plugs?” I innocently asked.
“Well… we need to stretch you,” Floyd answered, matter-of-factly.
“Why do you need to stretch me?” I naïvely asked.
“Well, we’re going to double-fuck you,” Floyd answered.
‘Oh, fuck,’ I thought, as my eyes moved from side to side observing the impish looks on their faces.
Alessandra
- 03.12.2022
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