My First Boss

by Caliban

9 Nov 2021 7635 readers Score 8.9 (494 votes) PDF Mobi ePub Txt


After finishing school, I enrolled in a college where I completed a six months course in computers. Afterward, I battled for a short while to find a job, but fortunately, a friend told me about a company looking for a computer person in their distribution department. I arrived at the interview along with six other applicants. After our verbal consultation, we got taken to a room to test our manual dexterity. Both results would get evaluated, and that we would be contacted the next day.

The next afternoon I was elated when the HR lady, who had put me through my paces, phoned to say that I had got the job. I began working there the following day but did not meet my boss, Harold Corbin, until a week later. Mr. Corbin was away on his annual holiday.

From the general chitchat in the department, before his arrival back from holiday, it appeared that Mr. Corbin was not very popular. According to my colleagues, he was an ugly arsehole with an enormous ego. I decided to take their criticism with a pinch of salt and make my mind up when I finally met him.

During the week before Mr. Corbin’s return, the staff in my department learned that I was gay. I was not in the habit of broadcasting my sexual orientation to the world, but once I found out that a fellow worker and I had a mutual gay friend, the cat was out of the bag. I was both relieved but a little concerned, wondering how my new boss would receive the news.

‘What the hell… Things are what they are,’ I philosophized.      

Mr. Corbin was indeed unattractive. He was forty years old, bulky, bald, and all his facial features were oversized. When he opened his thick lips, it looked like a doughnut stuck to the lower part of his face. Mr. Corbin always appeared sweaty and walked awkwardly with his fat feet facing outward. His hands were huge and looked like two bunches of bananas extending from his thick arms. When I got introduced to Mr. Corbin, he seemed cordial. By that afternoon, however, he began eye-balling me.

Oh fuck,’ I thought, ‘He knows.

Over the following few days, his stares became more intense, and dare I say it, friendlier. I began to feel slightly uncomfortable with his continued pleasant demeanour towards me, not wanting my fellow workers to think that I got favoured in any way. During my second week, as we were all about to leave one afternoon, Mr. Corbin asked me to remain put.

“Sure, no problem,” I replied.

“Just stay where you are Darren, I’ll be with you shortly,” Mr. Corbin concluded before returning to his office.

I sat and watched the mass evacuation. Fifteen minutes later Mr. Corbin passed by me, explaining that he had better make sure the front door got locked. Upon his return, he smiled and casually requested me to follow him to his office. After inviting me to take a seat he spoke, “As busy as we have been lately, Darren, I feel guilty that I‘ve not engaged you properly. I hope you don’t mind me delaying you today?”

“No, sir,” I answered politely.

“Good,” he replied with a grin. “I believe you are a… You are gay?” he replied, in a somewhat flustered babble.

“Yes, Mr. Corbin,” I answered.

Nodding his head, he then responded with a smile. “Sometimes I think you gay guys have the right idea.” Observing the puzzled look on my face, he continued, “I have a bitchy wife and two teenage brats at home. They all ignore me, and to them, I am merely the arsehole who supplies money.” I smiled apologetically but said nothing. “Married life sucks,” he concluded.

Then after a brief pause, he asked, “Where do you live?”

“Currently, I reside with my parents, Mr. Corbin, but hope to get my own place shortly,” I replied.

“Ah, well, then you happen to be speaking to the right person in that regard.” Before I could answer, he continued, “A buddy of mine is in that line of work, and so I will make inquiries for you tomorrow. I would imagine you are considering a fully furnished option?”

“Yes, that would probably be the cheaper option, but I don’t want to put you to any trouble, Mr. Corbin,” I retorted.

“Nonsense, it’s no trouble at all,” he finalized. We spoke for a short while afterward before he arose and stood next to me.

“Well, I am sure you would like to get on your way,” he stated. Mr. Corbin then placed a hand on my shoulder while regarding me with a curious look in his eyes. As he cupped my chin in his enormous hand, I almost got the feeling that he was about to kiss me. Then he moved slightly backward to liberate me from my chair.

In the next few days, Mr. Corbin was true to his word, and within two weeks, I had a place of my own. It was a nice bachelor pad conveniently located close to work.

On my first Saturday morning in my new home, the doorbell rang. Mr. Corbin had popped by to see how was settling in. I had not yet closed my sleeper couch and apologized for the untidiness. As we stood in the kitchenette drinking coffee, Mr. Corbin informed me that his wife and kids always shopped on Saturday mornings and that he loved this alone time.

As we spoke, he moved ever closer to me before finally pinning me up against the counter. In a heartbeat, his arms encased my body, and his bulbous lips locked onto my mouth. With his large hands clamping my head, capitulation was inevitable. It amazed me how much this unattractive man was exciting me as he kissed and caressed me. Mr. Corbin’s soft lips and large body felt comforting.

When our heads moved apart, he stared into my eyes and said, “I want you.” Before I could answer, he again secured my mouth in an oral embrace. After a few more minutes, he whispered, “Let’s move to your bed.” Once we had undressed, he looked at me with eager eyes before uttering, “You’re fucking perfect.”

Mr. Corbin’s hefty body was firm and quite hairy, and his cock was the most unusual one I had ever seen. From his dick’s base, the first four inches of his cock was incredibly thick, but it tapered substantially towards the front, and the head of his knob looked like it should belong on a much smaller penis. His bloated balls looked heavy, and a mass of hair festooned his entire crotch. After again pulling me toward his body, his fantastic oral skill again re-emerged.

“I love the way you kiss, Mr. Corbin,” I mumbled ecstatically.

“Please, call me Harold when we’re alone,” he muttered. Harold began moving me onto the bed before settling on top of me. Enveloped by him, with my legs curled around his big hips, his lips began to explore my entire head. I was tingling with excitement as he took possession of me. After what seemed like an endless period of bliss, Harold lifted and told me to turn onto my stomach.

When his dick-head located my pucker, he said, “Once I enter this hole, you belong to me.”

“Yes, sir,” I whimpered. When the pressure of his cock began to prise me open Harold groaned contentedly. My backside increasingly adapted to his girth, challenged as never before. The discomfort was strangely gratifying, and I could not wait for his thrusting to commence. Teasing me, he first held still for a short while.

“Please, please fuck me,” I began to plead.

As his hips began their slow rhythm, Harold began to grunt with excitement. Nestled in his clammy embrace, he humped my lithe physique. When his plump lips suctioned onto my ear, Harold pushed a massive thumb into my mouth, securing my head between his hands. I sighed like a contented baby with two large pacifiers, one in my mouth and the other in my backside. With his fat tongue exploring every crevice of my ear, I sucked on his thumb. Harold kept a steady tempo going as his knob caressed my sphincter. I had never experienced anything more heavenly in my life.

Oh god, please do not let this stop,’ I intoned in my mind.

With ever-increasing momentum, Harold began to hump me harder and harder. I was so stimulated that my balls began to erupt. Aware that I had unloaded, Harold lifted onto his arms and solidly began ramming his thick knob into me. As he growled, I could feel the contents of his heavy balls spraying into me.

“Jesus… Oh, dear Jesus, that was awesome. You belong to me now, Darren,” he decreed possessively.

Afterward, Harold cocooned my body for several minutes. When Harold finally got off me, I got instructed to change my body position and lay on my back with my head on the pillows. Moving up on his knees, Harold placed his right knee under my left armpit. After leaning over my chest with his arms on the backrest of the sleeper couch, he then put his left foot above my right shoulder to anchor himself. Harold now commenced smearing and mashing his balls all over my face. As he grew more comfortable in this position Harold began pushing one, then the other ball, in and out of my mouth. 

When I took over from him and freed his hand, he began tugging on his dick as I slavered and drooled to my heart’s content. I had never before met anyone who derived so much stimulation from his balls. Every five minutes, Harold kept alternating his leg and knee position before again changing back. After a time, I manipulated his backside forward to locate his arsehole. When I began licking and prodding my tongue into his rosebud, I thought Harold was going to hit the roof with excitement. This procedure would become a signature ritual in our lovemaking.     

I also got introduced to what would be another signature routine with Harold as he spewed his spunk over my face before smearing the jizz with his fat knob. After Harold licked my face clean, he began sucking me off. The blowjob did not last very long because he had the most incredible mouth I had ever encountered. I couldn’t comprehend what he was doing with his tongue, but whatever it was, it was magnificent. Harold’s lips, which I had formerly found unattractive, now found my butt-hole and began slurping his load out of me.

Without pause, Harold remounted my body and commenced kissing me. I had never imagined that he could be such a stud, and shortly I was again, getting a solid fucking. I just loved the way his big body bounced on me as his fat knob thumped my hole. With my head framed by his thick hands, his fat lips suctioned onto my mouth. When Harold again began to erupt, I was exhausted but exhilarated.                 

Over the next year, I saw a lot of him. Saturdays, however, were always the highlight of my week, as opposed to our quickies during the week.

One year later, Harold divorced his wife and moved into the bachelor pad next to mine.

Need I say more?                    

by Caliban

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