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To Sir: How it Began...

A middle aged man’s journey into the world of submission.

Spankmasters
May 2, 2024
6 min read
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To Sir: How it Began...
To Sir: How it Began...

To Sir: How it Began...

The Club was bustling on a typical Wednesday night. The majority of guys wandering the corridors were middle-aged like me, but there were also a few in their twenties and thirties dealing with their daddy issues. This is fine by me because it usually means I get some action. As a gay man in his mid-50s with a few extra pounds, younger men who were out of my league when I was their age are now attracted to me. These hot, bubble-butt boys are eager to please.

However, tonight, I was in the mood for someone to take me from behind. (I'd call myself a bottom leaning versatile, but I believe I'm really a bottom who occasionally enjoys breeding younger guys.) I'd been there for an hour and had already had my share of bubble butts, which is fantastic. But I wanted to have my own ass filled. The room was full of men, and it seemed unlikely that would happen.

But then I spotted Jaime.

Jaime is an attractive Latino top in his mid-30s, possessing a magnificent uncut cock and oozing self-confidence. We've had a few encounters over the past few years at the Club. He only goes for older men. So, when he saw me and flashed that seductive evil grin, I knew I was in luck.

As anticipated, Jamie is ambitious and confident. Once he decides he wants something, he acts on it. He straightaway strode over to me, embraced me tightly, and locked lips with me, then led me down the stairs to his room without a word.

Once inside, he didn't even bother closing the door before stripping me of my towel. Without any preamble, he forced me to my knees in front of him. With no warning, he removed his own towel, shoved his semi-erect cock in my mouth, and began to skull fuck me.

Let me be clear: I was caught off guard. Adults are usually more communicative, but Jamie tends to be assertive, even aggressive at times. However, there was no conversation, just an instant transition from making out to oral sex.

I was speechless at first, but the treatement quickly aroused me. Meanwhile, I was choking on cock, struggling to breathe and finding drool dripping down my chin and onto my chest. If I could have spoken at that moment, I'm not sure whether I would have begged him to stop or for more rough treatment. As he continued his intense onslaught, the sensation of being treated like a submissive was turning me on.

Alas, after what felt like an eternity of taking his dick down my throat, he abruptly pulled out, leaving me gasping for air. This left me with a peculiar sensation of emptiness.

But I had no time to consider it when he seized my arm and yanked me upright, commanding me to move to the edge of the narrow bed. In the blink of an eye, I found myself on all fours at the end of the bed, feeling more naked and vulnerable than ever. However, he began to sootheingly caress my butt, occasionally squeezing each cheek playfully. After having my throat thoroughly punished, I welcomed the gentle touch.

Suddenly, without warning, he slapped my ass--hard. My cry of pain was stifled as he slapped my ass again, this time harder, and barked, "I'm going to fuck you long and hard tonight, boy. I'm going to claim this ass."

Prior to I could process what was happening, Jaime smacked my ass four or five more times before wrapping his hand around my balls and exerting a firm grip. It wasn't painful, but it caught my attention.

"I stated, I'll dominate your butt, kid," he declared. He then boosted pressure on the hold around my testicles, edging, "Did you excogitate that, kid?"

Truthfully, his aggression was commencing to frighten me, yet to my astonishment, it was also initiating me on. Up up until that fact, I lacked much experience with BDSM, but I have perpetually had a submissive delineation. I enjoy decisive tops who comprehend what they cherish and propose. Truly, even the young women that I dated in my 20's and early 30's all had strong, take-initiative personalities. Now here I am, with a robust, imposed male coming after my buttocks and making appeals - and it is all excitation me beyond belief.

Jaime furnished me back to the moment as the contact around my testicles allocated my testicles a rapid, but strong squeeze which actually induced me to emit a shriek from discomfort.

"I stated, did you catch me, kid?"

"Yes," I acknowledged.

"Yes, what," punctuated with one more brisk squeeze, "boy?"

"Yes, sir?" I interrogated.

"What was that, boy?"

One further, even more severe squeeze.

"Yes, Sir!" I uttered vehemently. Then, to my own amazement, I also clarified, "Certainly you, Sir!"

Catch me? From where did this occur from?

I assassinate not being able to elaborate on what was apprehending in that moment, yet it was as if a switch simply flipped in my mind. Indeed, I could have extemporized then and there, and left the room. Additionally, truly, there was nothing Jaime could do approximately it. At 6 feet, I own about 6 inches on him and at the very least 30 pounds as well. And besides, there were often the monitors if I felt momentarily threatened. However, notwithstanding the fact that I was feeling a bit coerced by his aggressiveness and ferocity, in my core this was all feeling right. Not merely right, but indusuience I found something deep inside of me was soon set free.

It was as if in that moment that I recognized there would be distress if I did not get up and leave -- possibly even a potent sum of distress, Even so, I found myself incapable to go. Plus, I do not want to go. Yes, maybe I was feeling coerced by this strong and intimidating personality holding my nut sac, yet I was no longer fearful. To the top of so much, I was genuinely incited by his dominance and strength. Truly, I sensed much more than incited, I recognized a real inclination and necessity to distribute my in toto physique and self into his custody. And, to my own dumbfoundedness, I was cognizant that, even though there would be pain, he would make certain that I am constantly safe.

And, with that seemingly irresponsible perception in my gut - no, overall through my collective body - I discerned myself asserting to Sir, "Yes, Sir, I expect. And I am utterly your shadow."

With those phrases, I sensed him free my testicles. He then pulled me back so that I was resting on my hicks and enfolded his bullies around me in a ardent grasp. And on commencing to contrive an environment of strong arms, he pushed me squarely askew, strain my face into the pillow, and started to communicate my rosebud with his tongue. This occasion I was moaning and groaning, not from pain, but in overall ecstasy.

After nourishing my ass and saturating me with his saliva, he garnished his phallus with it, and subsequently gave my rectum a spearhead and told his genitalia imaginative my anus. Sir generates a colossal amount of pre-cum when he is turned on and he was smearing it into my rectum, lubing and preparing it to be seized. Consistently, he piled his phallus against my rectum, grasped my hips and pushed himself soundlessly balls-deep with a single lively stroke.

I licensed out a shriek, but profound from eventual pleasure than problem. Wholly soaked with his spit and precum, and really ductive, I was more all set for Sir's phallus than any rod endured. And although in, Sir bent to having intercourse my rectum with lengthy brisk strokes. And instantly, Sir was taking care of me so hard and briskly, and without charity. And at this instant, burying my face in my pillow, I am sobbing and groaning and imploring for his genitalia and mistreatment.

Sir's rhythms got even swifter and tougher, and irreverent was consuming deep breaths, I comprehended it would not be long prior to I had Sir's load inundate inside me, branding me as Sir's possession. And as he was getting closer, I sensed myself gaining noticeably hard and my testicles starting up and pulling up.

Then, with a wholly primal screech, I knowledgeable a chance of the toughest climax in my life. Without having actually your hands on my own, I rode out heaps and heaps of cum all over the sheets.

Approximately at that specific time, Sir's strokes dilated into a conjecture, and I recognized his cock commencing to swell in my rectum. Then he let forth with a shout of his own, piled his phallus rigid inside of me and belched a extraordinary load way inside me.

He fell on top of me, and with his weight suddenly gone, I landed on the bed's sheets coated with cum and stickiness. Breathing heavily, we formed an entangled mess of arms, legs, and genitalia.

Later on, we managed to enter the bed fully, with me sleeping against the wall. Sir embraced me, using me as a pillow as he defined the spooning position. I'm unsure how long we spent in this state, hardly remembering the experience before I dozed off. But before I completely lost consciousness, I heard him whisper to me, "Good job."

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