To Sir: How it Began...

The Club was busy for a Wednesday evening. Most of the guys cruising the halls, towels wrapped around their waists, were middle aged like myself, but quite a few 20 to 30-somethings than I usually see there, many trying to work out their daddy issues. Which is okay with me, because it usually got me a bit of action. One of the funny things about being a gay man in his mid-50's with a few extra pounds, is that I attract a lot more of these young guys than when I was their age. Hot, bubble-butt boys that were way out of my league in my 20s, were now hitting on me.

But though I love playing with those cute, young men and their smooth bubble butts, this evening I was in the mood to get fucked. (I suppose you could call me bottom leaning versatile, but I would tell you that I am more of a bottom who occasionally enjoys breeding younger men.)

Anyway, I had been there for about an hour, and had already played with a couple of the aforementioned bubble butts, which is great. But what I really wanted was to get my own ass pounded. Yet, in spite of all the men there, it was beginning to look like it was not going to happen.

But then I saw Jaime walking down the hall.

Jaime is a good looking Latino top in his mid-30s, with a beautiful uncut cock and just enough attitude to make him fun to play with. It had been a while, but we had hooked up there a few times over the past couple years. A total top, he is only into older guys. So, when he spotted me, and gave me the sexiest devil-may-care smile, I knew my luck was about to change.

Like I said, Jaime has an attitude, as well as ton of natural confidence. Once he decides he wants something, he takes it. So, it was no surprise when he walked right up to me, gave me a tight hug and planted a hard kiss on my lips, then, without a word, take me by the wrist and to lead me downstairs to his room.

Once inside, he barely had the door shut before he had my towel off, pushing me down to my knees in front of him. Without a word, he took off his own towel, grabbed my head and shoved his semi-hard dick in my mouth and just began skull fucking me.

I got to admit that I was taken completely off guard. He is always on the assertive side, even aggressive at times. But there is usually a little chatter, followed by some making out first to get in the mood.

But definitely no complaints here. Even though I was taken by surprise, suddenly choking on dick, it really turned me on to be treated this way.

This went on for a couple of minutes, but I must have scraped his dick with my teeth, because he suddenly grabbed a fistful of my hair and gave it a jerk, and with his cock still in my mouth he slapped me and yelled, "Watch your teeth, boy!"

Honestly, I cannot tell you what surprised me more, the slap or being called boy. No one has called me boy since I was one. And on top of that, I have about 20 years on him. I was a bit offended and thought for a moment of getting up and walking out. But there was greater a part of me that was beginning to get completely turned on by being treated in such a rough and demeaning way. So, I stayed there on my knees gagging on the cock pounding the back of my throat.

The skull fucking went on for what felt like an eternity. Most of the time I was choking and gasping for air, with drool running down my chin and dripping onto my chest. If I could have gotten enough air to form a coherent sentence, I have no idea if I would have begged him to stop or for even more abuse. So, when he suddenly did stop and pulled his now rock-hard cock from my mouth, pulsating and shining from my spit, I felt immense relief as I took a couple of full breaths. But oddly enough, I found that I was experiencing a feeling of absence, too.

But I had no time to dwell on it, because he grabbed me by arm, pulling me up, while ordering me to get off the floor and on the bed. I quickly found myself on my hands and knees at the edge of the narrow bed, feeling more exposed and vulnerable than ever before. But standing behind me, Jaime started to gently my butt, every once in awhile playfully squeezing each of my cheeks. After having my throat so thoroughly ravaged, I was enjoying it, starting to relax.

But without warning, he slapped my ass - hard. So hard that I actually cried out in pain. But before it could fully register, he slapped it again - harder -and growled, "Going to fuck you long and hard tonight, boy. I'm going to own this ass."

He then slapped my ass four or five more times before reaching between my legs to wrap his hand around of my balls and give them a slow, firm squeeze. Not real hard, but firm enough to get my attention.

"I said, I am going to own this ass, boy," he said. He then added more pressure on the grip around my nuts, demanding, "Did you hear me, boy?"

To be honest, his aggressiveness was starting to frighten me, but to my surprise, it was also beginning to turn me on. Up until that moment, I had no real experience with BDSM, but I have always had a submissive bent. I like assertive tops who know what they want and take charge. Hell, even the women that I dated in my 20's and early 30's all had strong, take-charge personalities. Now here I am, with a strong, dominant man slapping my ass around and making demands - and it is all making me horny as hell.

Jaime quickly brought me back to the moment as the hand around my scrotum gave my balls a quick, but hard squeeze that actually made me squeak in pain.

"I said, did you hear me, boy?"

"Yes," I answered.

"Yes, what," punctuated with another quick squeeze, "boy?"

"Yes, sir?" I questioned.

"What was that, boy?"

Another, even harder squeeze.

"Yes, Sir!" I said loudly. Then, to my own surprise, I added, "Thank you, Sir!"

Thank you, Sir? Where did thar come from?

I cannot explain what was happening in that moment, but it was as if a switch suddenly turned on in my head. Yes, I could have gotten up then and there, and left the room. And honestly, there would have been nothing Jaime could do about it. At 6 feet, I have about 6 inches on him and at least 30 pounds as well. And there were always the monitors if I felt especially threatened. But even though I was feeling a little intimidated by his assertiveness and aggression, in my gut this was all feeling right. Not just right, but like I found something deep inside of me was suddenly set freed.

It was as if in that moment that I knew there would be pain if I did not get up and leave -- possibly even a lot of intense pain, Still, I found myself unable to go. More than that, I did not want to go. Yes, maybe I was feeling intimidated by this strong and aggressive man holding my nut sack, but I no longer was afraid. On top of all that, I was really turned on by his dominance and strength. Actually, I felt more than turned on, I felt a real need and desire to put my very body and being into his hands. And, to my own surprise, I knew that, even though there would be pain, he would make sure that I am always safe.

And, with that seemingly insane feeling in my gut - no, throughout my total being - I heard myself telling Sir, "Yes, Sir, I understand. And I am all yours, Sir."

With those words, I felt him release my balls. He then pulled me back so that I was sitting on my heels and wrapped his arms around me in a firm embrace. And in the comfort of those strong arms, he pulled me back into him, and whispered, "You are my good boy."

He then, holding me even more tightly in his arms, he kissed my cheek.

But after a moment or two in this loving embrace, he suddenly pushed me back down, burying my face in the pillow. Pulling my ass cheeks apart, he started to give me the hottest rim job that i have ever experienced. This time I was moaning and groaning, not from pain, but in total ecstasy.

After thoroughly eating my ass and getting me slick with his spit, he spit in his hand and lubed his cock with it, and then pushed the head up against my hole. Sir produces a lot of precum when he is turned on and he was rubbing it into my hole, getting me all lubed and ready to fuck. Finally, he pushed his cock against my hole, grabbed onto my hips and shoved himself balls deep with one slow and steady stroke.

I let out a gasp, but more from pleasure than pain. Wet with Sir's spit and precum, and super turned on, I was more ready for Sir's cock than any cock prior. And once in, Sir went straight to fucking my hole with long full strokes. And soon Sir was fucking me so hard and fast, and without mercy. And all this time, face buried in my pillow, I am sobbing and moaning and begging for his cock and abuse.

Sir's strokes got even faster and harder, and breathing hard, i knew it would not be long before I had Sir's load up deep inside me, marking me as Sir's own. And as he was getting closer, I felt myself get extremely hard and my balls beginning to pull in and tight.

Then, with an almost primal scream, I had one of the most intense climaxes in my life. Without even touching myself, I was pumping out ropes and ropes of cum all over the sheets.

About that same time, Sir's strokes started to get erratic, and I felt his cock beginning to swell up in my ass. Then he let out with a cry of his own, slammed his cock deep inside of me and released one major load way up inside of me.

He then collapsed on top of me. And under his suddenly dead weight, I collapsed down onto the cum soaked and sticky sheets, with both of us panting, making us a hot and sweaty tangled mess of arms, legs and dicks.

After a moment or two, we both finally climbed the rest of the way up into the bed. Me facing the wall, Sir wrapped his arm around me as he spooned up against me. Since I sort of dozed off, I am not sure how long we stayed like that. But just before I drifted off, I heard Sir whisper into my ear, "Good boy."