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Sunday

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Rendezvous with a new acquaintance and a strange man.
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Sunday

I sat in my car in the hotel parking lot deep in thought. Listening to the rain hitting the windshield had put me in a semi-conscious state somewhere between sleep and the real world that I slipped into without realizing it. My mind raced and I calculated options; my hand wanted to grasp the door handle to permit my exit, but my muscles refused to accept the signals from my brain that would make this possible. I was frozen in place as well as in time; the clock was ticking. 9:08pm. Damned traffic made me arrive four minutes late and then I couldn't get out of the car, paralyzed by...what? No going back.

I grabbed the handle and got out, slowly locked the car and then walking in the rain, oblivious to the puddles, into the hotel lobby to the elevator. Everything was running in slow motion, sounds seemed to be missing and my peripheral vision was blurry, yet I moved.

Getting into the elevator, I pressed the button for the executive floor and waited what seemed to be an hour for the ten-floor trip to be completed. I drifted along the corridor to room 1015, Cory's room, and stopped at the door to check my watch. 9:12pm. I took a deep breath and pushed the buzzer.

Several seconds later the door opened, and Cory stared at me, his face expressionless. "You're late," he said.

"Sorry, sir. There was traffic and the weather..."

"I didn't ask for an excuse, did I?" interrupted Cory.

"No, sir, but..."

"I also didn't ask you to say anything," said Cory sternly.

I lowered my eyes to focus on the carpet but said nothing. "Come inside, Jack," commanded Cory.

Walking into the room I heard the door close behind me and the lock engage. There was no turning back now. The question, "why are you doing this?" echoed inside my head but there was never an answer.

"I told you not to be late and you disobeyed me so there will have to be consequences. Do you understand?" said Cory.

"Yes, sir," I responded, meekly.

Walking over to an armchair in the living room area Cory said, "Remove your clothes."

I did as I was instructed and after placing them neatly on the floor, stood silently facing him. After studying me for a short while, Cory proceeded to remove his shirt and place it on the sofa. He then took off his pants, removed the belt and placed the pants next to his shirt; he wore no underwear and was now naked as well.

Cory moved towards me, stopping with his chest against my arm. His hand reached for my penis and gently stroked it causing an immediate reaction. "Getting excited?" whispered Cory.

"Go to the chair, bend over and grasp the arms," came Cory's command. I hesitated but slowly began to move in the direction of the chair. "Now!" barked Cory.

"Yes, sir. Sorry, sir," I stammered.

"No sounds from you," was his immediate response.

When I was in position, Cory stated quietly, "You were twelve minutes late tonight and you will receive twelve strokes from the belt. If you make a sound I will begin the count again. Am I clear? Nod your head if you understand," said Cory. Reluctantly, I nodded.

And so the punishment began. The first lash to my buttocks was a surprise but delivered lightly as I came to understand. I accepted the next nine, each harder that the one preceding it, biting my lip. The final two were special, administered without holding anything back. It took all my willpower to keep from crying out but somehow I managed; I was glad and relieved when it was over.

Cory told me to stay still when he finished and then he went into the bathroom to get some lotion to soothe my sore, red flesh. He was very gentle applying it and it felt cool and comforting. He reached around to stroke my semi-erect penis with one hand while using the fingers and thumb of the other to probe my anus. The conflicting sensations of a sore ass that was being penetrated and a dick becoming erect while being stroked was exceptionally pleasurable.

"Turn and face me," said Cory as he knelt by the chair.

As I straightened up and faced Cory, he leaned forward and took my stiff cock into his mouth. He moved up and down on the shaft, slowing occasionally to lick and caress the head with his tongue and lips. It didn't take long for the tingling in my loins to build to a crescendo and soon my dick started pulsing semen. Cory slowed his movements to permit my cock to empty into his mouth.

After squeezing the last drops of cum out of my dick, Cory stood up, grabbed my head by the sides and placed his mouth over mine. Looking into my eyes he proceeded to slowly empty the contents of his mouth, my cum mixed with his saliva, back into my mouth for me to swallow. I gulped it hungrily, licking my lips when I finished and said, "Thank you."

"Don't thank me yet," came the reply. "I have invited a friend over and I wanted you to have an orgasm before he arrives so you understand that you are here to provide, not receive, pleasure. He should be here momentarily, and you will do as you're told without hesitation lest you embarrass me. I don't think that I should have to explain what will happen if I am embarrassed by your actions."

"Yes, sir," I responded.

"On the desk you will find several items, bring them here," he said.

I went to the desk and picked up four leather cuffs with chrome rings, a leather collar with a similar chrome ring, and a ball gag with a leather strap, all with buckles for fastening. As I returned to Cory he quietly stated his instructions. "I would like you to put the collar and cuffs on and fasten the buckles so that they are snug but not uncomfortable. If you choose not to comply with my request, you will be free to get dressed and leave. However, if you do as I ask, it will be of your own choosing and you consent to follow my instructions. Take a minute to decide if you wish."

I stared at the items in my hand and, guessing what was to come, became gripped with an uneasiness that I have never felt before. My safety will be in Cory's hands and once I close these buckles I will be powerless to change my mind. The gag will stifle any screams and cries for help so I will be isolated in a prison of my own making. Instinctively I knew the right course of action and wanted to grab my clothes and run out into the rain, going as far and as fast as I could. As I reflected upon my situation, I put the first cuff on my left ankle and fastened the buckle. I took a breath and fastened the next cuff on my right ankle. Looking at Cory, I managed to fasten the cuffs on my wrists and followed with the collar.

I held the ball gag for a moment and then, handing it to Cory, I knelt facing away from him. He caressed my hair before inserting the ball and fastening the buckle behind my head. "Very well, then," was his only comment before the door buzzer sounded.

I was startled by the sound and simultaneously my stomach tensed. What the hell am I doing? I am naked, with someone I met two days ago, submitted to a lashing because of traffic and now I have consented to God knows what. This is bordering on crazy!

The thoughts raced through my mind so quickly that I didn't have time to react as Cory covered my eyes with a blindfold and tied it behind my head. I mumbled in protest, but it was futile and Cory knew it. He guided me to the chair before answering the door and I sat still, waiting apprehensively as the last remnants of semen dried on the tip of my dick.

As the door opened, I heard someone walk in and listened to the conversation between Cory and this new fellow. His voice was deep yet soft and authoritative. Cory's spoken responses were short and to the point, no idle chatter here, so I sensed a pecking order with me on the lowest rung of the ladder. There didn't seem to be anything threatening being said but my sore butt brought back the realization that a fist in a velvet glove can still do a lot of damage.

"So, this is the new initiate?", said the stranger. "He is certainly good looking, and pliable I assume?"

"Yes, he follows instructions well and is very willing to learn," replied Cory. "I had to discipline him today but no problems in that respect either."

"Excellent," came the stranger's response.

I heard footsteps and then felt a clasp hook onto the ring of my collar, followed by a tug causing me to stand. "I see that his ass is quite red," commented the stranger, "it must be painful."

"I imagine so," replied Cory, "but he will remember the lesson."

I was guided to the small dining table by pressure on my collar and then strong hands bent me over so that my stomach and chest rested on the top. Another pair of hands near my ankles forced my legs apart and then rope was used to secure my ankle cuffs to the table legs. Additional rope was used to secure my wrist cuffs to the opposite table legs leaving me immobile with my anus fully open and exposed. Now I was beginning to get very nervous.

I felt a strong gloved hand, clearly not Cory's, glide back and forth along my rump like a blind person reading braille, before stopping on my right buttock. I was holding my breath while I waited for the hand to move on from its position when I heard a loud slap and felt the intense pain that accompanied it. I strained against the ropes and groaned loudly into the ball gag, shaking my head from side to side. "Oh yes, very sore indeed," said the soft, deep voice.

I was panting heavily now, with my heart racing and my fists clenching, water from my eyes was being absorbed into the blindfold. "We have to take the focus away from the tender spot to alleviate the pain, don't we Cory?" said the strange voice.

"I think that would be appropriate," came Cory's response.

Within a few moments of hearing those words came a cool, slick finger, one that I recognized, circling around my anus. Cory pushed some lube into my ass and then inserted his finger, moving it in and out. He followed this with a second, rotating the two to spread the lube, stretching my anus to its limit. I groaned and tried to ease the pain by wriggling free but it was no use. Cory was intent on opening me up and probing deep.

Finally, the fingers retreated and there was momentary relief to be followed by the pressure of a large, hard cock slowly forcing its way into my ass. I groaned and tried to scream into the gag but the garbled sound was muffled. A hand that I knew as Cory's caressed my head and stroked my cheek, trying to sooth this animal in pain. "Yes, that's right, let it out and then try to relax and enjoy the pleasure that comes after the pain," whispered Cory.

After a few minutes enduring the long, steady thrusts of this man's dick, I did relax a bit and began to experience pleasurable sensations, even feeling the beginning of an erection. The pace kept up and I could feel his balls slapping against mine when he went all the way in. I began to moan with pleasure, definitely wanting him to go deeper and fuck me harder.

It was as if he read my mind since the tempo increased and he pushed balls deep into my ass with each stroke. I felt the buckle on the gag get released and then it was removed right before Cory pushed his dick into my mouth. "That's it, take it all," Cory commanded as his cock slipped down my throat.

Two strong hands grabbed my hips and held me still for the final strokes that brought a cry of pleasure from the stranger and a flood of semen into my guts. Cory pushed deep into my throat and released his load as well, stifling a cry in the process. I was impaled from both ends with cum flowing out of my ass and seeping from my lips.

Cory slowly withdrew his dick from my mouth and the strange man removed his cock from my ass with a loud 'slurp' sound. I could feel the fluid dripping over my balls as well as a hand rubbing and caressing them. I didn't realize it then but the cum that oozed from my ass was being collected.

After a minute or so, when a puddle of semen had filled the stranger's hand, it was placed by my mouth. I could smell the bleachy aroma as the scent reached my nostrils so I knew what was being placed at my lips. No one spoke but I knew what I was required to do and instinctively my tongue reached out for a taste of this man's cum before I proceeded to lick it all from the palm of his outstretched hand. "Good boy," was all he said.

"Yes, he serves well. You sampled his ass but I think that you would also enjoy fucking his mouth. He takes every inch of your cock without gagging and when you cum he swallows every drop. A real sweet cocksucker," said Cory as he stroked my cheek.

The strange man went into the bathroom to wash up and Cory stayed with me. When the fellow was finished he thanked Cory for the pleasant evening and said that we would have to meet again soon. As he walked past me on the way to the door, he rubbed my ass and said good night like a true gentleman.

Once he was gone, Cory untied the ropes allowing me to stand up again and took off the blindfold. "You can thank me now," Cory said, "it could have been much worse. He's not usually that gentle."

"Yes, thank you, sir," I replied.

"Clean yourself up and then you may go," said Cory without looking at me. "I will be heading out tomorrow morning, but I have plans to return in about three weeks. Write your number on the pad on the desk and I'll text you to let you know when I'll want to see you again."

"Yes, sir, I understand," I said softly as I gathered my clothes and walked towards the bathroom.

After I washed up, rinsed out my mouth and put some lotion on my butt cheeks, I was beginning to feel a bit better. I walked back to the living room area and Cory looked at me in the same manner as he did when met in the bar a few days ago. I smiled in return.

"No one would guess what you looked like 20 minutes ago, Jack. Wonderful transformation," exclaimed Cory.

"Thank you, sir," I replied. "May I leave now or is there something else, sir?"

Cory approached and stood with his still naked body touching mine, his hand lightly rubbing my stiffening penis through my pants. "I'll bet that you would like to feel this hard cock going into someone's tight ass tonight, wouldn't you? Oh, yeah, I can feel it in your erection. You want to push deep into someone and hear them groan as their asshole gets stretched, and then moan with pleasure as they cum in response to your thrusting. Then your release. Hot, forceful and oh, so satisfying. Am I right, Jack?"

"I would enjoy that, yes sir," I said softly.

"Would you also like to experience an orgasm from having someone fuck your ass, Jack? That sublime feeling that comes in return for giving someone pleasure with your own special pussy. Does that excite you, Jack?" whispered Cory.

"Yes, sir," I gasped quietly.

Cory stopped rubbing my dick and walked towards the door. "I will be in touch, Jack. Until you see me again I don't want you masturbating or having sex with anyone else. Do you understand?"

"But," I started to say in protest and then stopped myself. "Yes, I understand, sir," I continued.

Cory opened the door and said, "Good night, Jack."

"Good night, sir," I whispered as I walked into the corridor.

The evening's rain had stopped but it was still damp when I got to my car. I gingerly sat behind the wheel and did not move for a few minutes. A few days ago I was timidly trying to decide if I should venture into a gay bar and now I find myself sitting in my car with sore butt cheeks from a lashing, semen dripping from my anus and a stomach filled with cum from other men. I submitted to anal intercourse with someone I never saw and who fed me his semen after it dripped from my ass. I did this eagerly and willingly. My God, what happened to me?

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