Newly sub

  As I walked through the door, he grabbed me and turned me around. "Shut the door and take off your clothes, boy, " he ordered. As I shut the door and began to undress, he told me that I was not to speak unless told to do so and that I should realize that he was in full control. I nervously continued to remove my clothes wondering what was to follow. I had never allowed myself to completely submit to anyone before, and I was more than a little apprehensive.
"Bend over, " he said as soon as my underwear hit the floor. "Very nice, " he whispered while rubbing my upraised ass. "Now stand up and put your hands behind you!"
I placed my hands behind me and he quickly placed on the leather cuffs. This was quickly followed by placing a collar around my neck. He turned me around and led me over to the love seat.
He sat down and commanded me to kneel. "I know that you have little experience at this, so I will try to be accommodating, " he said as he removed his shorts.
His large semi-erect cock spilled out and began to lengthen right before my eyes. "Do you wish to please me, boy?" he asked. "Y-yes Sir, " I stammered. "Then put that mouth to work, and suck this cock!" he ordered as he tugged on the leash and pulled my head to his waiting member.
I slowly ran my tongue along the length of his cock, tasting him for the first time. A shiver ran through me as I lathered his dick with saliva. I flicked my tongue over his head tasting his pre-cum.
"Take it into your mouth, boy, " he instructed.
I stretched my lips over him and began to move my head up and down. I felt him getting harder as I sucked his manhood into me and ran my tongue on his rock hard shaft. After several failed attempts to take his entire cock into my mouth, I was finally able to feel his scrotum on my chin.
I couldn't believe how much I enjoyed knowing that I had a mouthful of another man's cock. My excitement caused me to moan out loud. "You like sucking that cock don't you boy!?!" he asked. "Yes Sir, " I replied. "Good, you can finish that later, stand up."
I reluctantly surrendered his cock and stood up. He led me into his bedroom and bent me over the bed. "That sure is a nice looking ass, but I'm afraid it needs some color" was all the warning I received as he brought his hand down on my ass with a loud slap.
After several more hard slaps, he stopped and went over to his dresser. He pulled several menacing looking objects out and returned to me. He unclasped my hands from behind my back and secured them to his headboard, and positioned me face down with my still smarting ass up in the air.
I nervously watched him approach the bed and stand beside me. He rubbed his hand over my ass admiring his handiwork, "What a lovely shade of red, boy. I wish you could see it. But now, I have other plans for this. Lift your ass higher." I complied and felt something cold and wet as he began to lube my virgin hole.
Then, without warning, he slid his finger partway into me. I gasped and pulled forward. "Ah, nice and tight. Do not pull away again, understand?" "Yes Sir, " I answered. He inserted his finger inside me again, and began to move it around in a circle and push it in and out, adding first one finger and then another.
After several moments, it ceased to be uncomfortable, and I found myself pushing my ass to meet his hand.
"You like that don't you boy?"
"Yes Sir."
"Good, because we are just getting started, " he said smiling. He removed his fingers from inside my ass and I heard him rummage amongst the things from his drawer. I again felt lube on my opening and then something larger than his fingers pushing against it. I gasped as the butt plug entered me, but was careful not to pull away.
"We need to prepare your ass for me, boy, so hold on, " he warned. I heard a hand pump and felt the plug begin to swell in my ass. I grunted as the plug expanded.
Just when I thought I could take no more, he stopped the expansion, but let no air out. My asshole was stretched by the now massive (at least in my thinking) intruder.
"We'll wait here for a moment, " he said as he climbed up on the bed and positioned himself in front of me with his legs to either side of me. I saw the hose and pump in his hand and the smile on his face.
"Uncomfortable, boy?" he asked.
"A little, Sir, " I answered.
"Don't worry, you can take your mind off your ass by using your mouth. You like sucking my cock with that hot little mouth of yours, don't you?"
"Yes Sir, " I quickly replied.
"Then prove it!" he said as he slid down in front of me bringing his dick within reach of my hungry mouth. I hurriedly leaned down and ran my tongue over his entire length, covering him with saliva. I hungrily licked his purple head, again tasting the pre-cum oozing out of him.
He squeezed the pump, making the plug even larger. I grunted as I took the head of his hardening dick into my mouth, swirling my tongue around it. I threw myself into sucking him, trying to forget about my stretching asshole. The pain was non-existent as long as I could fill my mouth with his manhood.
I licked his balls and shaft as he made the plug in my ass larger and larger. I swallowed as much of his now massive hard cock as I could, bobbing my head up and down as fast I could, feeling him slide in and out of my now sore mouth. I moaned as I serviced him and felt my ass stretched.
He grabbed my head and pushed me down on him. He began to buck his hips and fuck my mouth. I began to panic, I had never tasted a man's seed before and I knew he was close. As he began to moan, a calm settled over me as I realized this was what I truly wanted, to please him was to please myself. I sucked even harder as he pushed his swollen cock into my now eager mouth. After a brief wait, I felt him explode inside my mouth, coating my throat and tongue with his hot cum.
At the first taste of his hot fluid, I loved it. I almost choked from the amount, but I just kept swallowing.
After a few moments, it decreased from a gush to a dribble. I felt his member begin to lose its hardness, and he pulled out of my mouth.
"Clean me, boy, " he said pulling me towards his dripping cock. I quickly licked his member clean of his juices.
"Very good , boy. I'm impressed. You liked that didn't you?
"Yes Sir, I did."
"Well, maybe I can turn you into a cum slut after all." He moved himself off of the bed and came around to my ass again. "How does that feel?"
"Full, " I replied.
"Not yet, but soon!" He rubbed my ass vigorously for a few minutes. "How sad, it's lost its color. We'll have to fix that." He picked up a leather paddle from the pile of things on the bed. "Be prepared, this is going to hurt. Remain still!"
"Y-yes Sir, " I stammered. He brought the paddle down with a loud smack and pain erupted from my bottom. This was nothing like the punishment doled out from his hand earlier. I yelped and pulled forward. He tugged on my leash.
"I told you not to move, boy!"
"Sorry Sir." He attacked my my ass again with the paddle, and the pain intensified. I was careful not to move away. I buried my face in the pillows, actually raising my ass to meet the blows.
"Good, boy, " he said. He continued to spank my deserving bottom, sometimes hitting the plug still wedged in my ass, driving it even deeper. After what seemed like an eternity, he finally stopped and I became aware that I was crying into the pillow.
"Ah, bright red. Just the way I like it. Are you okay, boy?"
"Yes Sir, " I answered.
"Good, because we are far from finished." He picked up the pump for the plug and I felt my asshole begin to close as he slowly released the air from it. He removed it from my ass and again inserted his finger.
"Hurt as much now?" he asked.
"No Sir."
"Well, let's see if you're truly ready to please me." I felt more lube being applied to my ass again followed by the insertion of yet another plug. This one felt larger than the last one at first, but to my surprise hurt far less. He walked around to the side of the bed, and turned my head to face him.
"Now boy, I want you to make this nice and hard, " he said as he pulled my head towards his semi-erect cock, "Open your mouth."
I opened my mouth wide as he waved his member in front of my face, and then without warning he shoved it in. I almost gagged, but quickly recovered. I began to run my tongue up, down, and around his hardening shaft and sucked hungrily. I was nervous about what I knew was going to come, but excited too.
My ass burned from the paddle and was stretched by the plug, but I knew he wanted more. It did not take long for his cock to become hard and massive again and he removed it from my mouth, saliva dripping off of it.
He silently walked behind me.
He removed the plug from my ass, applied some more lubricant, and I felt him climb up on the bed. I began to tremble with uncertainty, I had never been fucked in the ass before, and his cock was quite large. He pushed my legs apart and positioned himself behind me.
"Don't worry, boy. This isn't MY first time. Relax, enjoy it, and remember that I like it and that is what should be important to you."
"Y-yes Sir." I replied as I felt the head of his dick push against my opening. He pushed forward with a steady pressure and all of a sudden his head thrust into me. I gasped out loud as his dickhead stretched my asshole mercilessly. He paused for a few seconds to let my ass adjust, and then began to push forward again. He slowly worked his huge cock into my tight ass inch by inch, pushing forward then stopping, then pushing forward and stopping, my groans not slowing him. I couldn't believe how stuffed I felt and that his cock was actually inside me. He pushed forward again, and I felt his ball sack touch my thigh as he buried himself into me all the way. He stayed there for several moments.
"Ah boy. You are nice and tight, " he sighed. He began to slowly pull out almost all the way, and then slowly bury his manhood deep inside me again.
After several minutes of this, my groans of pain began to change to moans of pleasure as I became accustomed to the monstrous intruder. I started to realize that I liked the feeling of having my ass stuffed by his cock, it felt good to feel it moving in and out, in and out. He began to quicken his pace, still using those long deep strokes and I began to moan louder and found myself pushing back to meet him. It hurt still, but felt very good.
He suddenly stopped, his cock still buried in me. "You like that, boy?" he asked.
"Yes Sir!", I quickly answered.
"Would you like me to fuck your ass?"
"Yes Sir!"
"Then ask me."
"Would you fuck my ass, Sir?"
"Hardly convincing, boy. Try harder."
"PLEASE Sir, fuck my ass. You feel so good inside me!"
"Much better."
He pulled his cock back to the point where only his head was inside me, and then with one mighty thrust buried his entire length up my ass. I gasped from the sudden pain, but was given little time to recover as he continued to shove his cock in and out of me with those long, deep strokes, but much harder now. As his cock continued to slam in and out of my now ravaged asshole, my pleasure actually intensified. I found myself moaning loudly and pushing my ass back to meet his powerful strokes. My own dick became hard as his dick pounded into me.
"You like getting ass fucked, don't you. You little slut!"
"Yes Sir! Harder please!" I yelled back. I was rewarded with renewed intensity on his part. His thrusts lifting me up.
He suddenly stopped and pulled out of me with a wet popping noise. Without a word he came forward and untied my hands from the headboard. He flipped me over onto my back and re-secured my hands above me.
My ass cheeks were still sore from the paddle and I could feel the sheets scrape against them. He got back up on the bed and positioned himself between my outstretched legs. I spread them wider and lifted my ass to him, welcoming his still hard cock.
He smiled at me, "Let's see how deep we can get now, " and then in one swift motion impaled me with his cock, burying it to the hilt inside me.
I was in ecstasy as he drove himself into me again and again. I felt his dick would come out my throat. He lifted my legs up and slammed his cock into my ass with renewed vigor. After several minutes he stopped, pulled out and straddled my chest.
"Finish me, boy! Drink that cum!" he cried as he pushed his quivering cock towards my mouth. I eagerly plunged forward, tasting myself on him. I slurped and sucked greedily and was soon rewarded as he again erupted in my mouth, his hot cum scalding my anxious tongue. I sucked him dry and he removed himself from my mouth.
He climbed off of me, panting. "Very good, boy. I think we could definitely have a future, but I leave that up to you." He untied my hands and helped me sit up. "How was it?" he asked, "Were you satisfied with your lesson?"
"Yes Sir, " I answered, "it was quite enlightening. I have discovered my place!"
"Do you think so? Hmm. Here, " he said handing me the end of the leash attached to my collar. "There is a hook on the wall over that pallet. There are your clothes." He pointed towards the door to the other room. "If you wish to stay and continue your education, secure the leash to the hook and lay down. If you wish to leave, then do so with my blessing. If you decide to stay, think it over carefully, because it is not a decision to be made lightly!"
I looked at the leash in my hand and did think. I thought of the pain in my ass cheeks, the throbbing in my sore asshole, and the taste of him in my mouth. I knew that this was what I desired, because I felt fulfilled in a way I never had before. When he had moaned in pleasure as he shot his load into me, I had been proud. I walked over to the pallet, placed the leash handle on the hook. "I look forward to my continuing education, Master." 

(c)Ian C