The Historian

By Smoke Pup

Published on Mar 23, 2021

Gay

The burn.

I made a terrible mistake. I prepared the cigars like Master showed me before, and was pretty satisfied with the results! However, when I went to present them to him, I was met with a hard slap in my face. "I thought I told you to bring Asylums, boy. These are Flor de Olivia's." "But-" Before I could finish my excuse, Master grabbed me by my hair and dragged me over to the humidor. "Do these say Asylum on the band?" He said as he opened the chest, and I tried to shake my head in a no, but there wasn't an Asylum inside. "No, Master." He let go of my hair and lifted the bottom, revealing another batch of even bigger cigars with a black band. I noticed the skulls on them and blushed furiously when I notice they read `Asylum 13'. "And do these, boy?" "Yes Master.... I didn't know there was another layer, Master. I apologize." I kept my head bowed and gulped softly. Those cigars looked so hot. Just imagining Master smoke one was making me hard.

"Since you prepared these cigars however, We'll go with these." He said as he put the humidor back in one piece and closed the lid, turning towards me. "However, you will get punished for it." Oh no... Not again. "I... I understand, Master." "Now lay on the floor as I instructed, boy." I did as I was told and got on the floor, letting out a soft hiss when my butt hit the cold wooden boarding and lifted my legs up. Master was standing over me, looking down at me as he lit one of those huge cigars and got on his knees, blowing the smoke in my face as he unbuttoned his codpiece. He spat down on his already throbbing member and spread it out with his gloved hand before pushing against my sore hole. My eyes widened in a panic as I most definitely needed more lube, but before I could protest, he pushed in with a wicked thrust. I screamed and trashed underneath him, but my tiny frame was no match for him as he simply pushed my legs further towards my chest and kept his cock buried deep inside me. "Yea that's it. Scream, fucker." My hole felt like it was splitting over and filling with lava, but after a minute of trying to escape his monster, I gave up and looked up at my Master, casually smoking his cigar and just waiting for me to calm down. When he noticed I was done with my fit, he placed the cigar in my jaw and lit up the second one while slowly moving his hips back and forth. "Don't touch that cigar. It will stay in your mouth the entire time I'm fucking you, understood?" I nodded and puffed on the cigar before he straightened up and grabbed me by my hips. "Now keep your legs up. I need this ass."

For someone of 49 years old, Master Richard had the stamina of a racehorse. feeling his balls smack against my enflamed butt-cheeks over and over, together with this new burn inside my hole, made me carry on screaming like a banshee as he brutally fucked me, only muffled by the fresh and huge cigar I had in my jaw. After about 5 minutes, the pain mixed with pleasure and after 10, I was wishing he would never stop... 10 minutes after that however, I wished I never wished that. Because of my non-stop smoking, ashes gathered to the tip pretty fast, and without me noticing, it fell down onto my chest, making me yelp when the heat registered.

Master Richard never slowed down however and kept piledriving in and out of me, growling and grunting as he smoked his cigar way faster than I did and his ashes dropped down right on my balls. Some of it fell onto his cock and I could feel a new burn getting deeper and deeper. Right when I thought he would never cum, he moaned out loud and after some long and hard strokes, he hilted his cock deep inside me and I felt his load shoot deep inside me. After his orgasm faded, he took the cigar out of his mouth and motioned at mine. I finally took my own cigar out of my mouth, enjoying the fresh air in my lungs for a split second before he leaned down and kissed me deeply, exhaling his smoke into my lungs. He laid on top of me as we made out deeply and even though this fuck felt like pure torture, within a minute, I was already pushing my butt back and swirling my hips as his cock twitched again inside of me. Richard pulled his head away with a chuckle and grinned broadly. "I just raped the shit out of you, boy. Unless you want a repeat of that, don't tease me." I couldn't help but snicker and placed the cigar back in my jaw, lifting my legs towards my chest again, feeling his cock throb, which sent a shock of electricity down my body. "mmmh... I guess I'll just have to give you harsher punishments." He growled and slowly pulled out of my ass, which made me gasp and arch my back.

"Clench your ass boy. You're cleaning any mess you make in this house." "Yes Master." I said around my cigar and clenched as good as I could, however I still felt something leak when he pulled out completely. "You're lucky I have other plans for you, pig. Otherwise, you'd receive another harsh pounding right now." He pushed my legs down so I was lying flat on my back and scooted over to my chest, holding his slick cock right in front of my face. It smelled like cum, assjuices and iron for some reason. "Open up." He spoke. I removed the cigar and took his cock in my mouth, realising that the iron I was smelling was blood. He really DID rip me open... Somehow, this turned me on however and I proceeded to clean his cock thoroughly. I think I did a good job as I was rewarded with a sweet taste of pre before he pulled out of my mouth and got up, not even bothering with the codpiece. "Let's give that ass of yours a little break and follow me upstairs."

-------------------------------------------------------------------------------- ---------------------------------------------------- Fuck, this fucker was good. I had my doubts about him however. I didn't know if he was just playing innocent and had training before me. But that tight ass couldn't have taken that much use before me. I guess this boy was just a natural pain-pig. I wondered if he realised this himself at this point however, especially considering how confused and innocent he was acting. I looked back at him when I was at the door and chuckled as he looked at the ashes on the floor. "You may clean that later boy. Now hurry up." "Y-yes Master." He responded and I noticed his cheeks change to a rosy colour again. If he could take that rough of a fuck and that brutal of a spanking, I wondered what else he could take. I had more experienced boys give up on less before I met him. And I know I was being harsh on him, but he needed to understand what he could expect if he would surrender himself to me. Even though my goal was to make him realise that he might have made a mistake asking to be my slave, I was kind of hoping he would stay

I waited for Max to stumble towards me before making my way to the attic. Ready to actually start his training.


My vision finally steadied a little again when we reached the top of the stairs. The second I got up off the floor, I got so dizzy that I could barely look forward. I decided to leave the cigar in my hand for a while as the dizziness was followed by nausea.

I noticed Master was making his way towards the playroom and gulped. This would become a long week. "You ok there boy? You're looking a little green." Master spoke up as he turned his head towards me. "I'm alright Master... Just a bit nauseous." I admitted before he turned completely towards me and took the cigar from my hand. "That's enough cigars for now... I guess you deserve to rest a little. Go into the guest room and wait for me on the bed. I'll be there in a minute."

I went into the room he pointed me at and looked around. It was pretty big and had a bathroom attached to the room, which all of a sudden, I felt the urge to go.

After emptying my stomach however, I felt way better and re-energised. Still a little fuzzy about why that happened, but when I walked out of the door, I found Richard standing there with a small plug and a glass of water. "There. Feeling better, boy?" "Lots better, Master." I smiled and approached him. It was kind of odd seeing him without a cigar now, but I happily took the glass of water and slowly sipped from it before placing it on the nightstand and sat down on the bed, groaning softly.

"I guess we found the limit on how much you can inhale now." He smiled as he sat next to me. "We'll slowly stretch that limit and soon you'll get addicted. But I think I might have been a little too demanding of you from the get-go." I furiously shook my head and smiled. "No, not at all. I really love cigars and I can't wait to be able to smoke as well as you do." He chuckled. "And the pain?" "Well," I started, thinking about my answer for a second. "I mean, it's nothing you didn't warn me about." "it's going to get worse than this you know. Most of the times I'll hurt you because I WANT to, not because you deserve punishment." I chuckled and looked at him, raising my eyebrow. "Are you trying to scare me off, Master? `Cause it's not working." "No, I'm just making sure you understand what you're getting into." He said as he playfully slapped my balls and pushed me on my back. "I'm going to plug you up with this plug and then we'll have a little nap. If you feel better when we wake up, you're in for hell, boy."

Somehow, laying on the bed, looking up at him and imagining what kind of things he had planned, made my dick hard, and it didn't go unnoticed as Master Richard moved his leather palm over my member, making it rock hard before he pushed the lubed-up plug in. I moaned and wished he would continue playing with my dick, but his gloved hand moved up to my chest as he laid down next to me and kissed me on the forehead. "I told you we'll rest." I sighed and looked up at the ceiling for a second, feeling guilty. "I'm sorry I ruined your plans, Master." "You didn't ruin them, boy." He chuckled. "We have all week. And after that, we have all the time in the world."

I grinned and tested my luck to snuggle up against him. Even though I didn't feel tired at first, laying in his strong arms made me doze off in what felt like mere seconds.


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