Cigar and Alpha Appreciation Society

by Cigarlover

29 Jan 2023 1365 readers Score 9.2 (22 votes) PDF Mobi ePub Txt


The sex with Logan got better each time we hooked up. Despite seeing myself as a top in most situations, sex with Logan was something else. He knew how to push my buttons. The more aggressive he acted the more eager I was to please him, and I would do anything to serve him. Although originally the plan for our evenings was to help me become more of an alpha top, there was something about watching his natural dominance play out that made any intention to match it futile. I'm not sure that Logan minded as he always had an eager mouth ready to service him when he needed to relax with a cigar, and horny arse anytime he needed to work off some aggression. Nonetheless Logan was always keen to help me on my journey, saying he looked forward to us being an alpha team. This always made me happy to hear, but was not sure how we'd get there. Little did I know that he had plans to make it happen at our next meet up.

Tonight's hookup started similar to the others. I arrived early in the evening and drove straight into his garage. Although this time he was not waiting by the door to his house. A little surprised, I let myself in. I called out, to which he replied, "in the living room, I started early", then he added "get kitted up and join me". I knew he was referring to me choosing an outfit from the coat closet where he kept all his leather clothing. He had a well stocked supply of leather attire and my choice of what to wear could dictate how the evening went. This time however, when I opened the doors the only thing in there was a leather jacket, harness and boots. Given the lack of choice, it was clear that tonight he wanted me to be more assertive. A little more alpha. With that clear, I kept my jeans and changed into my harness, boots and jacket and walked to the living room.

As I got closer, I could smell the heavy tobacco notes of his cigar, which was turning me on. When I entered the room, I was shocked to find Logan sitting in his favorite armchair, leather jacket on, smoking his cigar, with naked young twink kneeling between his legs, working on his cock. I could feel the rapid rush of jealousy course through my body, but before I could say anything, he said "I like you to meet Tyler, he appreciates alpha cigar men like us and wants to join our club". Tyler looked up and smiled at me, without taking his lips off Logan's cock, and then got back to work. Logan then said, "grab a cigar and whiskey and join me". Still mad, I quietly went to his bar and grabbed a drink and helped myself to one of his cigars. After preparing it and lighting it, I took one long inhale, and breathed out a nice plume of blue gray smoke. With that I felt calmer and turned around to look at the scene before me, and watching intently I made my way to the other arm chair.  

As I leaned back in the chair enjoying my beverage and cigar, I allowed myself to take in the action in front of me. i had to admit It was incredibly hot to watch this twink lovingly work on Logan's cock. The kid was barely in his twenties and clearly half Logan's age. As I looked over, Logan was staring right at me, smirking with a cigar in his mouth. Without breaking eye contact, he grabbed Tyler's head and aggressively pushed him further down on his dick. Tyler was accommodating, taking more of him in. Logan then thrusted his hips up and down, face fucking the kid, who met every thrust with eager lips. This action was getting me harder and harder and I needed to do something about it. So, i brought the cigar back to my lips, and then released my cock from my jeans to begin working my member. I focused my gaze on Logan, as I caressed my cock, which brought a smile to Logan's face.

Before long, Logan commanded Tyler, to turn his attention to me. taking his lips off Logan's cock, he looked over at me and smiled. on hands and knees he pivoted around and came towards me. this allowed me to get a better look at Tyler. He was certainly cute. He had big blue eyes, a boyish clean shaven face and beautiful full lips. His ruffled light brown hair only added to his boyish charms. Seeing him kneeling between my legs, looking up at me, only made my dick harder. Without missing a heart beat, he began working on my cock, starting on the head and slowly working down the shaft. He certainly was talented. As I took another inhale from my cigar, I looked over at Logan, who was lounging back, semi erect cock hanging between his legs also enjoying his cigar. As I looked over at the cocky bastard I only got madder, thinking how he tricked me. Although it was hard to complain with this twink on my cock, I still felt the rage at Logan. I decided to take this anger out on Tyler, holding his head down and fucking his face, trying to get Logan jealous. Instead this only turned him on as his dick got harder again. For a brief minute i felt bad for Tyler, but looking down at him, I saw he too was clearly loving this. 

With the heat turned up, Logan stood up and came over to us. He then placed his hands on Tyler's perfectly round arse and gave him a single spank. Tyler let out a slight whelp. Then Logan reached further around, using his fingers to search for the boy's hole. Once he found what he was looking for, he began probing the boi's hole. Without missing a beat he then leaned over and kissed me. As our tongues explored each other's mouths my anger subsided. He stood back up to give his full attention to Tyler's arse as his fingers explored his hole. I knew that soon this little twink was in for a spit roast unlike anything he likely experienced before.  

With his arse well primed, Logan grabbed some lube from the coffee table and prepared his magnificent 8 inch cock. I could not stop staring at this beast with full hairy pecs bursting from his leather harness and leather jacket loosely hanging on his shoulders. He had his cigar between his lips as he readied his cock. Again I found myself being jealous of Tyler and the aggressive fucking i knew he was about to receive. Again I channeled my feelings into face fucking the twink. With Tyler's attention firmly on my cock, Logan took the opportunity to slowly push his manhood into the boi's hole. Tyler released my cock and took a deep breath. With that I brought the boys head up and kissed him… feeling the air being forced out of his lungs. Once Logan was balls deep, I released Tyler and directed him back on my cock. This lamb was now ready for the slaughter. 

With Logans cock all in, and the boi's hole stretched, I looked into Logan's eyes and took an inhale of my cigar anticipating what was next. Logan then slowly took his cock out of boys hole, and just as it's head popped out, he rammed it back in with full force, and in doing so released a manly grunt. With the force Tyler was pushed deeper onto my cock preventing him from exhaling. Again Logan stopped when balls deep, paused, took an inhale from the cigar still in his mouth and exhaled a gorgeous plume of smoke. He then put the cigar down and grabbed Tyler's hips. I knew now he was ready to really give the boy his full attention. He then repeated it, pulling out and ramming it in again, over and over. He was relentless. It was clear it was hard for boy to focus, so I released him from my cock while Logan did his thing. It was fucking hot watching the aggression Logan was unleashing on the boy. This was a rare glimpse of what he looked like when he fucked me. I could have exploded just watching the scene. To take the edge off I continued to sip my whiskey and puff on my cigar, alternating between watching the pleasure and pain in the boy's face and the manly aggression in Logan's eyes. The pounding Tyler was getting almost made me feel sorry for the boy, but having been on the other end I knew how enjoyable it was, if he just leaned into it. I occasionally reach down to kiss Tyler on his luscious cock-sucking lips, trying to help him to not focus on the pain.  

After some aggressive pounding, Logan picked the boy up and moved him to the leather couch. Now on his back, Logan got to look in boy's eyes as he returned to fucking him. Tyler could now also appreciate the manly aggression of Logan's face as he pounded him. I could see that Logan was getting close. This was turning me on, so I stood up, and walked over to Logan, grabbed his face to turn him to me, and kissed him on the lips. Although my intention was selfish, I also wanted to help him to delay the inevitable and build up tension. He then broke away and let out a roar as he exploded into the boy. His body shook with each wave of the orgasm. When done he then collapsed onto the boy. Once he had gained some composure he began kissing Tyler. As Logan stood up, I passed him my cigar, as he slowly pulled out. As his dick exited the boys hole, his cock was dripping with sweat and cum. Without missing a beat, I dropped to my knees and cleaned his cock while he began to pay full attention to his cigar.

With his cock cleaned, I turned my attention to Tyler's arse. I encouraged the boy to release Logan's seed onto my eager tongue. After the aggressive fucking the boy was clearly enjoying the gentile attention my tongue was now giving to his swore pussy. However Logan had a different plan. he ordered me to stand up and told me it was my turn. I did not need any more instruction. Tyler's arse was beautiful and was happy to take Logan's sloppy second. In my best attempt to turn on my alphadom, I took the cigar from Logan's mouth, and brought it to my lips. Not breaking our stare, I took my cock and rammed it into Tyler before he could realize what was happening. The sweat and cum lubed my entry and I was balls deep in no time. I took a inspiration from watching Logan work the boy and began fucking him forcefully. I tried to channel the rage I felt at the beginning of the evening. As I was working the boy, Logan took my cigar and went to other end of couch and placed his balls on the boy's face. Tyler needed no instruction and began licking Logan's balls while I pounded his arse. Logan just watched me, sneering, encouraging me to go harder and faster. It did not take me long before I also was ready to explode in the boy. My body shook as I released my load, wave after wave, as I too collapsed onto Tyler. 

Once I gained my composure, Logan directed me to sit back in our armchairs. Tyler remained spent and prostrated on the couch. Logan and I grabbed our cigars, relit them and relaxed back in our chairs. Logan then ordered him to refill our whisky glasses. Without hesitation, he got up and did as he was told. Logan looked at me and smiled as he puffed away. Still naked Logan, I got a good look at his long lean body and beautiful face. Sweaty and disheveled, he looked hotter than before. I noticed he was still erect and realized he had not cum. He then asked Logan permission if he could masturbate to get some release. Logan grunted no and told him to return to the couch. He told him that he had to wait while we finished our cigars, which will take awhile. Frustrated, Tyler laid down on the couch staring at us both wantingly. He was like a gorgeous painting which was hard to not stare at. I tried to focus hard on discussions with Logan. Ignoring the boy was not easy but I knew this was part of my alpha training. I also knew that night was young and no doubt Logan had more plans and I only had to wait and play along. My mind was racing with what was next for us. Regardless of what was next, I realized that I was going to enjoy my alpha training and looked forward to Tyler joining in more sessions with Logan and I. It was then that I realized that I had no reason to be jealous as this was all part of the plan.