Convenience store pick up

I was looking forward to the bating session I had planned for this evening. I had a fresh supply of cigars, an unopened bottle of bourbon, and some nice porn lined up. I went to my closet in the spare room where I kept my stash of leather gear and butt toys. Tonight I was planning the full leather daddy kit, so I stripped down and started with my leather pants. It had taken me a long time to find the right pair, ones that fit me well. As I zipped them up, I admired myself in the mirror. I noticed how well these pants hugged my legs, showing my muscular thighs but more importantly emphasized my butt. I worked out a lot and was in good shape for an older man. But beyond how well they fit, there was something about the way that the leather felt and smelled that was always arousing. Instantly my dick started to swell, stretching the pants around the groin, showing off the full outline of my growing cock, something I loved about these pants. I had hardly started and was already so horny. Given I wanted this evening to last, I re-focused on getting dressed. I decided to throw on my harness and then my black leather boots. To finish off the look, I pulled out my favorite leather jacket. 

Just putting on all my favorite leather gear made me feel sexy as fuck. I grabbed some aviator glasses and headed down stairs. I pulled out my laptop, ready to log onto some of my favorite sites. Tonight I felt good so I was considering joining some video chats to see if other hot guys were logged on for a mutual session. I grabbed myself a glass of bourbon and started to prepare my cigar. As I started to light it, I noticed my torch was weak and running out of juice. Fuck! I was considering just using the stove to light it but knew that would be annoying so convinced myself I'd walk to the local convenience store for a new one. I then remembered I was already all decked out… I was hardly in casual attire. Not wanting to go through the hassle of changing, I took off my harness and jacket and threw on a white t-shirt, thinking leather pants and boots were not too extreme, and with that decided, I grabbed my keys and wallet and headed out.

I was self conscious as I walked down the street. Having my personal fetish on public display made me feel exposed, however I quickly realized that nothing I was wearing was that unusual. The closer I got to the store, the more I realized most people did not pay me any attention, and those who did seemed mostly to share my admiration of leather, and a handful even took a specific interest in me. As my confidence increased, my stroll turned into a strut. I was feeling so good, that I almost considered going for a longer walk to see how this new me would play out. It was then that I noticed a beautiful boy leaving the convenience store. He was in his twenties, tall and lean, with curly-wavy hair, smooth skin and luscious lips. He paused as he saw me approaching, and we locked eyes for a brief second. The new confident me, just raised my lips in a smirk, nodded my head as I passed and walked into the store. 

This interaction made me feel a little giddy but also empowered and excited at the sexual confidence this new persona gave me. Once in the store, I went to the back and grabbed a six pack of beers for later as I felt a little self conscious just buying a lighter. I got to the checkout and paid for the beers and got the lighter I came for and walked on out. Just as I turned to head home, I noticed the boy from before was standing by the store. He was leaning against the wall, with one leg folded up supporting his lean. He had his shopping bag at his feet, and was casually smoking a cigarette. As he saw me come out, he put foot down and stood up straight and locked eyes with me as I walked his way. It was clear to me that he was waiting for me to come out, and as soon as I was close enough he yelled a nervous “Hey”. I looked at him and replied “Hey back”. In an attempt to engage me in conversation, he then offered me a smoke. As I consider myself more a cigar man, I would normally say no, but I liked where this was going. Normally intimated by such sexy men, my new booted-leather confidence made me feel cocky. I knew this boy was not looking to make a friend, and that he liked the idea of the daddy figure before him. So I decided to test this out, and got close to him and said, sure, but before he could react, I grabbed the cigarette from his lips and brought it to mine. As he stared at me in disbelief, I took a deep inhale and locked eyes to hold him in an intense stare. I could see I made him nervous, which increased as I exhaled smoke in his direction. To break the tension, I passed back the cigarette and asked him if he was new to the area. He asked how I knew, and I told him I would notice someone like him walking around the neighborhood. Having established our mutual attraction I decided that I would just make a move and told him, “I am heading home to drink some beers and smoke a cigar, you are welcome to join me”. He stood a little taller, and responded, “that would be great, but I don’t really smoke cigars”. I then told him, the gars are for me, not you, and smiled as I walked away. I did not look back, but heard him grab his bag, put out his cigarette and rush to catch up with me. As we walked, he began nervously making small talk about the hood and weather, and any other easy topic. As I was excited by what was happening but also scared to say something stupid, I kept my answers short and to the point. Although this was a defensive response, I realized this only served to make me seem more alpha-like and this was making him more excited. 

When we got to my house, I opened the door and invited him to walk ahead of me. I told him I was on the second floor. From behind I admired the boy’s arse as he walked up the stairs. He filled his shorts beautifully and could not wait to get my tongue between those large round orbs. He waited at the top of the stairs, as I walked around him to access the door, I allowed my hand to drift over his arse. As I did, he looked up at me and smiled. I unlocked the door and invited him in. As I shut the door, I noticed he was standing nervously, not sure how this was going to play out. It was clear that I intimidated him, but by the growing tent in his shorts I was guessing he liked that. As I approached him, he seemed to get more nervous, and he tried to take a step back, but was already against the wall. Being turned on by the dynamics playing out, and how sexy this boy was, I took another step closer, so our faces were almost touching. I then whispered, "Do I make you nervous?" He just nodded his head. But rather than back off I brought my hand over to his groin, feeling his engorged cock, and asked him if I should back off. Our eyes still locked, he said “No”. With that I leaned in and kissed him. As soon as our lips locked, he hungrily bit my lips and sucked on my tongue. It was clear this boy was horned up and ready to go. As was I, but I knew I wanted to explore this power dynamic a little more, so I broke from our kiss, then slowly ran my hands away from his groin up to the edge of his shorts. I then whispered in his ear, “this can play out in two ways”, as I slowly ran my hand under his shirt and down inside his pants, feeling the warm heat of his dick. “I can spin you around here, right now. pull down these shorts and fuck you hard. So hard you can barely walk down those stairs. You can then head back home and enjoy the rest of the evening, which I imagine is what you were hoping for. Or…” pausing as I reach my hand further down, over his balls, curving my fingers around to play with his taint and boy hole… “or I can spend the evening showing you how I like to train my boys. Show you how you should treat a man right, how to make sure your sexual pleasure matches everyone of my desires.” As I said this I bent in a little so I could reach down and run my fingers over his arse ring. I watched his eyes roll back and he let out a soft exhale. He then quietly replied, I want to learn sir… I told him I hoped he'd say that.  

With that established, I stepped back and then offered him a drink and a seat on the sofa. Once I got him a drink, I then walked over to my table where I had thrown my gear before I left. Aware of his intense gaze, I slowly removed my t-shirt, ensuring he could see my well developed arms and chest as I pulled it over head. I then attached my harness and pulled on my jacket. I could see he liked where this was going. I took my prepared cigar and new lighter and lit it. As I put it to my lips I headed over to my armchair across from the boy and took my seat. I leaned back in my chair and extended one booted shoe onto my knee. The boy just watched my every move, not sure what to say or do. I enjoyed the awkward silence for a moment as I puffed in my cigar and admired this beautiful boy. 

Nervously he grabbed a cigarette and asked if it would be alright to light it. I just nodded, and said we have all evening. It was clear having something to do with hands calmed his nerves. Like me, smoking also seemed to increase his cockiness. He too leaned back into the sofa as he inhaled. Watching that cigarette hang from those beautiful lips only made me horny for the boy. His cockiness was a turn on, but I knew it was my job tonight to tame that. So to break this smokers stand-off we had established, I asked him if he was ready for training. I immediately saw some cockiness drain as he nodded consent. I told him, first off, I don't usually like my boys as covered up when they're here to serve me. With these words, he put down his cigarette and stood up. He first took off his shirt and then shorts. As he was about to take off his underwear, I stopped him and told him that was fine. And told him to stand back. I admired his lean athletic build and his engorged cock, which was barely contained by his briefs. I commended him for working out and he smiled. I told him to sit back down as I wanted to admire the view. As he sat in front of me, I continued to enjoy my cigar. His stare was filled with anticipation. I enjoyed how uncomfortable he felt and waited. He realized that a cigar could take a long time to smoke and this silent tension could last for hours.  

Finally he spoke, and asked me permission to lick my boots while I was finishing my cigar. I let him beg for it before giving him consent, I commended him for realizing his role here and anticipating my needs. He crawled over to my armchair as I spread my legs and put my feet on the floor. His eager tongue began licking the leather on my boots. Extending his tongue out as far as he could as he worked his way along the shoe. I was not sure if this was his first time but he clearly was enthusiastic. I continued to enjoy my cigar as he eagerly worked my boot. He then slowly became more confident as he placed one hand on my thigh to hold on. The way he caressed my leather pants I knew this boy liked the feel of leather. I let his hands continue to caress my leg as his tongue moved off my boots and onto my legs, licking the leather like it was my skin. It was clear this boy was eager to make his way higher, rapidly getting closer to my groin. I decided to step in, and leaned forward and grabbed his head so we were looking at each other…as our eyes locked, I told him to slow it down, enjoy yourself, I still have half a gar to go and the night is young. With that he went back to my boots, starting his journey upwards again, this time savoring each minute. After a while I encouraged him higher and told him this daddy was ready for him. He smiled and almost darted his head straight to my groin. He then realized he was maybe moving too fast, he paused and then stopped to stare at my groin. He then slowly ran his hand over the bulge in my pants. He then brought his mouth down and licked my dick through leather, giving it as much attention as he gave my boots. I told him good boy and he looked at me and smiled. As he continued to stare at me, he sheepishly grabbed the top button of my pants waiting for my permission. I just smiled and nodded. He produced a large grin and then looked down, focusing on freeing my dick from my pants. 

With all this stimulation my engorged cock just popped out from its confines. He leaned back a little to admire the eight inches he had to work with. He quickly grabbed it and directed it to his beautiful lips. The boy was no amateur. He licked the head of my cock slowly, exploring it with his tongue. I tried to remain composed but he surely heard my occasional whimpers as he worked my cock. With these sounds of affirmation he began to make his way down the shaft, slowly taking me down his throat. I leaned my head back and took a puff of my cigar to allow myself to get used to the over-stimulation. I realized the power dynamics were moving over to the boy. He had me mesmerized. Just watching those beautiful curls bobbing and his luscious lips on my cock was enough to make me want to cum, but I knew I needed to restrain myself. He then began to work me up and down more vigorously with his lips and hands… from balls to tip. To gain some composure, I grabbed his head and stopped him. I then reminded him that he should never forget daddy's balls. This broke his rhythm. A little taken aback, he released my cock and reached under to pull out my hairy balls from my pants. He then leaned back and extended his tongue and lips below my cock as he began working my sacs. It seemed he was less confident playing with balls but was a quick learner. I let him know when each move hit my erogenous zones. It quickly became clear to him that this could send me over the top as fast as any blowjob and he began working me harder. I tried to focus but knew that I was getting close… I then told him Daddy was ready to feed his boy. He looked up and smiled and quickly returned to my cock. This time, I grabbed his head and took charge. thrusting forward, feeding him my dick, forcing him to take it all down. When I was all the way down his throat, I held his head in place as he began gagging, trying to regain his breath and slow the saliva now dripping down the side of his mouth. Once he had gained some composure I resumed my forceful thrust and held him in place. I held him one more time as he struggled to get air. I let his head go and he quickly took charge as he continued to work my cock like a piston. As I got close, I yelled you ready boy. He nodded and I took a long inhale of my cigar and released my load into the boy's throat. As I came, he pulled back and collected my cum on his tongue and watched me as I shook with each ejaculation. 

I could see the pride in his face as held his tongue out for me, showing my seed he had collected. He held it like it was a prize for his great work. Not sure if he had an aversion to swallowing, so I told him to stand up. To prevent him from spitting it out, I leaned in to kiss him. I mixed my saliva with my seed and spat it back in his mouth. I then grabbed his jaw and forced him to swallow, which he did without hesitation. I then kissed him again to ensure it was gone. When I released him, he smiled and stepped back. I just stared back at him as he stood there awkwardly. After a short intense stare, he broke our gaze and started to grab his clothes. I looked at him and asked what he was doing. He told me he thought his training was over. I gruffly pointed out that the training was only done when I said it was. I could see the nerves come back, and he just stared at me. I told him that as far as I was concerned, this daddy had only started and he still had a lot to learn. With that, I said, “but you are free to go”, I then walked over, reached around and grabbed his arse to pull him close, and whispered into his ear “it would be a shame to waste a great arse like this”. I let him go and walked over to the fridge, pulled out two beers, looked over at him, and said “your choice”. He looked down at my semi erect cock which was now dangling outside my pants and grabbed one of the beers and sat down on the couch, and said, I guess the night is still young.  

As I put my cock back in my leather pants, I returned to my armchair, and I took in the beautiful scene before me. I took this opportunity to light another cigar, and was excited that this was turning into a two cigar kind of night. This hot boy was sitting across from me, arms stretched over the back of the sofa, legs spread, his still hard dick stretching his briefs. My eyes drifted over his long lean body, ending at his beautiful face with wavy hair and luscious lips. As our eyes locked, he smiled, aware of how he aroused desire in me. With this, I could see the increased cockiness as his posture shifted, leaning into his seat and spreading his legs more. I took a swig of my beer as I allowed the silence to fill the room, communicating only with eyes. I fought my instinct to get on my knees and suck that boy's impressive cock. I wanted to have him so bad, but did not want to lose the power dynamic we had established… I wanted him to know that tonight was about me training him. I thought about ordering him to come to me, so I could take back control, but I realized I did not want to dampen the cockiness that made him so desirable. So I stood up and made my way around the sofa. He now had to lean back to look up at me, putting me in a more powerful position. Putting the cigar in my mouth, I placed my hands either side of his head and rested them on his small but firm pectoral muscles. Bringing my face close to his, the smoke and heat from my cigar invading his space, I played with his nipples. I could sense the mixture of fear and arousal taking over from the cockiness from before. As I leaned in, I told him how hot he was and how much I was going to enjoy working him over. I then ran my hands slowly down his smooth chest. I could feel his anticipation as I got closer to his waiting cock. I stopped when I got to his briefs, and pulled up the elastic band to get a good look at his dick. Freed from its confines, it straightened up and was twitching in expectation of my touch. Instead I released the band, snapping it back in place. The boy flinched. I smiled. I then returned my hand to caress his cock through the briefs… I had to give it to the boy, he had a beautiful cock. It was slim, long, with a nice thick head. I ran my hand up and down his cock, pausing at that mushroom head. I could feel the precum build up. I massaged the juices into his briefs, coating his cock. I allowed my large hands to wrap around his member. I worked his cock over, at first slowly and then more firmly. As his breathing became elevated, and groans increased with intensity, I could feel he was getting closer. I knew that the boy was completely in my control. As he was about to reach a peak, I stopped, not wanting him to cum just yet, and took my hands off his cock, allowing him to gain composure. I stood back up and took another inhale of my cigar. I could feel his frustration build the longer I waited. He stared back up at me, and I could see in his eyes the anger he had towards me for being such a tease. 

I then returned my one hand to his cock but instead of playing with him more, I slowly moved down his shaft, pausing at his ball sac, to give them a slow pull. I pulled on them until he showed slight discomfort. When he finally winced from pain, I then released them. I cupped them, rolling them around my fingertips, tickling him. After the bating session I gave him, his balls were hypersensitive and this just was teasing him further. I then moved my hands around to his taint. I slowly caressed the space between his balls and arse, knowing how stimulating this area is for many men, I paused to see his response. It was clear from his heavy exhales that my massaging was doing the job. As I leaned over the boy, teasing him with my exploration, my groin got closer to his face. I could feel him bury his nose into the crotch of my pants. I know the leather was warm, and coated with sweat and cum from our previous exploits, so he would have a heady explosion of odors to enjoy. The more I caressed his erogenous zones, teasing him, the deeper he inhaled. I could feel his tongue running the length of my semi-erect cock, occasionally sucking on the leather with those beautiful lips. As much as I enjoyed his attention, I knew that again this little horn dog was gaining control over me and of this situation.

 With that in mind I upped the game and began to aggressively explore the boy's hole with my fingers. I forced my hand along his taint and between his large arse cheeks til I found his hole. It was clear that his attention had shifted away from my cock to what was happening to his arse. To accommodate my aggressive exploration he had to slide further down the sofa seat to give me easier access. I played a little more with his hole, running my fingers along the rim, occasionally entering him with my fingers, working that pussy. I then stopped, put down my cigar and quickly walked around to the front of the sofa. I wrapped my arms around his thighs and pulled him up so his arse was now raised over arm rest. This boy's hole was now fully exposed. I then grabbed his briefs and stretched them so they pulled right off. I now got full sight of those beautiful orbs protecting his arse. I slapped them and massaged them, feeling their meatiness. I then spread them apart to give me easier access to his pussy. After taking in this beautiful sight, I looked over and snarled at him that he needed to know that his pussy was now mine to do what I wanted. He just replied, I understand sir… I then kneeled down and buried my face in between his cheeks. My tongue could not wait to explore that boy's hole. I spat on his arse, using my saliva to lubricate his rim, and occasionally covering them with my lips to work it more. As I did, I forced my tongue in and out of his hole. Stretching it and taking in all his bodily odors. His body twitched with each exploration. Once his pussy was sufficiently accommodating to my tongue's advances and his arse dripping with my saliva and sweat, I stood up, grabbed my cigar again. 

Standing at the edge of the sofa, staring at his fully exposed arse, I paused taking all this in. He looked over at me wondering why I had stopped. I wanted to give him time to get a look at me, stare at this leather clad, cigar chopping daddy that was about to take full possession of his arse. I wanted the image of his new daddy seared into his mind, as I enjoyed my cigar a little more. I continued to just stare at him, allowing the anticipation to rise. He finally broke down and screamed, “please fuck me daddy”. “Please!”. With these words I knew the boy was mine. I slowly pulled down my zipper to release my now fully erect 8 inch cock. I slapped it, allowing him time to appreciate what he was about to happen to him. I pointed my cock towards his arse and moved forward. At first, I circled the rim of his arse with the head of my dick, collecting any remnant juices that still lingered, teasing him more. Then I lined up my cock and pushed forward, slow at first to allow him to adjust but hard enough to ensure he knew what to expect. Luckily my tongue had done some of the prep work and I found he could accommodate me quite easily. Once I was fully in, I lifted his legs and wrapped them around my shoulders and waited as he got used to my length. I then pulled out slowly until I was fully out, but before he could re-adjust, I then rammed it back in, down to the hilt. He let out a slight wince but I did not let that phase me, and continued, holding tightly to his legs with each thrust. With each additional thrust, his winces from the pain slowly turned to groans of ecstacy. I could see this boy was enjoying each moment. I decided once again to pause and appreciate the sight before me. This gorgeous boy, disheveled hair spread over the sofa cushion, beautiful lips framing each groan he let out, and my thick cock stretching his boy pussy. He was a beautiful site. He opened his eyes, confused as to why I was stopping. Once our eyes locked, I removed my cigar and leaned forward to kiss him. Grateful for reprieve, and the attention, he eagerly kissed me back. Our lips locked in a hungry embrace, tongues fighting for attention. I then stood back up, I put the cigar back in my mouth, as he looked at me with anticipation. However I decided I had other plans, I grabbed his cock and started to masturbate him again. The attention on his cock with my dick still fully in him, was clearly over stimulation. But as his focus shifted from his arse to his cock, he slowly got harder and harder. I worked him aggressively, the way I knew he liked it, spitting on his cock to ensure he was well lubed. I would occasionally lean in and try to lick the head of his cock, which was not easy with me still inside of him. I lapped up the precum which was flowing from the tip. After a short time, I could see he was getting close, but before he could cum, I switched it up and went back to fucking him. Before he knew what was happening I began ramming my eight inches in and out of the boy's arse. His still hard cock, began twitching. I was determined to fuck the cum out of this boy. I grab his cock and continued to stimulate him as I fucked him harder and harder, using all my force. Finally, his eyes rolled back in his head as he let out streams of cum over his chest and even on his chin. The boy convulsed with each ejaculation, tightening his sphincter around my cock, heightening my pleasure. When he was done, I pulled out and began cleaning the boy with my tongue collecting as much of his cum as I could, finishing with the drops on his chin. Mouth full of his cum, I kissed him again. Like before, we swapped saliva and cum, but to his surprise I decided I would suck up his reward. I swallowed his load gladly, but before doing so I took another puff of my cigar so I could fully enjoy my favorite blend of tobacco and salty boy seed. He stared at me, a little shocked, as I stood up and gave him a wry grin. 

As he started to relax a little, I reminded him I was not done. Without missing a beat, he raised his legs, an eager invitation for me to continue.I knew I wanted to make sure that he did not get the wrong idea from me letting him finish first. I walked up to him, put my hands on his hips and spun him, so he was now arse up, and face down on the sofa. His arse was looking sexy as fuck. His hole was red and stretched, and glistening with sweat from our earlier session. There was something about staring at this boy’s used hole that made me horny as fuck. I did not hesitate and rammed my cock back into that waiting pussy. Although it slid right in, the boy tightened his sphincter, sucking my cock deeper into his warm and inviting hole. Once I was full in, I leaned in, grabbed both of his wrists to pull him up which helped me go deeper into the boy. As beautiful as he was, there was something about taking him from behind that was an appropriate way to finish off. He needed to know that despite any moments of intimacy, he was still my fuck toy, and he should expect that I would use him how, and when I pleased. With this resolve to teach him a lesson, i let my anger rise and began fucking the boy harder and harder. I then started to ride the boy, pulling his arms tighter with every plunge going deeper into his hole. HIs moans slowly became in sync with my thrust. I watched with joy as his curls bobbed up and down and his arse shook with each assault from my cock. I told the little cunt that he needed to let sir know how much he appreciated having my cock fuck his arse. His moans turned to words of encouragement and I pushed in and out harder and faster. I could feel myself getting closer, as he started to beg me to breed him, to feed his arse my seed. This pushed me over the edge as I shot for a second time tonight, deep in the boy’s hole. I shook with each ejaculation. I was completely spent. We both expelled a loud sigh of release as the assault stopped. I let go of the boy's arms and collapsed onto his back, hugging the boy as I gained my composure. I then stood up, and the boy spun around. He then took my slowly deflating cock in his mouth and sucked it clean. 

Once done, we sat on the sofa, side by side, exhausted. The boy asked if he could have a cigarette. I said of course, he lit it up and then leaned back. I looked over at the boy, as he relaxed on the sofa, and smoked his cigarette. He smiled at me, and said thanks. With each puff of his cigarette, I could see the cockiness slowly increase. Staring at him, naked, with disheveled hair, glistening with sweat and juices, and semi-erect cock dangling between his legs all made the boy sexier. It was clear I could easily become infatuated with this boy, which worried me as I knew he would leave soon and probably move onto his next conquest. As we stared at each other, I looked for what remained of my cigar, and relit it. We sat there smoking in silence, both feeling cocky as fuck, waiting for the other to make a move. I finally broke and asked if he wanted to shower and clean up before heading out. He then looked over at me and asked inquisitively, “head out?”. I tilted my head in confusion, and he replied with a large smile, “ I just assumed that daddy would not want to let his boy go back out in the world until he was fully trained”. I tried not to act surprised by his response, but was excited to know he wanted to stay longer. He then continued “I just assumed daddy would want his boy on hand at all times to service his needs”. I looked back at him and returned his smile. Then said, “it is rather presumptuous of you to think that I need you boy”. I could see he looked deflated, but I quickly followed with, “but I give you a try”. As he relaxed again, I then looked at him, and said, “if you are staying you should shower and then go warm up Sir’s bed while he finishes this cigar and has another beer. I will be there when I am ready”. Before I could say any more, he ran upstairs to the bathroom, while I puffed a little more on my cigar.