Intimidating stranger

I could feel this twink staring at me as I was smoking my cigar on the balcony… He was loitering on the corner, trying to act all innocent, occasionally staring my way. The stare was intense but nervous, always turning the other way whenever I caught him.  I was not sure if he was just pissed that I was fouling his air with my smoke or something more, but his gaze seemed to say it was something else. I tried to ignore him and just enjoy my cigar but I could not. He was hot, and part of me was hoping this could lead to more.

It had been a crazy week and enjoying a relaxing afternoon smoking a cigar and drinking a beer was all I wanted to do. I was new to the cigar game but I liked how it made me feel so I was trying my best to focus on myself. As an older gay man, I have come to embrace my "daddiness"… In my transition from a cute twink to a mature man,  I knew I had to reinvent myself.  I let my beard grow, wore more leather and worked out more intensely to compensate. As I explored this side of me more,  I also discovered that having a fat cigar between my lips made me feel more confident but more importantly, really turned me on in ways I didn't expect.  Something about smoking these bad boys gave me a testosterone rush and was loving it. As a result, you could often find me sitting on my balcony with my leather shirt and pants just enjoying a cigar. This activity was always invigorating, not to mention made me horny as fuck. Having this cute little twink staring at me only added to the rush that I was feeling today, so I decided to ham it up.  I started to exaggerate my arm movement to highlight my developing biceps, undid a button on my shirt, and blew extra heavy plumes of smoke in the air.  I could see that this was getting the boy's attention. 

This only served to make this twink more and more nervous. Yet he did not walk away and instead started to stare more often and for longer.  As much as he seemed to try, he wouldn't stop looking my way.  As he waited on the corner I got a better look at this cute twink.  He was tall and his short crop top and tight jeans accentuated his lean muscular build.  He had wavy stands of copper-brown hair popping through his baseball cap.  This boy was delicious to look at and only fueled my horniness as I puffed on my cigar.  After some awkward glances, I caught his attention long enough to nod my head backwards to beckon him to come closer.  I then tipped my hand towards the front door of my apartment complex. As he wandered closer I blurted out my apartment number loudly and he then buzzed my door. Excited and turned on, I did not know what was about to happen next but was excited. I waited for what seemed ages,  then I heard his light footsteps coming up my staircase.  Finally, it was followed by a timid knock at my door. 

I opened the door and saw this young man up close.  He looked even cuter standing in my doorway, with low-rise jeans and a crop top highlighting his lean and well-defined abs, which trailed down to the shadow cast by his pubes. The way he stood still and stared my way he was clearly anxious, but what he did not know was that so was I. Although I fantasized about this moment, my heart was racing. So, as to not let on, I then took my cigar and brought it to my lips took a long inhale stared him straight in his eyes and then blew smoke in his direction.  He was frozen, scared, and so I used my finger to beckon him closer.  He nervously approached until he stood inches from me. I gave him a large sly grin which seemed to ease his nerves as his shoulders relaxed. I took another step forward so I was right in his face, I then reached my cigar-free hand around his waist and planted it firmly on his arse.  I could feel him tense up again, as I used my hand to push him closer. Our torsos were in complete contact. My fingers caressed his crack, lifting him slightly off the ground. I could feel his cock growing as it rubbed against my groin.  I then whispered in his ear,  “I assume you're not here for some polite conversation”. He shook his head nervously. “Good!” I said. I then squeezed tighter on his arse and said, “Cause this daddy has some better ideas of how to spend the afternoon. Are you interested to learn more?” He vigorously nodded his head.  I asked if the cat got your tongue.  He smiled slightly and replied “Sorry, but you make me nervous, Sir… but I'm excited to learn what you have planned for me…”

I then turned around and sat in my armchair, and spread my legs and leant back to give him a clear view of the growing bulge. He stared at me harder and as I took another inhale of my cigar.  Then I told him that “You know what goes best with a cigar…   a cock-sucker. It's part of the natural order of things. A man to have a boy servicing him while he's relaxing. Don't you agree?” He smiled and nodded his head. Then added,  “So will you be helping Daddy to relax?”. He then eagerly nodded and said, “Yes sir.” I then raised my hands behind my head and replied, “Well as you can see my cigar is already lit.” I then undid my zipper and released my substantial 8-inch cock from my pants, and then brought the cigar back up to my lips. He tried to act casual but given his intense stare and that his mouth agape, it was clear that I had him under my spell. I just smirked, aware of how much control I had over him. He was still frozen in place, so to break the silence, I reminded him that my cock was not going to suck itself. With those words he eagerly approached, and went to his knees so my cock was inches from his face. I looked down at him from above, my cigar hanging from my lips, as he smirked, grabbed my cock and brought it to his thick lips. Holding the shaft tight, he licked the thick head of my dick like it was a lollipop. Within seconds his nerves turned to eager enthusiasm as he began slobbering all over my cock, as he guided his tongue around my foreskin and piss slit, hunting for precum. It was clear he was enjoying this as much as I was.  It was hard to concentrate on my cigar watching this boy working my cock 

Clearly, this was not the boy's first time and he knew how to please his daddy without instruction. Nonetheless, I decided to take charge. I grabbed the back of his head and started to push him further down my cock. Due to the large girth, it took a while for his mouth to get used to my size, but I slowly pushed him down my shaft until he was all the way down. I paused and held his head down with my whole cock completely down his throat.  When I released him so he could take a breath, I took another inhale of my cigar. But it did not take him long for him to get back on my cock, and with newly gained confidence he was taking it up and down his throat like a pro. Returning my hand to the back of his head, I began to thrust my hips up and down to fuck his face harder and faster.  He quickly got in sync with my rhythm as I forced my cock in and out of my mouth. I knew that if I kept this up I would cum soon,  and I didn't want to miss the chance to try out this boy's fine arse. So I released him from my grip and let him lean back as I puffed on my cigar. 

I let the moment linger as we stared at each other intently. I could see the eagerness in his eyes, this boy was horny as fuck and this pause was driving him crazy with anticipation. I told him it was time for him to get undressed, so I could see what I was working with. With that he stood up, all the while maintaining our stare.  He took off his baseball cap, releasing his curly hair, which softened his chiselled features. Then he slowly took off his crop top to show off his lean hairless torso. This only served to highlight the small tuft of public hair peeking out from his black jockstrap, that rose above his low-rise jeans.  My still-hard cock, twitched and felt like it grew another half an inch just from staring at this beautiful boy. I then watched as he set aside his sandals and slowly took down his skin-tight jeans. I stopped him when he started to pull down his jock strap. Although I could see that Jockstrap was struggling to contain his bulge, I told him that I had all the access I needed. I put my cigar down, smiled at him, and beckoned him closer. Once he stood between my spread legs, I cupped my hand over his groin and gave him a teasing tug. Then I slowly extended my hand from his groin,  down along his taint to his arse. With his groin up close to my nose and my finger on his hole, I savoured this moment.  The aroma of his cock and the warm feel of his hole on my probing fingers had me in heaven. He started moaning as I slowly pushed my fingers deeper into his hole pulling his groin closer to my face. I could not resist placing my lips over his covered member, sucking the sweaty precum flavors from the thin fabric hiding his cock. As he leaned in, and moaning increased,  I decided it was time to change it up.

I stood up and was face to face,  I then grabbed his waist and spun him around so his back was to me.  I then pulled him back in towards me, so my cock was pushed up against his arse. I held him close so he could feel the whole length of my dick against his crack. He let out a slight whimper which sounded a mix of eagerness and trepidation about what was coming next.  I then pushed his head down so he was bent over the coffee table and could grab something. His boy pussy was now fully on display.  I ran my hand over his hole and returned my probing fingers to his arse.  One finger, then another, and then once three fingers glided smoothly in and out, I switched it up and guided my cock head to his hole. I slowly pushed my hips forward guiding my cock in. I felt him flinch a little but kept pushing deeper and deeper until I was all the way in.  This boy's tight arse was able to take me all, which surprised me a little.  Then I leaned forward and said, this is not your first large cock.  He just smiled back as I stood up. With my cock planted firmly in his arse,  I grabbed and relit my cigar. I paused and enjoyed the moment taking a deep inhale of my cigar. Then I began to pull my cock out almost all the way out before I slammed it back in.  I repeated this over and over again as I drilled my cock harder and faster into his arse. The boy tightened his arse around my cock, gripping it and building up resistance. This only encouraged me to push harder. His moans mixed with the sound of my thighs slapping against his arse was urging me on. It got harder to control myself and my breathing increased as I got closer to shooting my load down the boy's shute. I gave one final push as I shot deep into his arse. My body convulsed each time I let loose in the boy, the sweat dripping from my head onto the boy's back. After I had completely expelled all my seed, I slowly pulled out and retreated to my seat. The boy kept his arse in the air so I could watch as he slowly let my cum run out of his hole and down his leg.  The sight of this was too much,  I put down my cigar,  grabbed his hips and brought his arse to my face and cleaned that boy hole with eager abandonment. The mix of boy juices, sweat and my seed was intoxicating. 

When done,  I sat back down and took my cigar as he turned around. I was surprised he did not get dressed, but instead sat on the floor between my legs, resting his arms and head on my knee, staring back at me. Watching this naked twink staring at me enjoying a post-coital smoke was fucking hot.  The admiration and hopefulness in his eyes told me he didn't want this afternoon to end.  I smiled at him and told him he was one fucking hot cunt. He stared back and watched as I finished my cigar and confessed that I made him so horny just watching me.  I just smiled and said, “I think that was what got us in this predicament in the first place…”  and with that, I took another drag of cigar as we continued to exchange intense glares.  Our quiet interaction was just making me hornier.  I was coming to the end of my cigar, but it became clear he had no intentions of leaving anytime soon. So I mentioned, I was getting hungry and might get some food. I thought this might be his cue to get up and leave but thought I'd ask if he wanted to stay. With that suggestion, his eyes lit up and he said that would be great. Realizing that this might mean he might be wanting more of this afternoon's activities,  I told him that if he was going to stay he could only wear one of my leather harnesses and his jockstrap around my house because he will need to be ready in case I got horny again later. His eyes lit up even more and replied “Of course sir”, and then parroting what I said earlier, he added “I am here to serve Daddy and keep the natural order of things”. Given his response, I wondered if this might be more of a long-term thing and to test the waters then added,  and when you leave here you'll wear a collar with my lock on it so everyone knows I own you boy… and you better be on call whenever sir needs to smoke a cigar.  He just smiled and stared back at me longingly with his large beautiful eyes. I was not sure how this was going to play out but one thing was for sure, my cigar consumption was going to increase…