Friday, November 25, 2022

Cigar Daddy

I've been told in no uncertain terms that it shouldn't matter how busy I am, that I should be providing tales of sex to the likes of you.  I've been fucking blog-shamed. 

I get it. I had it coming........pun fully intended. 

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It's been a crappy few months at work, and as we navigate the final part of the budget season, things have been extremely tense. But it was Thanksgiving week (yes, a timely post at that!) and few people were around on the day before - so yours truly left the office at 2:00p.  

The idea wasn't exactly for sex, but to relax with a cigar. 

I have a location where I can smoke uninterrupted and also not smell up my car and house. Yes, when I partake with a cigar, I still have limitations on what even I can stand and how I like things. Sometimes during these times alone - and they are usually alone - I will do a live Instagram session. 

There are ton of guys out on IG that love men with cigars. I'm one of them, and I'm one of them. Like men in leather, men with cigars always sounds hotter than it is in actuality. It's like porn. Admit it, you've never seen a hunky cable guy, truck driver, or even an in-shape fireman. 

I'm smart enough to know where I am in terms of attraction. I don't over-reach. I get a lot of fawning from guy on IG who insist on calling me "Sir".  Me!

While I've corrected them, it's of little use. Their fantasies are theirs and who am I to continually burst a bubble of a guy / guys I'm never ever ever gonna meet? 

It is an inherent problem of guys who smoke cigars:  people assume they are the top. 

I get it. Totally. They're phallic. They exude masculinity. They infer power. 

I also get that I'm a big-dicked, sometimes cigar smoking bottom. Be true to your school, eh guys? 

Yet here I was, not really hitting it out of the park on IG. So I ended that and while I worked an Asylum Ogre (7 x 70), which can take up to two hours to really get through, I scrolled through Scruff and Grindr and Sniffies instead. 

There he was. 30.  Looked younger. Some pics were good, some made him look a little fey.  Dyed hair. Nail polish. Twink-adjacent, if you will.  Without reading the profile I knew if 'top' appeared at all in his profile it would be that he was looking for one. I wasn't wrong. 

But I was in a mood. And even though I had gotten off the day before (another post; another time), the cigar affect was affecting me. I hit him up. He all too willingly replied back.  Visiting the family,  in from NYC for Turkey Day. He was willing. I talked him in to being able. 

He said he'd be there in 20. I said make it 15. He made it in 12.  Good boy. 

"Gabe" was more handsome in person than in his photos. He looked well younger than 30. He being maybe 150lb, 5'7"-ish, short, but scruffy brown hair and some facial hair. In his own way, he was adorable. 

I had sent him a r/t pic of me smoking a cigar, so he knew that would be a part of this, like it or not. Best case scenario, his clothes would smell of smoke. 

I had a semi as he arrived. I was fully erect as we locked the door. He felt it. I made sure of it. 

He felt "it" through the material. He slid down my zipper almost immediately. I made no attempt to stop him or slow down the experience.  He went to his knees without being asked or told. 


He was younger, but his mouth was experienced. My cock felt good deep in his mouth. He couldn't quite get the whole thing in at first, but we had time. 

Clearly, Gabe had a daddy thing going on. He called me it enough. That I could deal with, at least then and in that setting. It does annoy me when someone online starts out a convo with "hey daddy".  They almost always get immediately blocked. 

I got in to calling him "boy", "son" or "kid".  It was a scene but not quite role play. 

Gabe wanted validation but not overtly so. He wanted an older man's attention and even affection. 


I won't lie - he got it. He asked if I would kiss him. The phrasing was important. He didn't ask if he could, or if we could. He had this down correctly.  He didn't object in the slightest to me taking a draw on my Asylum and them kissing him. Multiple times. 

Gabe was a great kisser, so that didn't hurt matters. And he was ever so appreciative. 

Lest you worry, I did turn the tables. Dad got down on his knees and blew the boy. I think he liked it, but at this point, we all knew what he was there for. 


He got a little cuddling - if you can call it that - then I pushed him to his knees. His head was against the wall, my elbows leaning against the wall. He was trapped between my thighs and the wall. Nowhere to go. Not that he wanted to. 

I deep-dicked his throat, over and over. For the most part he was a pro. There were a few times he gagged, but considering at that point I was being inconsiderate, it was to be expected.  My cigar firmly in my jaw or lips, I talked dirty around it, calling him a "faggot" and a "cocksucker". 

Even though I did blow a load the day before, I'm known to shoot larger than average orgasms. He took it like a champ, though he might have dribbled a little on his shirt. 

I sent him back to mom & dad, later than he said he'd be, and no doubt smelling of cigar. I'm sure he's a smart kid, who could weave a tale to satisfy both items. 

Naturally, he messaged me a day later, hoping he could get another turn before he leaves.