Chicago—May, 2022

Cowboy Boots and I had  really good eggs Benedict the next morning.  I think he went off shopping and I wrote a piece for the blog.  By the afternoon, I was horned.  I got online. There were a few more men in the hotel by this point.  I saw that an old fuck bud was here.  He is a man well known in the gay community.  I only seem him at these events.  (See:   “CLAW:  Master and Slave.”)  The Master is a man my age, incredibly dapper.  But once the suit and tie come off he is a delicious pig.  His snow white hair was still impeccably trimmed but he now sported a pandemic goatee.  We had not seen each other since 2017—and needed to re-connect.  He did not have his slave with him, but he had new boy in tow.

“He is off doing some Chicago things, but come on down so we can get re-acquainted.  You can meet him later.” 

I grabbed my lube and went down a couple of floors, using the stairs…

The door opens.  Master looks great.  Stark naked.  Are there more tats on his body now?  I can’t tell.  We kiss deeply.  I ditch my clothes but of course, I put my boots back on.  My jock pouch is mounded.  He drops to his knees and gnaws at me through the stained fabric.  He groans out “I’ve missed this…” and proceeds to lick the pouch, making my cock swell even more.  His teeth pull it away from my body and he is now giving me deep, very wet, head.  

His mouth is now going to my balls.  He gets the hair there incredibly wet with his saliva.  And suddenly he drops to my boots.  Licking the toes of them—hard enough that I can feel it through the leather.  I love that this man who is Dom with others, totally subs out with me.

“Get on the bed.  I need to eat your ass.”  (How many times will I be saying that this weekend?)  He scrambles up on the bed and presents his butt.  His hands reach back and pull his cheeks apart.  My tongue pushes in.  I eat him out, leaving a ton of spit behind.  I rear up and slide my dick into him.  Slowly.  Inch by inch.  He gasps—and takes me all the way in.  He groans into the top sheet.  I hold for a long moment after I finally bottom out.  I grind my pubes into his stretched hole.   The Master pants—and tells me to fuck him hard. “Fuckin’ use  me.”

I begin the fuck—my pace faster than I expect.  I love the sound of my balls slapping his ass.  He groans and goes into his own fuck head space as I pick up the fuck speed.  I pull out, my flared head making a slight popping sound.

“Let me taste it…”

I move around to his mouth.  He hungrily cleans my cock of every drop of ass juice.  I go back around and fuck him again.  I feed him my wet cock again to clean.  And this time we kiss so I can share in all the juices.

“Sit on my face.”

I lie down on the bed and he happily straddles me.  He slowly lowers his fucked hole to my waiting mouth.  Now I tongue fuck his hole.  Eventually, without prompting, he rolls off me so we can kiss.  He can’t get enough of the taste of his hungry hole.  Without any warning, he rolls me over.  His tongue finds my hole.  He groans as he eats my ass. When he finally stops:  “So you know, the boy doesn’t eat hole—but loves his eaten.”  I file the info away.

“I have to piss, do you want it?  It might be strong.”

We go into the bathroom in case it’s nasty.  I kneel and instead he feeds me really sweet piss.  I save some in my mouth for when I stand up and kiss him.  We pass it back and forth with our tongues.

We go back and fuck some more.  I even grab a towel, get it under him and piss in his hole before I lick some of it out and then fuck the rest deeper into him.

We take a breather.  “I will text you when the boy is here and ready.”

We take a break—I get the text in an hour or so.  “Boy is waiting and eager.”

I go downstairs again.  Both are naked.  Boy is solidly built.  Maybe 40.  And eager.  He is all over me, under the watchful eye of Master.  I get the boy on the bed on all fours.  Master feeds him cock and I eat his hole.  Soon enough I switch to my dick.  It’s a great fuck—we go round and round, both using both his holes.  The boy is just as hungry for the taste of his own ass as his Master.

I instruct Master to lie down on the bed, face up.  I have boy on all fours over him.  I fuck—and Master can lick my cock as it pounds his boy.  It’s hot…and raises the temperature of the room.  I fuck and fuck…

“Let’s flip this,” says the Master.  The boy gets under, the Master straddles him.  I fuck—and boy is just as enthusiastic of tasting Master’s ass jizz on the underside of my dick.

We re-group.  One sitting on my face and one riding my cock.  I let Master decide when they should switch who is where.  I am in total bliss as I have ass on both my cock and tongue.

The boy pulls off my cock.  He goes between my spread legs, lifts them and begins to eat my ass.  I groan—and the Master, who has dismounted, just grins at me, shaking his head with that ‘you never know’ look.

I fuck them both one more time.  I would like to breed, but the guys need to be at some IML function…We promise to come back for more later.

I go to dinner…and wonder what the night will bring…

The original post is here, along with 1418 others:  From My Side of the Sling: IML Thursday: Master and boy (felchingpisser.blogspot.com) June 19, 2022