Stretching Jamie's Hole

 My Playroom—August, 2023

 

Jamie, the man who had found my blog and then reached out, calling me ‘The Hemmingway of Filth,’ was finally wanting to come back to the playroom.  He wanted to be used hard.  I knew he desired toys and hand, not just my cock.   We agreed on a date, in the first full week of August…

 

Jamie is horned.  He is totally naked by the time I get down to the playroom.  There is no oral sex today for me.  He is up on the fuckbench.  Waiting.  He is a man slightly younger than myself, and rather beefy and hairy.  It is a pleasure to go to my knees and begin rimming his hole.  He moans, telling me he can’t wait for my cock inside him.  This makes me rim him even longer—I want him panting for it.  And he is.  Telling me to stick it in him and fuck him hard.

I stand up and do just that.  I sink all the way into his hot ass in one stroke.  I hold for the shortest time before I begin fucking.  Hard and long.  Making him moan and grunt with each thrust.

I slow the fuck and finally pull out.

“Let me taste it!” he groans.  I walk to the front of the bench and feed him my wet cock.  He moans again, loving the taste of his ass on my cock. 

“Get it good and wet. I’m going back in with no more lube.”

He groans and spits on my dick.  I move behind him—and slide in.  His spit feels great and his ass is already making lube to protect itself from my hard assault.  I fuck and slap his upturned butt cheeks.

I pull out.  I taste his hole again before I take my wet cock back to his mouth.  He cleans me up just as hungrily.  I grab the egg headed dildo.  I grease it up and insert it easily in Jamie’s hungry hole.  He knows I am going to add my dick along with it—and I don’t disappoint him.  I am under the toy first, feeling the ribbed shaft on the top of my cock with every stroke.  Now I reverse, I push the toy down and slide into him with the ribs below my cock.  Finally, I stop fuckin and have him clean my cock one more time.

We move to the sling.  I rim him again.  And fuck him.  I grease up the ass grommet that slips over my erection—supersizing the girth of my dick.  He takes it easily, actually begging for more.

I pull out, telling him to look up in the mirror above the sling so he can see the toy hugging my erection.  I fuck him again, once more with it on and then without.  I kneel and grab the biggest of the black plugs.  Jamie loves the girth I am slowly working into him.  The toy does just what I want—to stretch him out—ready for my hand.

I have to wear a glove on my left hand, as I had cut myself in the kitchen a couple of days before.  I really prefer my hands to be bare, but the one is latexed today.  I use my bare hand to slowly crawl into him ever deeper.  My middle finger toys with his second hole.  He tells me again how much he loves this.  I do some regular fist stretching—and then explore his depths again.

“I need a minute—you’re wearing me out.”

I help him out of the sling and toss a towel on the bed, so he can lay down.  We watch the porn on the big screen television.  The Dick Wadd men are opening holes with fists, just like I’ve been doing.

“I think I can take some more—but I’d like to be back on the bench.”

I nod and he scrambles up and gets in position.  I think about eating his hole—but there is now serious lube up there now.  I settle for a brief fuck, before I settle down and do more fisting.  One hand in—and then the other.

I use the big pink ‘realistic’ dildo on him.  He likes the weight of it.  And the stretch.  I stretch his willing hole, giving him the whole shaft until the molded balls are pressing against his ass.  Then go back to my hands…first one, then the other.

“I think I am done,” he pants.  “You destroyed my hole in the best way.”

“Can you still take my dick?”

Jamie grins.  “I hope so!  Shoot your load!”

I stand up.  I slide in.  I have to concentrate, but I am ready to shoot pretty fast.

“Take it,” I grunt out.  “Take my cum in your ass…”

Jamie moans—and holds still as I shoot deep inside his plundered hole…

 

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Jamie’s first visit is here:  Giving His Ass to ‘The Hemmingway of Filth’