My Playroom—November, 2022

In the first few days of November, I had a date to fuck and fist Jake.  (And likely abuse his balls.)  I hadn’t seen him for a quite some time, February to be precise.  We had tried on a couple of occasions to meet, but our schedules had never meshed.  But we knew we’d see each other again.  After all, he is the man I have played with longer than anyone else in my current stable of men.

He drove in on a beautiful fall day and we began to play in the early afternoon…

Jake, in his harness, sits on the bed.  I take my thickening cock out of the jock pouch.  He licks the head, savoring the pearl of precum, and then takes my length down his throat.  I harden the rest of the way as I feel his throat constrict around me.  I pull out.  Jake sighs—and does it again.  It’s harder now to get me down his throat.  Poppers come out.  The last inch goes in—but for only a second.  It actually hurts me, it’s so tight.

“Up on the bench.”

Jake complies and I kneel behind him.  I pull the cheeks apart and my tongue zeros in on his hole.  He grunts as I connect.  I get his hole as wet as I possibly can.  I am coating my cock with cocoanut oil as I lick his pucker.  I stand up and enter his ass.  Slow and steady.  The sippy cup of poppers is used again.  Jake sighs and tells me to fuck him.  I begin a steady thrust without the usual waiting-in-place time.  I build the strokes quickly—using my entire length on each insertion. 

It's driving him crazy.  He moans continually.  I put a foot up on the bench in front of his left knee.  I sink into him even deeper.  Again and again. 

I get the leg down and return to fucking at a more normal depth.  But Jake needs more.  Already.  I grab the egg headed dildo, lube it up and twist it into place.  My cock slides in under the toy—making his hole feel tight again.  I fuck like this for a few minutes.  Then I slip out, leaving the toy in place and add my dick on the of it.  It feels quite different as the underside of my cock rubs the many grooves of the toy.

I don’t often fist on the bench, but Jake is ready for more.  I find the Crisco under the sling and lube up my hands.  The left slides in easily.  I alternate back and forth.  A twist on the entry and another on the exit.  Left.  Right.  Left.  Right. Right. And left.

Jake is in his own world.  But as he feels me wind down, he murmurs a “Go for a double.”  I wonder if it’s too soon but say nothing.  I re-grease and slide the left into place.  My right palm glides down the forearm sticking out of his ass and joins the left hand deep in his hole.  Jake moans in absolute pleasure…

* 

On to the sling.  I clean up his hole of excess Crisco with a towel and then spend several minutes rewarding it with my tongue and lips.  I love the feel of ass lips in all stages of play.  Jake’s are now engorged and puffy.  I suck them into my mouth as my tongue teases deep inside him.

I slip on the Ass Grommet, the toy that supersizes my cock’s thickness.  The head pokes out unchanged in girth, but my shaft is encased now in a latex donut.  I watch Jake’s face as he feels the thickness stretch his hole.  He sighs in contentment as I sink in.  I fuck with it on for many minutes.  Then I hold the toy in place inside him and pull my cock out.  It creates a lovely vacuum sound.  I grease my cock a little and push back in through the hole in the toy and fuck him some more.

I go for a lot more hand work.  Alternating between the slightly smaller left and my active right.  I don’t go for another double.  Yet.  Jake often checks the mirror to watch the insertions, but more often has his eyes closed and is seemingly just reveling in the sensations.

I use the speculum—cranking open the device with ease.  I fuck with it in place.  Cool metal (for the first moment) on the sides and hot flesh above and below me.  Soon enough the stainless steel is as hot as his ass.

With the speculum out, I go back to full fisting.  I do a lot of stretching.  Now, with his guidance, I work in a little deeper than I have ever been inside him.   It is a slow, slow crawl into the very depths of his person.  Past the second hole…the bend…

Once I’ve retreated—it’s back to some alternating hands.  So far, they have been going in flat—fingers first and curling shut into a fist once they are inside him.  I repeat that—working up to a faster rhythm.  Now I go a true punch fist—going in with my fingers curled tightly shut.  Just a couple of times…and then it’s time to relax.

We lay on the bed.  Jake falls fully asleep for a moment.  The porn on the screen ends.  I don’t want to move to restart it for fear of waking him.  When he wakes, he grabs the red wooden box ball crusher.  I watch as he gets his nuts in place.

Jake gets back in the sling.  I find the extra chain we used before to suspend the crusher from the top of the sling stand.  We get it all in place, so the box pulls on his nut sack, while the interior of it is squeezing his large, sensitive testicles.  Jake adjusts how much pressure he wants on his nuts, and then adds nipple clamps to himself.  I am not going to tighten things down this time on the box.  I leave his balls alone and play with his hole.  Some cock, the egg headed toy again and, mostly, my hands.

I start fisting the usual way.  But I am gliding home to a double much more often.  More so than I have ever doubled Jake.  He is now literally in another head space.  All from just poppers and the pleasure I am giving his hole. 

We are quickly wrapping up play.  His hole is tiring.  I can tell.  I do one more double.  Jake breathes as if giving birth---and suddenly his whole body shudders as his internal orgasm takes over…

*

Jake has often written up the play from his perspective.  I have just read his version.  We remember things in a similar way—with some interesting differences.  I will publish his write up tomorrow, 24 hours from when I publish this one.

Here is the link to the original:  From My Side of the Sling: Jake Takes It All (felchingpisser.blogspot.com)          November 26, 2022

Here is the link to Jake's version of events:  From My Side of the Sling: Guest Writer: Jake Gets Another Day in the Dungeon (felchingpisser.blogspot.com)     November 27, 2022