All But Three

 My Playroom—June, 2025

 

Evan, the man who visits from Chicago, had told me he was moving.  He wanted to make sure we had another round in the playroom before he left the Midwest.  I agreed. He arrived in the late afternoon on the first Saturday of the month.  We chatted as he had a vodka and lemon to relax from the drive in.  He told me he had already sold his house.  Everything was packed but his essentials, so he had brought no additional toys. He also told me he was now living in a rental in Chicagoland until late autumn.  This was both for retirement purposes and to let the workman finish his new home down south. He hinted that with this extension he might make it back for one more round of play in the early fall.

He went off to clean out and I made more tea for me.   I put the casserole in the oven on a very low temperature so it would be done once his ass was exhausted.  I went downstairs and turned on some fisting porn.  Evan arrived and dropped his robe.  Totally naked, he knelt in front of me…

 

Evan is my age, or maybe even a couple of years older.  He is in great shape for his age, still thin and lithe.  His mouth is eager, if not skilled.  I think he is just not used to my thickness.  But it makes me hard.  As soon as I am, I suggest he get on the fuck bench.  He clambers on to it, showing me his ass.  I kneel and dig in.  I want to get in some good rimming now, as it will soon be overflowing with lube.  I lick and spit.  He moans and the popper bottle opens for the first of countless times over the next hours.  He groans and tells me how good it feels.  He finds the mirror to the side that shows him just what I am doing.  He can’t stop watching me tongue fuck his hole.

I stand up.  My cock goes into him.  His ass instantly squeezes down on me in welcome.  He milks it as I slowly invade him with my full length.  My pubes are soon rubbing against his hairless ass cheeks.  I grind into him for a moment and then hold still.  He pants.  His ass relaxes—and I begin to fuck.  Slow and steady.  A welcome-to-the-playroom fuck.  He huffs.  I pick up the tempo.  His ass opens easily.  What was a lovely tight flesh sleeve on my cock is already needing more.

I pull out and grad the ubiquitous eggheaded dildo.  I grease it up with the K-lube he has brought.  It slides home in one easy glide.  I add my dick, which loves the thin ribbed shaft.  My cockhead slaps onto the full, thick egghead.  He sighs.  I moan a little.  I love this toy.  It instantly makes his hole feel as tight as the first moment I pushed into him.  I fuck, making him breath harder.

I replace the dildo with the Ballistic Butt Bomb, the metal toy GaryM left for me.  The stainless steel is always cool down here in the playroom.  Evan does an intake of breath as the chill metal touches his ass lips.  The BBB disappears inside him with ease.  I love that I can add my cock with this toy, too.  And my cock loves the coolness of the metal (while it lasts).  My cock head batters into the oval ball over and over.  By the time I pull out, the BBB is Evan’s body temperature.  I regrease and insert both the toy and my cock into him again. 

The next toy is the Seahorse, also a gift from GaryM.  I show it to him before it goes up him.  Evan loves the curve and all the ridges.  He is sure he won’t take it all.  He says that—just as the toy bottoms out, every inch in his ass.  I fuck him with it.  I turn the toy so the curve goes the other way.  He takes it all that way, too.  I pull it out and stick my dick in him.  It feels warm and wet, but my dick is now not feeling his stretched hole at all.

We switch to the sling.  I use the big black butt plug on his hole.  I use the Ballistic Butt Bomb as a hammer and smack the end of the toy once it’s in place.  It sends vibrations through his ass that make him moan.  I move on to the hard plastic toy in the shape of a hand.  This is a rough toy for many men, but both Jake and Evan take it with ease.  Evan groans in pleasure—but does comment that he can feel how rigid it is compared to the others.

For the first time I grease up my hands.  My left goes into him easily after all the toy stretching.  Now the right.  Then eight fingers from both hands, with my palms together.  I reverse that so the eight fingers are back-to-back.  This way I can pull his hole more open yet.

I grease up my cock and grab the Ass Grommet, the toy that fits over my cock, doubling the thickness of it, with the cock head poking out of it.  I tell him to take a hit of poppers.  I fuck into him the moment the cap is back on the bottle and the vapors hit.  He takes me effortlessly and loves the stretch.  “I feel so damn full of you…”  I fuck him hard.  He takes it like a champ.  And had his first assgasm. 

I switch things up with the speculum.  The metal is as cool as the other stainless-steel toy.  I slip it into him and slowly crank it open.  My finger plays with his prostate after each turn of the key.  Evan groans.  I stand up and fuck with the speculum in place.  The metal has warmed up, but I still enjoy the hardness of it next to my cock.

I pull out and crank it shut.  I grease up the biggest of the butt plugs, this one given to me by my brother.  It is tiered.  The first instantly disappears in his ass.  Now the second and wider tier.  In moments, the rest of the toy sinks into him.  I pull it out and show him what I have used.  He tells me to put in in him again.  I do.  All but effortlessly.  Evan’s body shakes uncontrollably.

More hand.  Left.  Right.  Left with my cock, fucking through my fingers deep inside him.  Now my right.  Add my cock and fuck.  Evan blisses out, lost in sensation.

We take a break.  He stretches, careful not to step on the toys littered under the sling as he steps down.  When he gets back in the sling, I suggest using Jake’s idea of cuffing his ankles at a 90-degree angle to the top of the sling frame.  Evan is game.  I rig the chain to hang down, add the restraints to his ankles and snap him into place.  I start with the Seahorse again.  Evan tells me it feels totally different, but he loves it.  In this position, he asks for depth play, as we have stretched him so much with girth.  I pull out the balls on a hard column of plastic.  He takes it—deeper than anyone but Jake.  I pull out the other depth toy that is thicker.  Evan takes this, too.  Repeatedly.

I slow things down by working 16 inches of chain into his hole, link by link.  He loves the weight of it.  And the stretch as I slowly remove it link by link.  I put it in and pull it out of him three times, to his ever increasing bliss.

I move on to yet another of GaryM’s contributions.  It is a long toy, with a black handle.  The long, very flexible insertable end is clear plastic and has a pointed end, growing to a girthy middle and reduces in size as it reaches the handle.  Evan loves this toy—and asks for it when he sees it still on the shelf.

“What about that one I couldn’t take last time?”  I think he means the fire hydrant, an ugly ‘flesh’ toned toy that is a plug, but with a ridge to get over and then a ring of nodules, before the ass lips close over the thinner shaft.  Evan couldn’t get past the ring last time.  I grease it up.  He takes it all.  The first try.  I show it to him, asking if this is the toy he meant.  It is.  And I put it into him, every inch of it, three more times.  Evan moans.

I lower his legs to the traditional stirrups.  We have a long moment of greatest hits, using almost all the toys over again.  It’s time for the grand finale.  GaryM had left two very long, very thick, typical cock shaped toys.  Evan has his eye on the slightly smaller one, though it is bigger than anything else he’s taken.  I grease it up.  He huffs poppers.  His hole is incredibly open, and I still have to work the head in carefully.  But once it is inside him, he all but pulls the rest of the shaft into his ass.  It is as deep as it can go.

Evan is elated with the feelings coming from his ass.  I have given him several assgasms in the course of all the play.  I pull it out and insert the monster again.  He has another—babbling incoherently.  It is the perfect end of our session.

I help him out of the sling.  “Did I take most of your toys?” he asks.

“All but three.  One too small, one too hard and so old I should throw it away and that huge one.”

“Next time for that last one…” he says pointing to it on the shelf.

Just shy of three hours of play, we go upstairs.  He rinses off and I take dinner out of the oven…