He Knew What He Wanted

 My Playroom—November, 2025

 

I had been corresponding with a gentleman who wanted something a little different.  He loves having his ass dilated.  He asked if I enjoyed speculums.  I told him I had two.  He agreed that I could stick my dick in him as well.  And he might like to try sucking it.

We conversed for quite some time on Recon.  Finally, we set a date.  He arrived right on time, the Monday after my All Saints Day revels.  He wanted to check his clean out after his drive.  All was good.  I gave him a bathrobe to get downstairs…

 

He’s a good-looking guy, in his late 50’s.  He is wearing a thermal knit shirt to hide the slightest of guts.  Below, he has thermal underwear, with the ass and crotch cut out for easy access.  He has a bag of goodies.  First out is his own homemade lube—made from xanthan gum.  It is a very large tub of it.  I place it under the sling.

Next, he pulls out his speculum.  It is a Collins, just like mine.  We opt to use mine so it will be one less thing for him to clean later.  Then lube syringes.  Maybe a dozen of them—from pencil thinness to fat cylinders.  I select one that is twice as fat as the one I own.  I put it near the lube.

He is sitting on the bed.  He asks to suck my cock.  I offer it to him.  It is not something that I think he does very often.  Not bad, just inexperienced.   I don’t let him spend too long on oral—I can see he is eager to get in the sling.

He gets in and I move the stirrups to a comfortable position.   I kneel and begin to rim him.  He groans—and open the new bottle of poppers he got on his trip in to me.  I eat his hole.  It begins to expand, just with the pressure of my tongue.  I get some of his lube on my hard cock.  It is slick and cool.  I stroke and lick his butt.

I add a finger, dipped in the vat of lube, before it worms its way into him.  He takes me easily.  I play with his prostate and his cock gets very hard.

I fill the lube syringe.  I work it into his ass.  I depress the plunger and empty it all deep inside him.  Some escapes.  I push it back in my finger.  He’s told me he loves to be filled with it—so I do a second injection.  I condom up (per an earlier request) and slide into him.  He is totally poppered and his cock is drooling.  I fuck—and suddenly he is gushing out a mega load of cum. 

I pull out.  He moans.  I ask if I can lick it up—and he moans out a ‘yes’.

“Can you keep going?”

“Yes…”

I grab my speculum and cover it with his lube, thinking too late that I should have used his cum.  I work the cool metal into his hot ass.  I begin the slow crank.  He loves that I know how to open him correctly—slowly, with incremental turns of the thumbscrew.  I get it open wide enough that I know I can add my dick.  A different Magnum goes on—and I do just that.  I don’t think he’s ever had anyone fuck him with the speculum in place.  His cock erects once more.

After some minutes, I pull out and crank him closed.  I grab the Seahorse, the curved, ridged dildo that has a very small head and a gentle increase of girth as it goes deeper.  He loves it.  I try it with the curve down.  Then the curve up.  He takes it both ways easily.

My fingers do a lateral stretch—the same move that the speculum does.  He groans—I think appreciating the warm fingers over the stainless steel. 

I go for the chain with the smallest links.  It is 18 inches long.  I dip it in his vat of lube and work each link into him.  Slowly.  Precisely.  His breathing changes as the weight of the chain, now 11 inches inside him, weighs down his gut.  I add three or four more links.  I have just two left in my greasy hands to hold.

“Ready?”

I let him popper up.  I begin the slow pull out.  Link.  By.  Link.  He moans and touches his cock.  The first six inches have come out of him very slowly.  Now the weight of the freed chain is pulling the rest out.  It comes out in a steady flow—each link bumping his prostate.

He groans louder now.  He’s shot a second time.

He knows to stop.  It’s only been 30 minutes, but he knows his ass won’t take more having shot twice.  He’s satisfied—and so am I.  I invite him back anytime…