"Go a Little Deeper..."

 Grand Rapids—January, 2022

There are so many people that you meet once, have good sex and never see again.  Now, I do cultivate fuck buds if the sex is good, and I have a pretty good track record of men I still see.  But there are visitors to the area you meet, fuck and fist and know that you are not likely to ever see them again.  Such was the case with Kyle who I wrote up in ‘Wetter with Every Stroke’ back in 2018.  We had a great session—and he flew home to somewhere west of the Mississippi. 

At the top of January I got a message on AssPig.  Kyle was coming back to Grand Rapids.  Could we have another session?  He had to play in the morning before checkout at his hotel, but I agreed.  The night before, the sling was ready to go and sitting in the living room.  I’d tossed some toys in my gym bag.  I was up early the next day, packed the car, sent him a text and hit the road.

It began to snow.  Nothing horrible, but it slowed me down—and made visibility, as I pulled into Grand Rapids, hard.  I finally found the hotel, a little late for my appointed time and went in with just my gym bag.  The woman behind the desk was masked and greeted me with as much ice in her tone as what was on my windshield.  She asked me where I was going.  I blithely told her Kyle’s name and room number and went up to his floor.

But there was no way I was carrying the two big clunky bags of the sling in past her withering glance. 

Kyle greeted me at the door.  He looked much the same as I’d written a couple of years ago:  shaved head, goatee just beginning to go grey, around my age, about 5’ 9” with a body that is trim.  We hugged.  I told him the sling needed to stay in the car.  We made do, stripping a bed and getting some protective pads on it.  Kyle went to check his cleanout one more time as I stripped down to boots and jock…

 

I lay out the toys I have brought—the egg-headed dildo, the speculum and the ass grommet.  Kyle comes back in, smiling.  He climbs up on the bed on all fours.  No oral here.  My cock is still in driving-in-the-cold-morning mode and staying plumped but at no more than at half mast. I know how to fix that.  I kneel and plant my face in his inviting ass crack.  He is still warm from the shower.  The heat feels wonderful—and his ass tastes even better.  I lick up and down his crack and then concentrate on his hole.  It opens easily for me.  I juice him up with as much saliva as I can muster.

“You want this cock?”

His answer is to take a hit of poppers.  I slap his ass with the now hard and greased up dick.  Once.  And then again.  I run my now drooling head up and down all the places I have been licking.  I prod at his hole. 

And I’m inside. 

I wait a moment and fuck all the way into him.  More poppers.  And I fuck him hard, with very deliberate strokes.  Opening his ass channel.  His butt can at one moment squeeze down on me and with the next, flower open.  He  is now open enough for me to quickly grease and add the dildo.  He likes the stretch of the head and how deep it goes.  He sighs as my cock joins the toy.

I fuck, loving the wetness of his hole.  I can feel the ridged shaft of the toy teasing the underside of my cock.  Over and over.  I pull out and go back in, but under the toy—so my engorged cock head can feel the ridges.

I try the grommet.  But it is not to Kyle’s taste.  He’s a depth over width guy—something I have forgotten.  I grease up my hands.  I work slowly and methodically to creep into him.  My middle finger finally finds the way to his ‘second hole’ and I finger it.  Kyle shakes.  And has a tremendous anal orgasm.  His whole body quakes.  Semen drools from his dick.

We stop for a moment. 

Then—“Do it again,” Kyle moans.

And I do it again—my left hand snaking into him…

*

We change up and try fisting on his back.  Not as good.

We go back to his knees—and I do another round of hand play.

We take a break.  He wants to spoon on the bed, so we do.  Soon it moves to him stroking my cock.  My hand lazily explores his sloppy hole.

“Go a little deeper,” he breathes in my ear. 

It is a slightly odd position, coming in across his body, but I am suddenly all the way inside him.  His ass lips snap around my wrist.  Kyle contorts and grinds down on my wrist.  This assgasm is just as strong—quaking deep inside him and with cum running from his cock…

 

I would encourage you read our first meeting.  Here is Wetter with Every Stroke.