West Michigan—July, 2023

It was the 4th of July.  I still had almost two weeks before I began a rather short work contract.  I wanted my balls to be as empty as possible, so I could concentrate on the project at hand.  I did my morning check of the few hook-up sites I still use occasionally.  On the most vanilla site was a picture of a beautiful young ass.  I clicked the profile.  He was fairly local—and not in some Balkan country looking for a ‘pen pal.’ 

And he was online at the moment.  We chatted.  He loved the sound of the playroom but he had to be on call today for his job—meaning he had to stay at home.  Would I consider coming to him?  He thought that if we met later in the day, there would be little chance he would be needed at work.

Now, it has been ages since I went to an unknown man’s house for sex.  Men want the playroom or I visit long time fuck buds or I want to meet them at a venue where sex happens.  But for whatever reason I agreed.  Later that day, I checked in with him--about an hour before I was due there.  He replied his work phone had been silent.  He gave me the address and I left home.

It felt very odd.  I had a flash back to 20 years ago, when I did this regularly.  I never really liked not knowing where I was going—or exactly what I would find when I got there.  I found his street easily.  But there was no house number that matched.  Then I realized it was an apartment complex, set way back from the road.  There were many buildings, each with its own number—and I finally found his.  I looked at his text, he had not sent an apartment number.  I went up the steps to see if his first name, for of course I didn’t know a surname, was on a mailbox.  The lobby door was locked.

I sent him a text, telling him where I was.  He answered he’d be right there.  Then I got a “where are you?” text.  He had gone to another entrance.  I said I’d stay where I was—and he found me a few minutes later.

Jaylen likely goes to the local university or is just out of it.   He is white and just under six feet tall, which helps him carry some extra pounds.  His hair is long.  Really long.  He seems to like the idea of giving his ass to a daddy.  His face lights up when he sees me.

It has been even longer since I have been in someone’s first apartment.  It is furnished with just what you can afford at that age.  I can’t tell if there is a roommate, but I think so, as there seems to be another bed room—and too many towels for one person in the bathroom.  His bed is ready for play, the spread turned down and lots of extra pillows for potential support…

“Do you like getting head,” he asks, his eyes not on me but on the bed.

“Sure.”  I start to strip.

So does he.

Once naked, he asks me to sit on the bed.  He tosses a pillow to the floor and kneels on it.  After the drive and the confusion of where to go, my cock is still soft.  His tongue soon makes me forget all that, and I’m soon ready to go.

“Let me eat your ass.  That will make me really hard…”

He clambers up and gets on all fours.  I pull apart his ample ass cheeks.  My tongue finds his hole.  He groans—and my cock begins to drool.  I lick and spit.  Jaylen is tight. 

Finally, I pull back from his now wet hole and say “You want me in you?  Raw?”  I want the words spoken.

“Yes,” he groans.  “I’m on PrEP.”

“Good boy.”  I lick his slightly open hole.  “That’s what I wanted to hear.”

Jaylen rolls away from me.  “I have a request…”

“Sure…”

“Can I sit on you?  I think I need to.  To open myself.   It’s been a long time since I’ve been fucked.”

I lie down.  Jaylen lubes my dick with a thick lubricant.  Facing me, he positions his legs by my hips and slowly sinks down on the head of my cock.  He takes it—and stops.  He pulls off me and does it again.  I think a little more goes in—I can’t quite tell.  And again.  This time he has half of me in his super tight hole.  He doesn’t pull off, he just waits for a moment, before taking all my inches.  He grinds himself down on my pubes.

Jaylen is panting.  “Feels so good…” he murmurs.  He squeezes his ass around my cock.  Damn, this guy is tight.  He begins a slow up and down movement.  I love the look on his face:  his eyes closed in concentration and look of bliss each time he takes the full length.

He increases the speed of his bounce.  I begin thrusting up to meet him.  He groans and I tell him I like how me takes my dick.  Finally, his legs tire.  He pulls off me and rolls onto the bed.

“On your knees; ass by the edge of the bed.”

Me moves into place, a pillow under him.  I surprise him by tasting his ass again.  “Nobody does that…” he murmurs.  I am ready to really plow him.  I stand up and slide in.  I pump, slow and steady at first, building fast.  I see his hand going to his own cock.  He jerks as I fuck.  I feel his ass tighten down again.  This time I think it’s involuntary.  I think he’s going to shoot.

“Stop!  Please…”

I do.

“If I cum I’ll have to stop.”

“Do you want to shoot?”

“I…I don’t know if my ass can take much more.”

I am not surprised.  But he has taken a good ass stretching.

He flips over onto his back.  The pillow is now under his ass to get him to the right height with my long legs.  His cock is now very hard and an angry red.  I am not very close to shooting.  I eat his well fucked hole once more.  That helps.  I slip inside him.  He locks eyes with me and begins to stroke.  In moments I see his dick swell.  His ass tightens down.

And, surprise, that tightness does it for me.  I shoot into his butt with a vocal roar.  He splatters his chest with his own load, as I marinate in all my cum…

The original is here:  From My Side of the Sling: "You Want Me in You? Raw?" (felchingpisser.blogspot.com)  July 30, 2023