Jaylen in Chains

 My Playroom—May, 2026

Sometime near the beginning of May, Jaylen, the young man with the long hair (and a growing appetite for kink) wanted to come to the playroom again.  With each of us having busy schedules, it took some doing to find a date that worked for both of us.  We both had the last Saturday of the month free.  He arrived, looking excited, right at 2pm…

 

Jaylen strips, folding his clothes neatly and putting them in the chair by the door.  He has left on a backless brief with a pastel print and socks, as the cement floor is still cool.  I am sitting on the flattened fuck bench, watching him.  He comes over, swinging his hair to the back.  I point to the floor in front of me.  He obediently kneels and begins licking my jock, an only slightly worn one.  My cock hardens, making the pouch twist in obscene ways.  Jaylen uses his hand to free me and his mouth to swallow me down.  He groans as I bottom out, deep in this throat.  He quickly pulls off me and begins licking my head.  He squeezes my balls gently, hoping for some precum.  It must work as he moans softly.

He attacks my cock with renewed vigor.  Lots of tongue work, especially in the piss slit.  I want it deeper in his throat.  I stand up and begin a slow fuck of his face, holding the sides of his head.  He takes it.  I step up the pace, giving him even more of my shaft.  He moans around the dick invading his throat.  I am now giving him everything but the last inch—and he is taking it all.

I pull out abruptly.  He dives for my balls and makes them as wet as my cock shaft.  It’s my turn to moan.  I let him lick them for quite some time before I tell him to get up the padded fuck table.

His ass is now pointed right at me.  I kneel, pull the backless briefs to a better position and begin tonguing his hole.  Jaylen groans.  I lick up and down his ass crack.  I burrow in a second time.  He reaches back with one hand and pulls his left cheek to the side—giving me even greater depth.

I need to fuck him.  I coat my cock with coconut oil.  I stand up and smear the lube on his hole, using my cock head.  Jaylen groans and I push into him.  It’s an easy glide into his tight boyhole.  I am going deep repeatedly—and he is panting.  I pull out and bring my cock to his eager mouth.  He cleans me up, relishing the taste of his ass on my cock.  I go back and fuck him again.  Harder. 

A second moment of ATM, with Jaylen moaning.  As I move back to his ass, I see in the mirror that he’s closed his eyes. 

I grab the Ballistic Butt Bomb off the shelf.  I twirl it in the tub of coconut oil.  I push it into him, using a rotating motion.  He opens his eyes wide.  It is a little thick for his intermediate, but eager, hole.  But he takes it.  Once it is in, he gasps.  I work it deeper into him.  I even add my cock along the thin shaft. I fuck him, each stroke ramming the stainless-steel embedded in his ass.

His knees are tiring so we move to the sling.  He gets in easier every time he visits.  He’s like a pro now, hopping in and getting his legs up on the chains and his ass pulled down toward me.  I eat his well fucked butt.  He is incredibly juicy—a delicious mix of the oil and his own natural juices.  I lick and slobber all over his hole.

I stand up and fuck.  Jaylen watches every stroke in the mirror above him.  As I keep going, he eventually shuts his eyes again and just concentrates on how full he feels.  I pull out, eat his freshly fucked hole and fuck him again.

I go to the toy shelf and bring back the Spades.  I grease them up and he takes three of the five small butt plugs linked together.  I fuck his hole.  I use the toy again.  And fuck him again.  I grab the Seahorse.  Jaylen’s eyes get big when he see the girth of the bottom half of the toy.

“I don’t think you’ll take all of it.  But it is a good gentle stretch,” I reassure him.  He loves the molded bumps and veins.  He easily takes the first third of the toy.  I work slowly, stretching his hole until he has half of it.  I take the toy out and fuck him.  I use it again.  The halfway point is a good stretch for his hole and stop there.  I fuck him once more.

I want his ass at a different angle.  I clip chains to the crosspiece at the top of the sling chains.  I buckle ankle restraints to Jaylen.  Now I clip each ankle to the chain, making them stick straight up.  It tilts his ass.  I ravage his thoroughly fucked hole with my tongue.  I stand up.  My cock slides in.  The new angle makes his ass feel totally different. 

I fuck.

Slow.

Now hard and fast.

Jaylen feels the difference in angle, too.  He reaches down and kneads his cock.  I keep going until I have to catch my breath.  Then he suggests the chains go up by his head.  I attach his ankles in a new position.  He looks hot, with his legs over his head.  I fuck him hard.  But it’s a hard position.  I unclip him and get him out of the sling to stretch his legs.

I set up the rimseat and get under it.  Jaylen sits and squirms as I eat him out more deeply.  He knows to ride my cock and give me his freshly fucked hole immediately after.  He gets up and settles on my greased-up dick.  He rides me, watching the porn on the television.  Then he stands up and sits down back on my face.  His juices and excess lube strickle onto my tongue.  I can’t stop licking and slurping out his slightly puffy hole.

“Up,” I tell him.  He starts for the sling, but I stop him.  “Lean on the table.”  He does, jutting out his ass.  I fuck him in this position for a moment.  Then I stop.  I hold still.  I begin to piss in his hole.

Jaylen groans.  It’s not a lot, but he can feel the heat.  I pull out—and get back under the rimseat.  He sits down.  My tongue opens his hole.  I get a few drops of piss, but I have delivered it far deeper than I thought.  But licking his slightly piss flavored hole is a turn on. 

Quite a turn on, it turns out.  I am ready to shoot.  Jaylen gets back in the sling at my suggestion.  I stand up and slide in.  Instantly, my need to shoot diminishes.  I fuck—then eat his hole again to get me close.  It works.  I slide back in.  But I can’t get over the edge as I fuck.  I do it again.  Jaylen is panting.  I eat and jerk until I am ready to explode.  I stand up and push into his puffy lipped ass once more.  I fuck and my dick expels some cum—but it’s not a full orgasm by any means.  Jaylen feels the warmth and his cock erects.  I stay in place as he jerks.  In moments, his small dick fires off.  His first shot hits his chin.  The rest of his cum lands on his chest.  I mop it up with my hand, smear my cock with it and fuck it inside him…