Restraining Jaylen

 My Playroom—August, 2025

 

I don’t see Jaylen often.  He is busy with work and completing his education at the local university.  I was pleased when he sent me a text at the top of August, wondering about a meeting.  We compared dates available and chose one towards the end of the month.  It was the day after the house party I just detailed in the previous post.  But I was more than ready for some one-on-one sex after all the group play…

 

Jaylen always texts me from the driveway.  I open the door and let him in.  He is likely approaching 30 now.  He carries some extra weight really well.  His hair is still incredibly long.  We hug and go downstairs.  He strips quickly, looking expectantly at me.  He has let me know he is willing to try new things.  I skip the usual ‘on his knees to get my cock hard’ routine and tell him to get on the fuckbench, which is flattened to be a padded table.  He does.

I kneel and pull apart his ample ass cheeks.  My tongue finds his hole, tight and clenched.  It begins working him open.  Slowly.  Millimeter by millimeter.  He groans.  His head comes up and he looks at himself in the floor length mirror right in front of him.  He sees himself looking vulnerable and moans some more.

Success!  I am now tongue fucking him.  Jaylen pants.  “I really want your dick,” he murmurs.  So I give it to him.  I stand up and push in.  Slowly.  Making him feel it inch by inch. 

“You are always…bigger than…I remember…” he moans.

And I am all the way in him.  My full pubes are grinding against his hairless ass.  But just for a moment.  I begin a slow in and out.  His breathing accelerates right along with my cock as I pump faster and faster.  Suddenly, I slap his ass and pull out.  I bring my wet, sticky cock to his mouth.  He eagerly tastes our mixed juices covering my dick.  I let him clean me thoroughly, before I go back for another round of fucking.  This time my left boot goes up on the table, changing the angle, letting me reach even deeper into his insides.  I fuck and fuck.  He cleans me once again and we move to the sling.

“I was serious in that text,” he says as I put his feet in the stirrups, “that I would like to try new things.”

I nod.  And go to my knees.  I tongue his well fucked hole, marveling at how my mouth and cock have opened him up.  He moans—looking at me eating out his butt in the mirror over the sling.

“I love seeing that….” he moans.

I stand up and fuck him.  His eyes are riveted to the mirror.  He watches my cock split him open.  I fuck and fuck.  Different speeds.  Different depths.  Now I pull out and make him clean me once more, as he awkwardly pulls around in the sling to do it.

I go back to his ass.  My cock grazes his open hole.  He looks up at the mirror.  Expectantly.  Which helps me know what to try next.  I take the padded leather blindfold off the sling frame where it hangs.  I size it to his head and slip it on.  “Tell me if this is not working for you,” I murmur.

I go back and rim him.  He groans.  I stand up silently, so it’s a surprise when my cock head traces the length of the valley between his ass cheeks.  I tease him with it on his hole.  Almost pushing it in, but not quite.  Now, I enter him.  I fuck slow and easy.  I build.  I fuck him hard enough to shake the sling frame. 

I pull out.  He expects to clean it when he senses I have moved to the side of the sling.  Instead, I bend and work his nipples with my tongue and teeth.  He groans.  I rub my cock on the closest one and lick off the juices it leaves behind.

“How’s the blindfold?”

“Great.”

“Give me your left hand.”

He lets go of the chain above his head and lets me attach a restraint.

“Now the right.”  I repeat the process, get his arms behind the sling and lock them together.  “Comfortable?”

He nods.

I rim and fuck him again.  I surprise him by pulling his cock out of his jock and sucking it for a moment.  I work his nipples once more.  And I keep rimming.  And fucking.

I pull out and go to his side.  I remove the blindfold and undo the restraints, but leave them on.  “Last time you loved the rimseat.”

He nods.  I pull it out and set it up.  Now I help him out of the sling, before lying on the mat.  He sits.  His full ass really cuts off my air, which I love.  He lets me lick and spit on his now open hole.  Without prompting, he gets up and rides my cock, facing away from me.  No more than two or three minutes before he sits back on my face.  His hole is so wet now, I can’t get enough of it.  I lick and swallow and groan…

Now I really need air.  I tap his thighs and he gets up.  “Sit on the bench,” I tell him.  I get up and take the ankle cuffs off from where they are hanging on the sling chains.  I fasten them in place.  I find my spreader bar and attach it between his ankles.  “Now roll onto your back.”  He does, with me still holding the bar.  We adjust a little and I hand him the bar.  His eyes light up as he holds his legs in place; his ass slightly tilted for an easy entry of my cock.  I fuck him.  Hard.  I pull out.  I tell him to pull the bar closer to his chest.  His ass rotates up.  I fuck him like this.  His ass feels totally different at this angle.  Still inside him, I push the bar to his chest.  His ass, with me in it, moves to a higher angle.  I fuck and fuck until we are both breathless.

As I unclip the bar, I ask if all this has been good for him.  He nods.  “This is great,” he tells me.

“I want to breed you in the sling.” 

His eyes shine.  “Let me take my jock off.  I’d like to jerk while you do it—if that’s alright,” he adds hastily.

I nod and get him back in the sling.  I eat his hole.  He works to get his cock hard as I do it.  I stand up and slide in.  He jerks right along with the fucking I give him.  Slower or faster.  He even matches how hard I pound into him.

I want one more taste.  I pull out and stick my tongue into his ruined ass.  He gasps.  I groan.  I can only be there for a moment—for I need to shoot.  I push into him and begin firing almost immediately.  And it’s the full thing the first time—there will be no double cum shot today. 

I groan and stay buried inside him.  His hand moves furiously over his cock and he shoots a huge load all over his stomach.  I wait until he has stopped stroking.  Still inside him, I lean down and lick some of it up.  He squirms in delight.  With a mouthful of his young seed, I pull out, kneel and begin tonguing his cum into his abused hole…