Another First for Jaylen

 My Playroom—October, 2026

 

Jaylen came back to the playroom towards the end of the month.  As he stripped down, carefully folding his clothes and putting them on the chair, he asked me if we could video a few moments of me fucking him for his personal enjoyment.  I agreed, but asked him to remind me as I usually get too wrapped up in what we are doing to remember.

I ditched my robe and sat on the flattened fuck bench.  Jaylen was down to a thin pair of backless underwear.  He straightened up and swung his long hair behind him.  He walked over and knelt in front of me…

 

“Suck my dick good and hard for your ass.”

He leans in and takes me into his mouth.  His skills as a cocksucker have always been fine, but today it feels like he has taken a big step forward.  I moan and let him work my shaft and head.  He saves a deep throating until I am rampant.

I lean back on the bench.  I take my wet cock in my hand and instruct Jaylen to lick my balls.  He loves doing it—or a least being told to do so.  His tongue is all over the big sack as I stroke my cock.  Finally, I surprise him by standing up and fucking his face.  Hard.  He gasps for air, but takes it.

“Up on the bench.  I need to eat your ass.”

I get up and let him get in place.  I kneel.  His ass is so full.  I love pulling his cheeks apart so I can really get my tongue into him.  He groans.  I lick and drill into his ass.  His hole opens—eager for more.  I change to licking up and down his long, almost hairless, crack.  Then it’s back to his hole.  I can’t seem to stop.  I love that I am making him make all sorts of sounds of arousal.  I can see he’s watching me in the mirror, but other times his eyes are closed as he revels in the feel of my tongue.

I make myself stand up.  My cock is awash with coconut oil.  I guide it into his wet hole.  His hole is still a tight fit for my girthy dick—and it feels wonderful.  I fuck him slowly.  Deliberately.  Jaylen moans.  His eyes are now on the mirror in front of him.  He wants to see me towering above him and using his ass.  I speed up the drilling.

I pull out and let him suck my cock again.  This young man has learned to love ATM.  He didn’t mind it at first—and now he craves it.  I am happy to oblige.  On the way back to his ass, I grab his phone off the television stand.  He opens the camera and flips to video.  He holds it under himself so I don’t have to worry about it.  I slap my cock on his wet hole and push inside him.  I fuck him slowly, so he can see every inch going all the way into him.  I bottom out, hold for a moment and then begin a slow fuck.  I build it fast.  Soon I am slamming into his upturned ass.  Eventually he clicks the phone off—and just concentrates on taking my dick.

We move to the sling.  I eat his freshly fucked hole.  He groans.  The phone is still in his hand.  Jaylen suggests I put it on the floor.  I take it from him once it’s running.  I set it on the mat.  It is in the perfect place to watch my hard dick push into him.  I fuck him hard.  When I pull out, I pick up the phone.  I do a third video with me holding it from above.  I fuck him, moving the camera so it captures a number of angles.

I hand him his phone.  He shuts it down and I toss it on the bed.  I fuck him hard—now just concentrating on his ass…

My cock takes a break as I grab the Spades.  It is the perfect toy for his beginner hole.  He takes the first three mini-butt plugs easily.  He loves the pull out.  I insert it again.  I stop at three—but he encourages me to try one more.  It fits.  Just.  I do a slow pull out as he groans and gropes himself.

I fuck him.

I get the Seahorse—a toy that seemingly everyone can take to varying degrees.  Jaylen takes two thirds of the curved shaft.  He enjoys my alternating the curve of the toy either up or down.

I fuck him once more.

The last toy is the Ballistic Butt Bomb.  He’s taken it before, but the thick head is a challenge for him.  I add my cock.  I pummel the toy deeper and deeper into his gut.

We take a break.  I set up the rimseat.  Jaylen is eager—he was once apprehensive of it, but now loves how deep my tongue can get into him when he takes the seat.  I lie down on the mat.  He sits.  His ass fills the seat.  I have to be careful of how I breathe—and I love that.  I tongue fuck his used hole.  The coconut oil and my precum are a great mixture.

Jaylen stands up.  He remembers the drill—he sits on my cock and bounces.  He loves to have control for a moment.  He rides me for a long time and then brings his ass back to my face.  The fucking has made his ass juice up.  He moans as my tongue hungrily pokes into him.  I moan with the constant drip of our sex juices hit my tongue.

Finally, I tap his thighs to get him to stand.  I have him kneel again on the bench.  I really need to fuck that ass that has almost cut off my air.  I am rock hard—and I fuck him furiously.

We move back to the sling.  Jaylen’s cock is hard as I eat out his hole once more.  Soon, I stand up and fuck him.  I feel that I could piss.  I pull out and cover his hole with my pale piss, with an occasional splash on his balls.

His cock fully erects.  Jaylen begins making incoherent noises as I lick off the piss.  He begins jerking as my tongue licks up the pale-yellow liquid off his balls sack. I stand and begin fucking him. 

Jaylen’s hand moves faster.

I pick up the fucking.

It’s a race to see who will get off first.

I win.  By a millisecond.

I love shooting deep in his hole—as his ass contorts with his own orgasm…

*

“That’s a first,” he tells me as I hand him a towel.  “I have always wondered about piss…and from your cock…well, I loved it.”

Music to my ears.

I can’t wait to get him really wet on his next visit.

Equipment Close-Up: The Mare Maker 115

Equipment Close-Up:  The Mare Maker 115

 

 

 In my last round of play with Jake, I used this brilliantly blue silicone toy on him.  Both he and GaryM had called it the Gape Keeper from the Canadian company, Topped Toys.  I went to the website for particulars and found that the biggest Gape Keeper, which this toy certainly resembles, only has an insertable length of seven inches.  This toy is longer—and is the Mare Maker 115.

The Mare Maker comes in six sizes—three smaller and two bigger.  The 115 has a circumference of 11.5 inches (hence its name) and an insertable length of 8.5 inches.  Being made of silicone, it is wonderfully soft.

I have to say with my greased up, slippery hands, I had to work to get it in Jake.  But it was worth it.  He loved the stretch—and we kept going back to it.  He also loved me pounding on the base of the toy once he’d taken it all—making it vibrate deep inside him.

Thank you, GaryM!  I will be curious to see who else can take this toy.

 

 Link to Topped Toys

The measurement photo from their site—that agrees with my tape measure…

Working Through the Toy Shelf with Jake

 

My Playroom—October, 2026

 

Jake sent me a text.  He had time free and hoped to come to the playroom.  I was doing a work gig, but I had some time on just one afternoon that third week of October, if we started a little earlier than usual.  He had no problem with that—and we made the date.

He arrived right on schedule and down we went to the playroom.  Jake unpacked his plastic bottle and added poppers to the cotton balls inside before screwing the cap back on.  He laid out the two ball crushers on the bed.  I ditched my robe and presented my cock mound, still in my jock pouch, to his waiting mouth…

 

Jake leans forward.  He inhales deeply.  The jock has aged since his last visit and he sighs happily.  He tongues the fabric for a moment, but is too eager to get under it to do that for long.  He pulls the pouch to one side and my cock flops out.  I harden the rest of the way in his mouth.  He moans as his tongue swirls over my head, before digging into my piss slit.  He takes me repeatedly down his throat, coming up each time, gasping for breath.

It’s my turn to use my mouth.  Jake kneels on the flattened bench.  I kneel behind him and begin eating his hole.  He opens easily.  I smear coconut oil on my cock and stand up, slipping inside him.  Jake moans and inhales some poppers.  I wait for them to hit before I begin to fuck.  I build fast.  I know Jake can take it.  His hole is expanding with every thrust.

I pull out and let him taste his ass jizz on my dick.  On the way back to his hole, I pick up the ass grommet, a gift from Jake many years ago.  The sleeve slides over my dick, supersizing my thickness.

I thrust back into his ass.  He loves the sudden change in the circumference of my cock.  He poppers and up and begins pushing back, to meet my every thrust with his hungry hole.

I have him move to the sling.  I get his feet in the stirrups, that now hang from the end of the springs.  I fuck him without the grommet, so he can feel the bounce.  “I love those,” he murmurs as his whole-body sways with my onslaught.

I grab the Ballistic Butt Bomb.  I twirl the head in the oil and then insert it into his ass.  I add my dick, my cockhead smashing into the aluminum oval.  Jake moans and blisses out, closing his eyes and just rides with the stretch.

I fuck him again.  Just me. 

The Seahorse goes up him next.  He loves the bumps and ridges, but the final girth of the toy is not a challenge for his experienced ass.  I move on to a new, curved toy—that I don’t even know the name of yet.  The head resembles a cock, while the shaft has several bulges.  Jake masters this toy just as easily.

“Bigger,” he moans.

I grab the Cutler X, the biggest toy in my arsenal.  Jake poppers up as I slather lube all over the thick shaft.  I work it slowly into his hole.  “Fuck me harder with it.”  I do just what he asks.  He takes it repeatedly.  By the end I have maybe half an inch of the toy that did not make it inside him.

I switch up to my hands, greasing them both.  With Jake I can start with three fingers of my left.  Now, it’s four.  I add my thumb, slowly rotate—and I am fully inside him.  I do it again with the same hand.  Then with the right.  When I move back to the left, I slowly open my fingers inside him and crawl into his gut until I can trace the opening of his bend—the second hole in fisting parlance. 

I take a break and grease up another of the new toys.  It is more realistic toy—a thick uncut cock.  Jake takes it with ease.  I also grab the clear dildo with the black handle.  He likes the smooth ride, but it is not nearly thick enough for him.

“Use that long black one that has a handle and has those bumps.”

I pull it from the shelf and grease it.  Jake is one of two men who can take all of this toy.  It is thick, and the shaft has occasional swellings.  I guide the very hard plastic toy into him.  Jake grunts—I’m not sure if it’s pleasure or pain.  But he takes it, though I am careful to move it at a slow in and out.

“Do I see a Gape Keeper over there?”

He does indeed, part of the new cache of toys from GaryM.  I go get it.  I grease it up.  It becomes so slick, I can barely hold on it.  I work it steadily into Jake.  Finally, his hole snaps shut around the base of the plug.

“I’ve taken a bigger one, but this feels great,” he murmurs.

I get it in and out of him several times each accompanied with a sigh of bliss as his hole snaps on the thin base.

I go back to my hands.  Each goes into him easily.  He asks for a double—but we don’t quite make it.  I do get up to four fingers of the right along with the full fist of my left.

We take a long break.  He lies down on the bed and I sit on the flattened bench.

Now it’s time for some nut torture.  I opt for the red wooden box.  Jake gets back in the sling, having worked his nuts into the larger part of the device.  I truss it up so it pulls his nuts up and off his body.  I begin to tighten the screws.  I used to do one just a little and then the other.  Today, I tighten the two screws at the same time—and I like the rhythm of it.  I stop occasionally and beat the top of the device with the old ‘realistic’ dildo I acquired sometime in the early 1990’s.  It is really all it is good for—a nice hammer—the thick nuts used as the head. 

I loosen both turnscrews and do it again.  Maybe a shade tighter.  I beat the box.  Loosen.  Tighten.  Still tighter.  And beat.  Jake writhes in his own personal heaven.

“One more time,” he moans.

I loosen it up and do it all again.  It’s the tightest yet of the lid of the box crushing down on him.  “Beat it,” he groans.

I grab the dildo and whack away.

“I think…that’s it for this…”

I loosen the turnscrews.  I take off the top piece.  He helps get his testicles out of the lower part.  I take a picture of the pattern the device has left on his ball sack.

I re-lube my hands.  I start to work into him, but he stops me.  The ball play has tightened his hole right back down.

“I think we are done for the day.”

Jake dresses, all smiles, and heads up the stairs.

I start to get all the toys up to the kitchen sink…

If you need a visual of the red ball press, you will find it here:  Jake’s Insatiable Ass (and Nuts of Steel)

Pictures to Make Your Halloween Weekend Hotter

This summary is not available. Please click here to view the post.

"Keep Going. I Can Take It!"

 My Playroom—October, 2026

 

I am not a guy that does a lot of spontaneous sex.  I like to plan ahead.  I like to think about what we might do in a scheduled meet two days away or who might be at the sex venue I’m headed to that weekend.  Another factor is that I have an odd work schedule.  I can’t just drop things for a quick fuck.

But I actually did have spontaneous sex in the middle of October.  Quite early on a Sunday morning I got a text from Kane.  He was going to be in Lansing for the day.  Could he come get fucked beforehand?  I asked about his timings.  He replied he would jump in the shower—then be there in 90 minutes.  He couldn’t stay longer than an hour.  I mentally scrolled through the calendar of my day.  I had nowhere to be until the evening.  I said “Yes.”

It worked perfectly.  Kane was right on time.  We hugged—and I led him to the duffel bag that was sitting in my living room.  When GaryM gave me the new set of toys for the playroom, he had also asked me to re-home other things I didn’t need for my space.  The largest item was a Fort Troff sling—and I thought Kane was the perfect pig for it.  Kane did not have one, but loved mine.  He loved the idea that now we could have reciprocal visits (and not play on his low to the ground bed.)  He kept asking how he could thank GaryM.  I told him a few pics of his hot ass would be perfect.

We went downstairs.  I ditched my robe as he stripped down to a jock and socks.  Kane sat on the bed.  He motioned for me to come to him…

 

Kane inhales the slight musk of the jock.  He sighs and peels the fabric to the side.  My hardening cock goes into his mouth.  His handsome face contorts as he takes me deep into his throat.  He pulls off me, panting.  Now his tongue goes into action.  He licks every inch of my shaft and thick helmet head.  There is just one flick of his tongue over my nut sack, but I want more.

I sit on the flattened fuck bench, right on the edge so he can sit on the floor and lick my balls.  I lift them and let him lick the cock ring and the top of my perineum.  He takes time to lick each orb, making hot sounds as he slobbers over them.

I can’t take it anymore.  I need to eat that perfectly shaped, hairy ass.  We change places on the bench.  I kneel.  His hairy cheeks are right there.  I lick up and down his hairy cleft.  Now his pucker.  Opening it up for my cock.  His eyes are glued to the mirror on the side wall so he can see me revel in his hot hole.

“I need to take a picture for GaryM.”

He agrees.  I take one. He tells me I can take more as we fuck.

I go back to tongue fucking him and slopping coconut oil on my dick.  I am so ready.  I stand up and slide my dick into him.  He groans out:  “Take that ass…”  I hold and then begin a slow fuck.  I build fast.  I don’t mean to—I just let my dick take over.  I am soon slamming into his butt, grinding my pubes against his furry cheeks. 

I pull out.  A quick ass to mouth moment.  I go back and fuck him one more time.

I glance at the television.  I know the porn playing well enough to know we’ve used our first 20 minutes.  We move to the sling.  He loves the new springs and makes himself bounce a little.  I settle down and eat out his freshly fucked hole.  I groan aloud without meaning to, he is so wet from our first two fucks.

I snap a pic. 

I stand up and put my phone down on the shelf while sliding into him.  I fuck him hard, making him pant.  I pull out and eat his hole again.  The sling feels slightly low with the springs, so I take the stirrups and hook them around his knees and fasten them on the D rings by his head.  It tilts his ass up—and is the perfect height for me to slide in again.  I fuck—hard and fast.  Kane reaches for his cock.  He has a gorgeous one, thick with a curve.  He beats it in time to my strokes.

And he shoots.  Loudly.  “Keep going,” he pants.  “I can take it.”

I scoop up some of his cum and smear it on his hole.  I push it inside with my tongue, though I can’t help swallowing some.  I stand up and slide into him.  There’s enough of his jizz in there to change the feel of his ass.  Fuck, I love to fuck in someone’s load!  I am close.  We have to have been playing for close to an hour now.  I pull out and go to my knees.  His hole is oozing a mix of his cum and coconut oil.  The flavor on my tongue is amazing.  I am instantly ready to shoot.

I stand up and push into his used hole. 

Kane groans.  “Shoot in me.”  He moans, turned on by saying the words—as well as my pumping cock.  “I want your load in me all day…”

I work harder.  I am so close.  I look at him pumping his still swollen cock.

“Yessss!” I bleat.

My cock goes off.  I push in deep.  I imagine my cum mixing with his in his ass.  I let my balls empty, holding onto the top of the sling frame for support.  Finally, I let go.  I go to my knees and lick up only the escaping semen.  Kane beats his cock.  He moans.  When I stand up, he’s shot a dribble more.  I lean over him and lick it up….

We were right on time.  He rinsed off, got the sling into his car and left for whatever adventure he’d planned for the rest of the day…

The Men of Friday Night

 Near Home—October, 2026

 

I went back to the local bookstore on the next Friday night.  After my rather lackluster afternoon spent there a few days before, this visit gave me just about everything I love to do…

 

I walk in on three men stroking to the porn.  One I recognize as a show-off/no touch guy.  The other two, I don’t know.  The younger of the two is 30-ish, pudgy and beating his uncut cock furiously.  A man my age is sitting next to him and stroking, while watching the young man.

I sit near them and take out my cock.  The young guy looks at it and instantly nods to me.  I go over, not sure if he wants my mouth or my dick.

“Suck me, Daddy.  I’m so close…”

I go to my knees and take his stubby dick into my mouth.  He is gushing precum.  My tongue licks all of it up and digs into his foreskin for more.  The older guy next to him stands up and feeds the young guy his dick, who takes it willingly.  I hear the older guy groan and begin to thrust into the young man’s mouth.  I feel the cock in my mouth engorge.  The young man pulls off the older guy’s cock and groans out “Take it!”

His cock explodes.  It’s a young man’s load—lots of jizz and it just keeps shooting.  I get it all, even as he tries to wriggle away from my mouth.  He is panting.  I finally pull off his spent cock.  He grins and heads to the restroom.  I go back to my seat.

It takes no time at all for the older man I don’t know to come sit next to me.  “I’d like a turn on you,” he mutters.

“Feel free.”  I spread my long legs in invitation.

He kneels, using my knees to help him get down to the hard floor.  His practiced mouth envelops me.  He takes me down his throat as if I were no thicker than a breadstick.  He has no gag reflex—and delights in showing it off.  But he doesn’t forget to lick my balls or mop up my precum with his tongue.

I can’t help but moan as his lips and tongue give me so much pleasure.  He is so into it that he stops jerking his own Viagra-ed cock and concentrates on getting me off.  But I can’t quite go over the edge, not this early in the evening.  He finally pulls off me and sits back down.  His cock is rock hard.  I slip to my knees and do everything for him that he just did to me.  He groans out encouragement—but finally tells me he won’t likely shoot.  I nod—I know that feeling all too well.

We stroke and chat.

Terry, the man with snow white hair tied back in a small ponytail comes in.  (He has blown me here, off and on for years—and had just been to the playroom where he surprised me by taking my fist.)  He comes over, seeing two hard cocks.

He smiles a greeting and goes to his knees.  He sucks me.  His technique is totally opposite from the man to my right, but every bit as good.  I urge him to sample my seatmate’s cock, too.  Terry loves this.   Soon he is in a rhythm of taking one and then the other. 

Back and forth.

I find it as big a turn on as does Terry.

Finally, Terry’s knees tire.  He stands up.  “My ass wants you in me again,” he whispers in my ear. 

I nod and stand up.  He drops his pants and leans into my chair.  My new friend watches—jerking his dick to this live porn show right in front of him.  I kneel and eat Terry’s hole.  He’s slightly gaped and expectant.  My tongue goes deep into his ass.  He groans.

I stand up and slide in.  I hold for the briefest of seconds and begin a leisurely fuck.  My new friend strokes faster as he watches my cock work Terry’s ass open.  I pick up the speed.  My hips are slapping into his hairless butt cheeks—making a resounding slapping sound on each thrust.

Terry moans. 

I moan.  I keep going.  Faster now.  Terry is panting.  The main door opens and a handsome man walks in.  He sits across the room from us, but his eyes watch the blistering fuck I’m giving Terry. 

I slow.  My cock just won’t shoot.  I pull out and Terry swivels, cleaning my dick.  The new arrival is so hard he has to free his cock.  I go and rinse my dick, more for the sake of others in the room than me needing to do it.  I take the opportunity to piss.

I go back in.  Terry is taking off.  I kind of wished the older guy had fucked him, too.  The moment the door closes on Terry, the handsome man comes over.  He has a just bigger than average cock: it sways as he walks over to me.

“You’re in luck,” he says.  “I want you to fuck my virgin hole.”  He tosses a Durex on my lap.  I dig a Magnum out of my pocket.  I lube up and roll it down my shaft.  I add lots of lube.  I am not sure this guy will have cleaned for sex—so I don’t rim him.  I push against his pucker.  Fuck!  He is tight.  I don’t go in at all.

I use a finger.  It goes in to the first knuckle.  I try for a second finger and fail.   I pull out and go in again.  And again.  I try for two fingers.  It happens this time.  He is panting and murmuring a stream of profanity. 

I try my cock again.  It won’t go.

I go back to the fingers.  Well, finger.  I can’t get the second one in this time as he clamps down.  I tell him to relax but it doesn’t change anything.

I try my cock once more.  Frankly, being in latex and the real work of getting into his hole is taking a toll on my erection.  I apologize and tell him it’s not going to happen.  He agrees and sits down.  His cock is rampant from the idea of me getting into his ass.

“The least I can do is suck you off,” I murmur. 

He nods.

I am taking his load in no time at all.

I sit and stroke.  The other older guy has retreated to be nearer the gay screen.  The guy who just watches, is still doing just that.

A guy walks in and sits one seat away from me.  He pulls out his cock and works it up to just over six inches.  Then he looks at me. “Cocksucker?”

“Sure.”

I swallow him down.  In less then three minutes I have his load.  He thanks me and leaves—likely in the room for a mere ten minutes.

The three of us stroke.

A guy in his 50’s comes in.  He sits opposite me and eventually pulls out his dick.  It takes maybe twenty minutes for him to get up the courage to ask if he can suck me.  I nod.  He comes over.  He’s nearly as good as the other older guy from early on (and who is watching from his corner of the room.)  This new guy’s mouth is everywhere.

When his knees tire, I take a turn on him.  He apologizes when I don’t get him off easily.

He does another round on me.   I am close.  Just as I’m about to tell him so, his phone goes me.  He races out the door to answer it, barely getting his cock tucked away.

I’m close.  I stand up and walk to the sucker in the corner.  He leans forward and swallows me down.  I’m so damn close after all the play.  He reaches up with his left hand and softly caresses my balls.

Bam.  I am shooting.  And shooting.

He takes every drop.  He won’t let me pull out until my piss slit stops dripping.

I wash up and go out.  The guy who rushed out is just finishing his phone call.

Numbers are exchanged…

And I go home, thoroughly satisfied.

 

 

 

Terry’s time in the playroom is here:  Terry is Full of Surprises

Shy One Makes the Trip Worthwhile

This summary is not available. Please click here to view the post.