Reuniting with Jake and his Hungry Hole

 My Playroom—December, 2025

 

The Playroom continued to be quite busy in December.  I was pleased when Jake reached out.  I have known him longer than any man I am still seeing regularly.  Our number of meets have certainly diminished in the last few years, but he had time at the top of the month.  We made plans.  They were delayed with yet another snow storm.  But he was here the next day, ready and eager to jump in the sling.

Jake was slightly early.  I had yet to strip, so I sent him downstairs to undress while I finished making my tea and shucking my clothes.  When I went down, he was naked, expect for the wrist and ankle restraints he’d found hanging from the sling chains...

 

Jake is a a few years older than I am, and in great shape. My cock plumps in my well-used jock just looking at him.  I tell him to get on all fours on the flattened fuck bench.  I ask if he’d like the middle raised. 

“I was hoping for a hogtie, when I saw it lowered.”

I smile.  And nod.

He gets on the bench, jutting his ass towards me.  I kneel and dive in.  His ass lips part the moment my tongue pushes in.  He’s eager—and his hole is so well trained.  I tongue fuck him.  Deeper and deeper.  I grease my cock with coconut oil as I eat him out.

I stand up and slide in.  Jake grunts, but takes me with ease.  He tells me how good I feel inside him.  This makes me speed up and pound him even harder.  I pull out, go to my knees and tongue his now loose pucker once again.

I fuck.  Slow, this time.  Making him feel every inch.

I walk around and have Jake clean my cock—which he does with great enthusiasm.  On the way back to his ass, I grab the Ballistic Butt Bomb off the shelf.  I grease up the stainless-steel head.  With a twirling motion, I push it into his ass.  He groans—telling me he loves the feel of it.  I stand up and add my cock.  My dick batters the metal head of the toy.  For a moment the metal is still cooler than Jake’s hole.  I love how it warms up with every thrust.  I pull the toy out, add more lube, and push it into him again.  My cock follows.  The long handle is under my balls and rubs my perineum. 

I pull out and work the toy out of Jake, putting it under the sling, as I am sure I’ll use it again.  We decide to try the hogtie.  The flattened bench is too low for me to fuck someone on their back.  I grab the exercise mat I use with the rimseat.  I stack it on the bench.  Jake rolls onto it.  I clip his ankles to the hogtie device, then his wrists.  I push it down towards his chest and it rolls his ass up to a nice fuckable angle.  I slide in.  But it is not the good fuck it should be.  Jake’s body rolls to the right, slipping to the edge of the mat.  It becomes a very odd angle.  I pull out and we reposition.  We try a second time—but it’s just not working.  “Let’s go to the sling…”

I get him in—and clip all four restraints to the chains.  No comfortable stirrups for Jake.  I eat his hole, and fuck it before sliding in the speculum.  I crank it open, playing with his prostate after each turn of the thumbscrew.   Soon it is open enough to add my cock.  I fuck him, enjoying the combo of metal and hot flesh. 

I work the speculum out of him and grease up the big black butt plug.  It goes in with ease.  I take the Ballistic Butt Bomb and use is as a hammer, beating the base of the toy.  Jake enjoys the vibrations of the toy in his hole.  I work it out and then back in.  I beat it once more.  Maybe a little harder.

I grease up my hands.  It’s a lot of finger play for quite some time.  But he takes my left hand the moment I try to enter.  I rotate it slowly in his hole and work it out—to do it again and again.

We take a break from my fist with the Seahorse, the curved toy in shape of a ridged cock.  He takes the first two thirds of is with ease.  We slow and work the final thick inches into him.  Jake is watching it all in the mirror above the sling.  I use the Ballistic Butt Bomb to pound on the base.  Now I work it out and flip it.   The curve had been going down the first time, now it’s going up.  He takes it all again.  And I make the toy vibrate in his hole with the BBB.

I want to fuck, but I have loosened his hole up.  I grab the egg headed dildo and slide it into him.  I stand up.  It never fails to be the perfect double fuck toy for me.  Jake feels just like he did when we started the play.  I fuck happily into him for a long time.

I go for one more toy, the clear dildo with the black handle.  It has a gentle swell to it that is just what his ravaged hole needs.  Jake actually asks for a break when I pull it out.

We lie and the bed, his arm wrapped around me.  We chat about this and that.  He actually dozes for a moment.  When he comes back to reality, he tells me we should wind things up.

“I’d love to be bred on the fuckbench.”

I crawl under it and raise the middle section, so it’s back to its regular look.  Jake climbs on.  Our rest break has made his ass tighten down.  Perfect.  I lick him briefly as I lube my cock once again.

I slide into him.  I am fucking him hard—right out of the gate.

He groans.

I pick up the pace even more.  My balls tighten.  The head of my cock gets bigger—I can feel it throb deep inside Jake.

“Here you go,” I grunt out.

I thrust a few times more and I’m there.  Blasting deep inside him.  It feels wonderful.  I don’t know if he can truly feel the jets of cum—but he must be able to feel the swelling of my cock head as it happens.

I marinate in him for a long time before I, reluctantly, pull out of his well-used ass…

History: Theo

 Today, I am back to writing about my personal history.   We had gotten up to March of 1977.  I ended last time with me being back in bed with Mike and getting fucked, while Theo, the man I really wanted, was down the hall with my brother.  My journal quote: “I really do care about Mike, but just can’t make the commitment he wants.  I feel like myself so much more around Nancy or Theo…  I don’t know where I’m headed.”

My solution was to avoid it.  I just stopped having sex—and didn’t really look for it.  I was in a show at school that showcased me very nicely.  Throwing myself into the production was a great distraction from sex.  On free nights, I still occasionally joined my brother at the Rubaiyat, the dance bar.  I just wasn’t going home with anyone.

But I heard all-about my brother’s drama.  He was in love again.  And not with Theo.  Mark was a short, good-looking guy.  He had the kind of hairy chest I envied.  His once blond hair was darkening.  He must have been maybe 25.  A nice guy.  My brother wanted to move him into my Grandparent’s house, where he was still living with Mike, (who he called irresponsible and who was getting on his nerves.)  Well, Mike pitched a fit.  He was angry enough to try to steal some of my grandmother’s china.  My brother caught him—and that, as they say, was that.  Mike moved out and Mark moved in—and everyone was happier.

The semester ended and I was in a great place academically.  I also had my summer job back at Greenfield Village.  This year I was working occasionally as a tinsmith, but more often I was taking tintypes of the visitors.  I crushed on one of my co-workers—a very hairy young man with a goofy smile—but we were good friends, not bed mates.  I did ask my brother for a couple of his explicit sex magazines.  He happily lent them to me so I had relief back home for the summer.

As if I didn’t have enough to do, I put together a performance for my church using friends from my high school drama department.  It threw we into daily contact with Theo.  There was angst occasionally, but we were settling down to be ‘just friends.’  The performance went well—and both of us went right into a community theatre production.  It was being directed by our beloved high school drama director—so there was even more time spent together.  This time, I caused the angst, by crushing heavily on a guy from another school.  Theo was not pleased.  Suddenly my attention was elsewhere.  Nothing came of the crush—he was straight and I knew it—but Theo was often unhappy that I was no longer pining for him.

After this production closed, I went with my brother and his crowd on a couple of different bar crawls in Detroit. One time we started at Tiffany’s and went on to the Woodward.  I went home tired, not horny.  Another time we started at a new bar, 5 West. On the outside, it looked like an old White Castle, but it was nice enough inside with blond wood paneling, mirrors—and cheap drinks.  There was even a small dance floor.  We went on to Menjo’s—and there was the construction worker who had given me his number.  How I wish I had pulled him into the men’s room and sucked him off—but, of course, I just nodded to him and that was that. 

A more interesting time at a disco was Theo and I joining my brother and his new lover, Mark (and a few others) at the Rubaiyat.  Theo was anxious—but Mark totally won him over.  They talked and danced for hours.

Two days later, after a leisurely picnic with Theo, he asked if I wanted to spend the night as his parents were out of time.  I write that “we were both relaxed, caring and ourselves.  It was so nice.”  If memory serves, it was an oral evening…me doing the work as Theo hated sucking cock.  Was this brought on by his realizing my brother was no longer an option?

After another trip to the Ann Arbor disco, my brother took me back to the Flame, the neighborhood bar.  There was Mike with his new lover, Tom.  A good man had really changed Mike.  It was great to see him happy at last.

As summer wound down, Theo and I went on a second trip to Stratford Ontario.  We saw seven shows.  Maggie Smith was back for her second season there.  Her performance in Richard III was great. The Guardsman, a light comedy from the 1920’s, showed off everything she was famous for—being able to twist an unfunny sentence by adding the slightest pause in just the right place—sending the audience into gales of laughter.  And her Rosalind in As You Like It was, well, perfect.  It was the most romantic production I have ever witnessed.  (So good, I have chosen to never see the play again.)

We both came home to our campsite from As You Like It with our heads in the clouds.  I didn’t want to talk about it—I wanted to revel in it.  We each took a walk, going in separate directions.  I went to the small lake.  I walked around it, with the moonlight dappling the water, and just tried to imagine myself in a production so splendid.  I finally sat in the lifeguard’s chair and watched the slight breeze ripple over the water as I sang some Cole Porter under my breath…

We eventually met up, cracked open a bottle of wine and talked about the production.  Theo, slightly tipsy, asked me to fuck him.  A tent and sleeping bags are not my favorite way to have anal sex, but we were horny.  It seemed to make him happy—though I was very aware that likely the last man up his ass was my highly experienced brother.  I tried to bury that as I kept working my way into his tight hole…

It was the last time Theo and I had sex.  We really did shift to friends.  He was headed to the same university, on the same scholarship that I also had.  For better or worse, we became roommates.  But my junior year was going to be very different than the first two.  I would meet the man I’d spend half my life with…

"Cum For Me!"

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

Breeding Kane's Hairy Ass

 Jackson—November, 2025

 

I had more great sex the very next day.  (That’s three days in a row for those not keeping track.)  It’s not something I do very often anymore, but the three sessions were very different—which is what made it work.  

To back up a little, the hot, hairy, hooded man I met at the house party—and then whored out at the bookstore—wanted to do a road trip to the bathhouse in Cleveland.  But both being busy men, we could never make our schedules mesh.  Kane suggested a return to Jackson.  That was easier.  Sometime before Thanksgiving, we set the date—the final Saturday afternoon of the month.

Now it was the weather.  A follow up to the snow storm on Thanksgiving night was coming our way.  We watched the reports.  The all-day snow event changed to not reaching us until into the afternoon.  We agreed to chance it and meet when the place opened at 11am. 

I drove in, worried there would be no one else there…

 

The parking lot has three cars in it.  I sigh.  I go in and pay the handsome man behind the counter.  He’s one car.  Kane will be the second car.  And there is actually someone else here?  I go into the lounge.  There is no a sound of life.  And it’s cold.  I walk around.  I finally find Kane stroking his dick in the room with the medical table at the far end of the hall.  He stands up and gives me a hug.

I have forgotten just how handsome he is.  Dark, curly hair on his head and beard.  But there is hair everywhere:  arms, chest, legs—and best of all his ass.  A great, toned body, big cock and in his early 30’s. 

We decide to go into the small room near the restroom.  It’s warmer.  As much as I’d like him on the medical table, I want the heat.  Kane steps out of his jeans.  Then his flannel shirt.  He’s left in a jock and thick wool socks.

“You know what I want,” I murmur.

He grins and kneels on the couch, supporting himself on the back of it, while jutting those hairy globes right at me.  I kneel and pull them apart, sinking my tongue deep into his pucker.  Kane gasps.  And I begin to rim him in earnest.  I lube up as I eat him out.  He moans and pushes back to meet my oral onslaught. 

I stand up and enter him.  He moans as I sink all the way into him.  I can’t believe I’m fucking him five minutes into our play.  My hands are all over his hairy ass cheeks, rubbing and kneading them.   I pull out and he spins to suck my dick covered in his juices.

“Sit down, Daddy….”

I do.  He kneels on the cool linoleum and begins sucking my cock in earnest.  And my balls—fuck, he knows how to lick my balls!  He covers them with his spit and licks it all up again.  He lifts them but can’t really get under them with my pants still on.  I stand and drop the camos to my ankles.  He happily licks up the fuck sweat collected by my cock ring.

I pull him up to me and we kiss.  Our tongues lingering.  Eventually he stands and feeds me his sizeable cock.  I have to work to not scrape him.  But he seems happy, pumping his cock into his Daddy’s mouth.

But he really wants to be the one sucking.  He’s back on his knees and swallows me down.  At that moment there is a sign of life—a man my age appears in the door.  He looks put out that sex is actually happening.  He doesn’t linger.  Another man does come into the room.  Young and cubby, the guy sits next to me.  He takes out his dick, getting himself hard as he watches me being sucked.

“This young man needs your help,” I tell Kane, guiding his head over to the slowly engorging cock next to me.  He takes the guy into his mouth, not even fully looking at him.  Kane is in service mode.  And he gets the guy hard.  Fast.  I suggest the new guy fuck Kane’s ass.  But I sense the cubby guy would rather have me do that to him.

“Thanks,” the guy pants out.  “But I don’t want to shoot yet.”  He stands up and pulls himself together before exiting the room.

Another guy is here—watching the cub leave.  He’s around my age.  He gestures to the spot the cub just vacated, silently asking my permission to join us.  I nod.  He unzips before sitting down.  Kane is right there, taking the new dick into his mouth.  And this guy’s a grower.  In just moments. it is a thickish seven-incher.  I smile.  I get up off the couch and play with Kane’s wet ass.  He groans around the dick in his mouth.  I lube up and push in.

Seven-Incher loves this.  I am fucking Kane down onto his dick.  Kane actually gags—something I’ve never heard.  He pulls off the guy. 

“Please…” He turns to look at me.  “I just need a minute.  I shot a little…”  He disengages from us and goes to the restroom.  Seven-Incher smirks and takes off.

The Cub comes in.  “You can fuck me if you have a condom.”

I dig one out and roll it on.  He bares his beefy ass and I spend a few moments licking it before I fuck him.  He groans and does a hit of poppers.  In moments, he has shot his load into his free hand.

Kane is back.  And ready.  He looks like he’d like a turn on the Cub—but then sees my condom as I pull out.  The Cub takes off.  I dispose of the Magnum. 

“I’m fine now,” Kane tells me.  He bends, standing, holding onto the arm of the sofa.

I begin eating his butt again.  Seven-Incher pokes his head in.  Kane waves him in.

“You top?” I ask.

The guy nods.

“Then fuck his ass.  And you can load him.” 

Seven-Incher almost pushes me out of the way he is so eager.  I offer him lube.  He slathers some on and enters Kane.  A little roughly.  Kane groans and takes it.  “Breed me for Daddy…” he whispers.

Seven-Incher looks at me.  “Yeah, I want to fuck in your cum, man.”

“Fuck, yes…” the guy mutters.  He picks up the pace.  “You want it, kid?”

“Breed me.  Fill me up!!”

“Oh, fuck…Yes!”  And the guy is dropping his load deep inside Kane.  Each cock spasm registers on his face.  He pulls out the moment he’s done.  He stands to the side, a look of wonder on his face as I kneel and bury my tongue in Kane’s ass.

“Can you taste that big load?” Kane grates out.

I make some sort of affirmative noise, as I certainly can.  The man’s hot cum is pooling on my tongue.  I try not to swallow, but I lose that battle.  I spit into Kane’s hole and stand up.  I slide in.  Heaven.  Fresh cum is the perfect lube.  I fuck Kane.  Hard and fast.  The guy stops mopping at his dick head to watch us.  In moment’s I am there.  I am doubling the load in his ass.  I hold on to Kane’s hips as I spurt into him.

I catch my breath and pull out.  Kane swivels and cleans me off.  “Daddy!  You want….”

He doesn’t finish the sentence.  I kneel and Kane pushes his cock into my mouth.  It’s not a big load—but a tasty one—and one that knocks the wind out of him.

I stand up and we hug.  Seven-Incher takes off while Kane and I just grin...

*

We are back on the road an hour after I entered the place.  The snow starts falling as I’m halfway home…

 

A link to Kane’s first trip to the bookstore:  Whoring Out Kane’s Hairy Ass

Merry Christmas

 

I thought I would share with you my Christmas card for next year.

Have a great day—and don’t forget to read yesterday’s post about Keith in the playroom.

Keith in the Playroom: Giving Our Tongues a Workout

 My Playroom—November, 2025

 

The playroom continued to be kept warm in the last few days of November.  The very next day Keith made the drive over.  He looked as handsome as ever as I answered the door.  We hugged and, after he took a quick piss, we went down to the playroom…

 

I am lying on the bed as I watch him strip.  His clothes go into the chair by the door.  He leaves on a pair of socks as the floor is still cool.  I spread my legs, knowing he loves to start with a long lick and suck session on the bed.  Keith crawls between them.  He huffs the jock.  He begins licking it, making small sounds of pleasure in the back of his throat.  He peels the pouch away from my hardening cock.  He licks the shaft, up and back down, before taking it deep into his mouth.  He deep throats me effortlessly.  He pulls off—a big grin on his face.

He begins licking my balls.   First one, then the other.  Over and over.  Now under them.  His tongue trails down my perineum and flirts with my asshole, before working back up.  Keith sucks my left testicle into his mouth.  He is so careful about it, I rub his head to show how pleased I am.  He sucks on it lightly, never clamping down.  Now the right.  He treats it to the same delicious feeling before letting it go.  He goes back to my cock and begins to do everything once again.

I’m in no hurry.  It feels wonderful and it connects us in the best way possible. 

Maybe twenty minutes late I finally suggest that I want to return the favor by eating his ass.  The fuck bench is still in the flat position from last night.  We leave it there and Keith gets onto what amounts to a padded table, on all fours.  I move the coconut oil to the side and lube up my cock as my tongue goes to work on his ass crack.  I start above his hole and work slowly down, making him want it.  I touch on his pucker, but keep right on licking down.  And back up, again with just the tiniest tongue flick on what will become the main event.  I keep moving up his hairy crack. 

Keith moans.  I give in and begin to burrow into him.  I jerk my cock as I do it.  I can’t get enough of his hairy hole.  It welcomes me, opening easily.  His ass lips grow puffy.  I make them grow even more by sucking them into my mouth.  I hear him hit the poppers.  He groans and reaches down for his dick.  I bat his hand away and pull it straight down.  He is juicing like crazy.  My fingers mop up his precum and wipe it on his hole.  I tongue his juices into him and he begins to jerk his cock.

I stand up and slide into him.  Keith groans and stops stroking his dick.  He concentrates on the feel of my cock filling him up.  I am doing a slow, easy stroke.  The moment he lets go of his cock I build up to giving it to him hard and fast.

I pull it out of his hole and bring my cock to him.  He eagerly devours my dick, licking off the heady combo of precum, ass jizz and coconut oil.  He reluctantly lets me pull out of his mouth and now—with my cock covered in his saliva—I push back into his ass.  I fuck him hard, slapping his ass.  He cleans me up once more.  This time when I move back to fuck him, his ass looks so inviting I fall to my knees and eat him out again.  I love how my cock has made him gape.  I can’t stop tongue fucking him.

I suggest we move to the sling.  Keith gets his right leg down—and knocks the coconut oil over.  I was so entranced in eating his ass, I hadn’t bothered to move it.  I throw a towel over the puddle and get him into the sling.

I spend a long time eating him out again.  The sling and stirrups spread his legs (and his ass) open for easier access.  I lick and spit and tongue fuck his hole.  I stand up and fuck.  Hard.  Cradling his balls up and out of the way.  I pull out and make him lick my cock so he can see why I spent so long licking him out.  He cleans me happily, craning over the side of the sling.

I fuck him some more. 

Another cleaning. 

And a fuck.

“May I eat your ass, Sir?”

We trade positions.  Keith starts on my balls and works down, skirting my hole, just like I had done to him.  It just makes the first contact of his warm tongue and my tight pucker that much hotter.  Soon he is tongue fucking me and jerking his own cock.

I reach down and fasten the stirrup clip behind my head and the stirrup around my knee.  I do the same for the right leg.  It tilts my ass up and gives him even easier access to go deep inside me with his tongue. He eats me out.

Keith shows no signs of getting tired—but I don’t want to monopolize the time.  I tell him we should use the rimseat.  I pull it out and get the mat in place.  I lie down and he sits on the seat, his well-fucked ass less than an inch from my mouth.  I dig in.  I hear Keith moan—and uncap the poppers.  He inhales—and the moans become more intense.  I lick and spit and tongue the fuck juices from his hole.

I turn my head to the right, so I can catch a deep breath.  I eat him out again.  This time as I turn, I mutter, “Ride my cock and sit back down.”

He knows just what I want.  He bounces on my dick, facing the away from me and watching the porn on the television.  In moments, he is back on the seat, his ass awash with my precum and his juices.  I tongue fuck him as he does another round of poppers.

I am so close to shooting.  I tap his thighs, as soon as I guess he has a clear head.  He gets up and lends me a hand to get up off the mat.  I tell him I need to shoot.

“You want me in the sling?”

“Would it be okay for you to rim me again—and let me shoot that way?”

“Fuck, yes!”  His eyes are shining.  Something slightly different is turning him on even more.

I get in, keeping my legs up on the chains.  Keith begins eating me out.  In earnest.  I hear him jerking his cock as he does it.  His hand reaches up and he hands me his poppers.  Perfect.  I take a deep hit and my head swims.  My cock grows.  My hand moves faster.  I groan once.  Keith drills into me---and I shoot.  Everywhere.  All over my chest and up to my neck.

Keith goes to the bed, as I lie there a moment.  He is jerking fast.  His feet are on the bed, his ass on the edge.  I get out of the sling and move to him.  I want to lick his ass to help him shoot.  I touch his pucker—and he shoots before my tongue reaches him.  I change course—and lick up his splattered seed…

In From the Storm to the Heat of the Playroom

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