Giving Teddy Something New

 My Playroom—March 2026

On the day I was playing with Jaylen, I got a text from Teddy.  Teddy is the guy I used to fuck (and share) at the bookstore back when there were still two theatres.  He’s come to the house alone (which was great) and with his partner (which was one of the worst meet-ups in recent years.)

He wanted to play again.  Alone.  He was desperately horny. We arranged a time two days away.  His final text to me was “Use me hard.  I want your cum and piss!”  This had been talked of before, but we had not included watersports in our previous meets, at least not in any major way.

On Monday, I began hydrating two hours before he arrived…

 

The doorbell rings a few minutes after our appointed time.   He’s tall, dark and muscular from construction work. He’s likely 40 + now.   We go downstairs.  He strips and kneels at the base of the flattened fuck bench.  I walk towards him.  I grind the pouch of my stained yellow jock into his face.  He pants and begins to lick it.  He moans.  My cock lengthens, sticking obscenely out of the side of the pouch.

“Suck it.” 

He does.  With real passion and need.

I desperately feel like I could piss right now—but I can’t get the plumbing to work.  I can piss hard—but at this moment I’m too hard.  He deep throats me and chokes.  He pulls off my dick, with two strings of deep throat spittle still connecting us.  I wind them around my fingers—and smear them on his face. 

He moans, deep in his throat.  He really does want to be used.  I hold his ears and fuck his face.  I give him just half my length.  Slowly, I go deeper and deeper.  I bottom out.  He chokes.  I smear him with spittle once more.

“All fours.  Now.”

Teddy gets up on the padded fuck table.  I kneel and eat his ass.  I coat myself with coconut oil.  I stand and insert.  It’s a hard fuck, right from the start.  He takes it and tells me he loves it.  I pull out and make him do ass to mouth.  He does.  Willingly.  Anything to please me.

I fuck him again.  Harder, if that’s possible.  He takes it, clearly loving it.  I bring my cock to him to clean once again.  He does—leaving me dripping with his saliva—and my own precum.

“Roll over on your back.”

He does, his legs in the air.  He wraps his arms around his knees and pulls them towards his head, tilting his ass so I don’t have to do as deep a knee bend.  I fuck him.  I pull out, he opens his mouth to clean me, but I don’t give him my dick.  I sit on his face.  He moans in surprise, but instantly begins licking my hole.  This is new.  We have never talked about it.  I jerk as I grind down onto his face and tongue.

I stand up.  I turn and send a jet of piss across his face.  He moans and I sit back down so he can continue his rimming.

We move to the sling.  I eat his hole.  He is wonderfully open now.  I stand up and slap my cock on his balls.  I begin to piss.  A steady stream this time.  It covers his balls, sluices down his ass crack and onto the towel under the sling.  I stop myself midstream and go to my knees and begin to lick it up.  He moans.  “I want to taste it.”

I stand up, my mouth full.  I move to the head of the sling and bend.  He opens his mouth, knowing I have my piss for him.  I drool it onto his tongue and go back to lick him some more. 

I fuck him.  Hard and fast.  Teddy is very hard—and jerking himself.  Twice I knock his hand away.  When I slow down and pull out, once again I move to his mouth.  He does that awkward move in the sling to get my cock in his mouth.  He moans at the taste of his ass juices and my piss.

“Up and out,” I direct.  He gets out of the sling, surprised.  He’s even more surprised when I get in it.  “Eat my ass again.”

He kneels and digs in.  He groans.  He seems to be incredibly turned on to do something he’s never done with me before.  I stroke.  Eventually, I tell him to lick up to my balls.  He does.  I begin to piss.  A perfect fountain up into the air before landing on me and his face.  He goes crazy.  This seems to be exactly what he wanted.  He lets my piss cover him. He licks up every drop he can find.  He smears his piss covered face on my ass cheeks so he can lick them clean once more.

Suddenly he stops.  He stands up.  “Sir, I need to run upstairs and piss. I’m…”

“No.  You don’t need to do that…”

“But…”

“Piss on my ass and lick it up.”

The look of shock on his face gives way to hunger.  He places his semi-hard cock on my balls, just like I had done.  I can see his concentration as he wills himself to let fly. 

Nothing. 

Now a trickle.  He moans.  It grows.  It’s become a waterfall.  Now, a torrent of piss is released.  He can’t stop even if he wanted to…

He runs dry and he goes to his knees and begins licking his piss out of my ass crack.  Then from my cheeks, my ball sack, my jock.  I jerk my cock.  I am actually able to add a small spurt of piss of my own as he works his tongue all over me.

“I need to get out.”  He stands, a little unsteady on his legs as I swing out of the sling.  I tell him to get in as I need to breed him.  He hops in and his legs find the stirrups with no help from me.  He pulls himself down, spreading his damp ass for me.

I kneel and tongue him briefly, but I am so ready to breed.  I stand up and slide in.  He pants.  His cock erects.  He plays with it, but halfheartedly.  His concentration is on the feelings in his hole. 

“Fuck, I’m going to cum.”

“Knock me up, Sir!”

I give him a few more strokes and let the cum flow.  The spurts go deep into his guts.  He forgets about his cock as he milks my dick with his talented hole.  I stay inside him for a long time afterwards.  I really want to piss his ass.  But I have nothing left in my bladder.  I reluctantly pull out, realizing it will be something new the next time we meet…

Jaylen Works the Cum Out of Me

 My Playroom—March, 2026

 

The playroom was busy in March.  Soon after S J’s fist fest, I welcomed Jaylen, who wanted to get back in the sling.  He is the young man I first met at his apartment, but once he came to the playroom for our second meet, he never wanted to be fucked in his double bed again. 

He arrived in the early afternoon.  I took him downstairs and went back up to strip down in my bedroom.  As I re-entered the playroom, Jaylen was watching the porn while lying on the bed.  He was naked but for some backless underwear.  I sat on the flattened fuck bench and he knelt in front of me…

 

Jaylen’s mouth is all over my swelling cock.  I have gotten it out of the pouch of the cleanest jock I currently own.  He kisses the shaft before beginning to lick.  He moves down first—and then up to my cockhead.  There is a single pearl of precum in the slit.  He licks it up.  Hungrily.  Now he is deep throating me.  Making himself choke.  Deliberately.  He pulls off me, panting for air. 

I let him get his lungs full, before I gently pull him towards my balls.  He licks them.  Tenderly.  But thoroughly.  He leaves them good and wet before deep throating me once more.

I am so ready to eat his ass.  “Let’s change places and get you up here.”

We both stand and make the switch.  I kneel.  Jaylen’s underwear, those backless, rides up just enough that I can’t get to his hole.  I help him take them off so I have total access.  Soon, I am buried between his generous ass cheeks.  I pull them apart with my hands so I can tongue fuck him.  He groans.  He reaches back with one hand to pull himself even more open.  I lick all around his pucker.  I lick up and down his crack, leaving a trail of saliva.  I work his tight hole once more.

I stand up, greased with coconut oil.  I work my way into his ass.  It’s easier to get into him nowadays then when we first played, but he is still tight.  My cock is relentless—and slides home, my overgrown bush flattened by his full cheeks.  I hold in place for a long minute.  I begin to fuck.  Slow and measured.   Almost all the way out and all the way in.  Jaylen groans.  I take a deep breath and begin to fuck him faster.  And faster.

“Yesssss….” hisses Jaylen into the mirror in front of him as he watches me pound into him. 

I stop.  Suddenly. And pull out.  I bring my wet cock to Jaylen’s mouth.  He’s all over it.  When we first met, I couldn’t imagine him doing ass to mouth.  But he tried it at my urging and he loves it.  He moans as he licks me clean of our combined juices and coconut oil. 

My cock is wet with his saliva as I push back into him.  I fuck him hard and pull out once more for a cleaning.

We move to the sling.  He wants to try a position he’s seen in some porn.  At first, I think he’s just going to stand on the floor with his chest to the leather, but no.  He straddles the sling, a leg on each side as he lays on his stomach.  His legs look awkward, so I get them into stirrups.  Now he looks hot as fuck.  I eat and fuck him in this position.  I take pictures for him to post on his profile.

He flips to the traditional sling position of being on his back.  My tongue can get deeper into his hole with his legs spread this way.  I tongue fuck him for a long time as he moans and squirms.  He touches his cock, but let’s go of it as I stand up to fuck.  I slide in.  I build to a strong, chain-rattling fuck.

I eat him out again.  He is self-lubing like crazy now.  I lap it up, groaning in the back of my throat.  It makes my dick even harder, so I stand up and fuck him once more.

We have a mini break as I pull out the rim seat and the mat.  Jaylen’s eyes are bright.  He loves how deep my tongue can go in him this way, but he also really likes to ride my cock as I lie there.  I go under and close it.  He sits.  His thick ass is spread by the seat and I have total access to him.  I eat him out, going deep.  He whimpers as I do it.

Without any direction from me, he stands, takes a few steps forward and sits on my hard cock.  I moan as he settles in place.  He loves taking charge for a moment.  He starts slowly, bouncing and squeezing my turgid meat.  He picks up his pace quite fast.  He is soon slamming himself down on me.

Abruptly he stands up.  He sits on the seat.  His ass has juiced up with riding me.  My tongue goes into him again and again to get every drop.  He is moaning.  The moment is so hot I have to stop stroking my cock as I rim him. 

Jaylen gets up once again.  He sits on my dick.  I wonder if this will be it.  Am I going to shoot?  He rides me just as hard, but for some reason my orgasm, though feeling like it’s just around the corner, never happens.  When his legs tire, he sits down on the seat once more.  His hole is sopping wet now.  I eat him out, moaning at my good fortune.

Suddenly, I know I am close to shooting again.  I tap his thighs and Jaylen stands up.

“Sling,” I bark out.  He is in it before I can fully stand up.  I kneel and eat his ass again, though it’s more about greasing up my cock.  I stand and push into him, a little roughly.  I need his hole.  Now.  I begin to fuck.  Jaylen’s cock firms up.  He knows I’m going to shoot.  

It takes very little time.  Suddenly, I am holding onto the chains and my cock is blowing it’s load deep inside him.  I stop thrusting and just let my balls empty.  This is his cue to start stroking himself.  He hardens fully.  He pumps.  I lightly touch his balls.  It sends him over the edge, pooling his load on his stomach, filling his belly button.  Before I pull out, I swipe my fingers through his jizz.  I lick them clean as Jaylen moans... 

Hot and Intriguing...

 

Life just keeps taking me away from my writing.  But no one is going to mind some hot and intriguing pictures while I’m gone…

Fucking My Fist Inside S J

 My Playroom—March, 2026

 

The man I had called Sawyer (and Fist Guy when I first met him while having group sex) had wanted to come to the playroom around the time I had the flu.  He understood the need to wait.  We both wanted me in top form when we met.  As I improved, we set a date near the middle of March.

In the meantime, we emailed each other.  He’d found the blog (not a hard thing to do as it’s listed on two or three of my hook-up site profiles.)  He wondered about his blog name.  I told him I create a name for a least a modicum of anonymity.  He was mock incensed.  He had always used his name or initials in profiles, for online postings. 

So, to that end, Sawyer will now be S J… 

 

He looks great, stripping down, tossing clothes in the chair.  I sit on the flattened fuck bench.  He comes over, naked but for socks (as the cement floor is cool to cold) and kneels in front of me.  My cock is quickly out of the pouch and in his mouth.  I close my eyes and let his tongue do anything it wants to me.  He licks my shaft, my balls and my drooling cockhead.  He deep throats me again and again.

It’s too much.  I need to taste his hole.  I have him get up on all fours on the bench.  I kneel and lick down his ass crack.  The first time, I just go right on over his hole and keep licking downward.  Then I come back up—and this time I zero in on his pucker.  He groans as I batter it with my tongue.  He opens easily and my tongue goes deeper and deeper.  His hole is begging to get fucked—and I can’t wait.

I stand, my cock glistening with coconut oil.  I slip into him.  I mean to stop two thirds of the way in—but his ass just swallows me up.  Every inch is in S J’s hot hole.  I pause, the briefest of moments and begin a slow fuck.  Really opening his ass.  Coating it with the first layer of lube—and making him start to produce his own hot ass jizz.  I build rapidly.  I am fucking fast and deep.  My left boot goes up on the bench—and my cock goes into him even deeper.  S J groans.  I keep drilling.

His hole has opened fast, as is the case with many guys who love fist.  I pull out and grease up the egg headed dildo.  It slides into his hole and my cock is right on top of it.  Perfect.  His ass feels just like it did when I started.  I fuck him for some time before I bring my wet cock to his mouth.  He cleans me up, relishing the taste of his own hole.  I fuck him again, this time with the dildo on top of my cock.  It’s not as comfortable, so I slip out and reverse it so the toy is under my cock once more.

I pull the dildo out and grease up the stainless-steel oval head of the Ballistic Butt Bomb.  The coconut oil glints in the reddish light from the fixture above us.  I slide it in.  S J groans.  It’s still cool to the touch.  It heats up quickly in his hot ass.  My cock goes into him, too, right along the smooth, thin shaft.  I love it as a DP toy.  I love how my cockhead smashes into the head of it, pushing it ever deeper into S J’s willing hole.  I fuck him like this for a long time—but with frequent breaks for some ass to mouth action.  His saliva mixes with the coconut oil making a fabulously slippery lube.

We move to the sling.  I eat his wet hole.  I fuck it.  I go get the clear dildo with the black handle and slip it inside him.  He loves how full he feels with it.  But I know that he really wants fist—the toys are just a good change of pace. 

I begin greasing up my left hand.  My fingers, first two, then three, are inside him.  I grease my right now, too.  Three fingers of one hand slip in, slide out and three fingers from the other hand take their place.  Back and forth.  Now, all six go in, knuckles together and palms out.  I do a stretch.  Opening him ever more.

I regrease.  My left hand works into him.  All of it.  His ass lips clamping down on my wrist.  I stand up and my rock-hard cock slides down my wrist and enters his hole.  My cock head crosses my palm and the head goes through my fingers inside him.  I fuck this way for some time, pull out and slide in once more.

I grease up the right hand.  It takes slightly longer to get into him with my dominant hand.  I do the same thing with my cock—adding it to my fist inside him.  It is not quite as comfortable a fit, so I go back to my left and do it all again.

I kneel.  I do some more ass stretches.  Now I alternate hands.  First the left slips in, turn slightly and pulls out, followed by the entrance of the right.  Back and forth.  It makes S J pant.

I give my hands a break and grab the Seahorse, the curved toy with lots of ridges.  It must feel incredibly different after me.   He likes the curve going up—but he LOVES the curve going down.  His moans make my cock hard.  I pull the toy out and fuck him again.

I do alternate hands once more.

Now my left and my cock.

Again, to vary things, I grab the Sex Machine, the toy that looks like a dick cut off a robot.  S J pants with this one.  He takes maybe two thirds of it.  Poppers come out.  He takes more.  And more.  This mammoth toy is not quite buried in him, but damn close.

We take a rest.

When he’s back in the sling.  I work the swollen lips of his ass with my tongue.  I get very hard as I suckle on them. 

I fuck him. 

I work my left hand into him.

I re-visit most of the same toys once more.

I wipe up the excess Crisco and eat his hole once again.  My cock hardens up.  I slip into his abused ass.  He grins at me, nodding, knowing what I’m about to do. 

“Do it, Daddy.  This ass is yours…”

I slide in. 

I love the feel of his puffy hole…

A Slight Delay

 

I love to write in the mornings.  I seem more focused at the top of my day, as I sit here with my second cup of tea.  But today’s post is going to be delayed.  I have a full morning of ‘life’ stuff that needs to get done.  I should have a post for you around 3:00pm EST if you want to check back.

 

Something to tide you over….

Unexpected Expertise

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Jack Gets Wet

 My Playroom—March, 2026

 

Jack, the man who been a regular at the bookstore and in my playroom a few years ago, was back in area.  We had a great re-match. (Jack Returns to the Playroom).  As we were walking upstairs, he reminded me he loved piss during our play.  I apologized that I’d run out of time that day to hydrate properly, but would the next time we met.

I got a text from him a few weeks later.  We set up a time.  On the day, I began hydrating the moment I sat down to type my morning blog post.  He arrived that afternoon—and I was ready…

 

I go downstairs with Jack and watch him strip off.  He looks great.  His head is shaved.  He’s hairy, right where you want him to be.  Nicely muscled from work and not the gym.

I sit on the flattened fuckbench, kneading the mound in my jock pouch.  Once he’s naked (but for socks with my cold floor) he kneels and buries his face in the fragrant jock.  He murmurs his appreciation before he begins to lick the fabric.  My cock fully erects, poking out of the side of the yellow jock.  He slowly licks up the shaft before swallowing me down.  He deep throats me with ease, making my cock drool.  I let him get me good and wet, but I can’t wait to eat his ass.

“Let’s trade places.”

He gets on the bench, on all fours, and I kneel on the padded floor.  I bury my face in his ass crack.  He groans.  I moan—and begin to lick his tortured pucker.  His hole loosens slowly, and that’s just fine, as I’m in no hurry.  I am right where I want to be.  I burrow into him, leaving his hole very wet.

I stand up.  My coconut oiled cock pushes into him for the first time today.  He moans—his eyes riveted to the mirror on the side wall that lets him see my anal attack.  I fuck him slowly, relentlessly building up speed.  My hips are now slamming into his hairy ass.

I pull out and bring my wet cock to his mouth.  He devours me.  He loves ass to mouth.  I tell him to lick every inch of me—and he does.  I go back and slip it into him again.  I pound him hard and once more take my wet dick to his all but drooling mouth.  He cleans me.  Thoroughly.  Even my wet balls.

I go back to his ass and kneel.  I begin licking his freshly fucked hole.  He groans.  I moan into his crack.  My tongue goes deeper now, after the fucking.  I want to stay there, licking and spitting, but my cock tells me to fuck.  I stand up and plow him once again.

I stop, let him clean my cock and go to take a sip of my hot tea.  My eye catches the spreader bar under the sling.

“Sit up,” I tell him, unbuckling an ankle restraint from the sling chain.  I buckle it on his right ankle.  I get the other one and do the left.  I connect the bar between the two.  Jack knows just how to roll back, taking the spreader bar from my hands and holding it close to his chest, tilting his ass up, all while begging for my cock.  He gets it.  I push in and hold the bar with him.  I fuck him.  I love how helpless he looks.  It makes me fuck him harder yet.

I pull out.  He turns his head slightly so he can taste me.  I don’t stand still this time.  I fuck his face.  Then it’s back to his ass for a lazy, slow fuck that makes him beg for me to be harder.  I oblige.  I pull out once again and let him taste the mix of his ass jizz, my precum, and coconut oil.  I let him clean every inch of me.  I pull out.  He expects me to return to fuck him once again.  I don’t.  I sit on his face.  I am in a slightly uncomfortable squat—but I don’t care.  He is going crazy on my ass crack and hole.  I let him get me good and wet.  I try not to jerk as he does it, but I can’t help myself.  Finally, I stand and fuck him once more.  Another cleaning…and we move to the sling.

I eat his well-fucked hole.  He is really open now.  I love the taste of him.  But I also want him to taste more of me.  I stand up and give him a quick blast of piss.  It cascades from his balls on down to his ass crack.  I poke some into his butt.   He squirms.  I cut off the stream and kneel.  I lick him clean—starting with his dripping testicles, down his hairy crack and into his hole.  I am rock hard as I lap it all up.

I stand and fuck him.  His eyes find the mirror above him.  He loves watching my cock slice into him.  I fuck.  I eat his hole.  I fuck and let him clean my cock.  I drink more tea to keep the juices flowing.

I make an announcement. “I want you to eat my ass.”  We trade places in the sling.  I hook the stirrups around my knees and fasten them to the D rings of the sling behind me.  It tilts my ass up so he can go deep.  He loves to eat ass.  And it shows.  He can’t get enough.  I let him pleasure me for a long time.  Then I ask for him to lick my balls.  He does.  The moment his tongue touches them, I begin to piss.  It is a perfect piss fountain.  It rains down on my balls and sluices down my ass crack.  He dives hungrily for it.  His tongue is everywhere, catching every available drop.  My ass cheeks are coated with piss—and he licks me clean.

“Kiss me.”

He stops and rises.  We have a long kiss—exchanging the incredible flavors of our sex…

*

The rimseat comes out.  I go under and eat his hole.  His ass lips are wonderfully puffy.  “I want you on this,” he mumbles as I lick him out.

We exchange places.  He eats my hole with an amazing ferocity.  Then I stand up.  He is still wearing the ankle restraints as he lies on the mat under the rimseat.  I hook up the spreader bar again, pull his legs up until he can grab them.  It puts his ass in the right position.  I fuck him.  Silently wishing another man was here, so he’d have an ass to eat while I fucked him.  It’s a hot, but slightly awkward position.  I pull out and sit back down on the seat.  He rims me again—with the same enthusiasm as the very first time.

He stops.  “I need to piss,” he says, “and I want to cover your ass.”

I get up and unsnap the spreader bar I’ve left on him.  I get in the sling.  He stands, but can’t get the piss going.  I suggest he take a sip of water from the pitcher I have on the file cabinet.  He does.  It does the trick.  It starts as a small flow covering my balls; and then its a cascade of hot liquid down my ass crack.  The moment he’s done, he is on his knees, licking me clean.  I take a hit of poppers and just let him do what he loves…

When I come back to earth, I am so ready to breed.  We change places.  My tongue works his tortured hole.  It makes my cock so hard to take his swollen ass lips into my mouth.  But I need to cum.  I stand up.  I slide into his hole for the gazzillionth time that day.  I am so close.  I begin to fuck.

“Give it to me!”

I speed up.

“You know I want your cum…”

And, man, do I want to give it to him.  My balls ache.  “Fuck…” I mumble.

I do another taste of his ruined hole—and that does it.  I stand back up, slide in and explode.  Giving him every drop in my balls…

*

And to cap it off—he gave me a fabulous massage on the bed.  My shoulders and lower back hadn’t felt so good in weeks!