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History: Trying to Cruise

 Once again, we return to my personal history from before the blog.

Timeline:  1985 -1991

I put off writing this when it was due last Saturday, as I was having a little trouble getting started with these years.  We are past a lot of the fun firsts…  

This time frame was more about work than sex.  We were getting ourselves established, but also needed to find additional venues to use our talents.  And we were very successful with that.  We still worked together, a lot.  Rob was beginning to work at other places a little more often than I was, for as resident director, I stayed on mostly at the dinner theatre until it was sold in the summer of 1985. 

We found nine months of work together up at the theatre where Rob had done his first summer gigs.  I was again resident director and occasional actor.  Living in a bigger city, made me more conscious on being on the prowl for men.  It was a small city—but not a village like where we’d been. 

Driving home from the grocery store, I drove down to the waterfront.  Lake Huron looked vast and beautiful.  There was an old pier here in the downtown area.  And cars were circling.  Round and round. I’d found the gay cruising ground without trying.

Of course, I went back.  At night.  Even more cars.  But I was too petrified of the cops to do anything.  I watched men disappear behind the old pier but wouldn’t go there myself.  I watched and waited for them to come back to their cars.  Sometimes 20 minutes.  More often less than seven.

But it wasn’t just the cops that had me scared.  We still knew so little about AIDS in late 1985 and early 1986.  Knowing so many gay men in the theatre, we’d hear through the grapevine that one was sick and no longer working or another had died.  In the coming years, I likely knew a couple dozen men who we lost far too young.  I waited to hear of one that I’d actually had sex with—and that never happened…

*

The other big change in my life around this time was that my brother and his partner had moved to a bedroom community in New Jersey as my brother was now working in New York.  He was a buyer for a major retail firm and doing a lot of traveling.  I missed the connection and the mentor aspect.  This was the 1980’s—I couldn’t just drop him a text.  Long distance took a huge chunk out of my meagre paycheck.  So I mostly waited until he and his partner came home for Christmas…and we caught up then.  Sort of…

*

Rob and I were still mostly doing each other after some late-night porn viewing.  I loved sucking him off.  He came fast and a lot.  He’d work on me, but even back then I took forever to shoot.  I had found edging—before I knew the name.

I mentioned last time how Rob loved those blond, big-dicked porn guys.  I was all about something new.  We found the films of Cadinot—and all those exotic men I’d never seen before, of every race and so many uncut.  (I still had not seen a foreskin in the flesh!) 

Rob and I had a game that if we were, say, driving to the grocery store and saw a good-looking guy on the street we’d talk about him—and what we’d like to do to him.  Rob was becoming rather indifferent to any man who didn’t look like me in 1978.  He liked them tall, blond (you’d never know I was blond now, but I was until I was 45!) and hung.  I was pretty omnivorous.  Age, body type, dick size didn’t matter.  With each year I aged, Rob still loved me…but was becoming more indifferent to me sexually…

1988.  I got a job, through a friend, down in Birmingham, Alabama.  There was both a dinner theatre and another that paid really good money.  We moved our base of operations south for nine months of the year, returning to Michigan, each year, for a summer theatre gig.  Birmingham was a true city.  And I found the bookstores.  Our evening jack and cum had sort of disappeared by now.  He was more interested in his video game on the television and a scotch or three to unwind.  I still watched porn in the bedroom—and was usually asleep as he came to bed.

Birmingham had a couple of porn video stores.  I told Rob I wanted to explore them—and he was fine with it.  I still wasn’t likely to do anything much in this bigger city.  The one I liked had the oddest set up.  You picked out a video tape, paid your admission and went to the back room.  There were four booths in the room but nothing like the traditional rooms and screens.  The ‘booths’ were large plastic capsules that were shaped like a hollow navy bean.  Each was a different color.  If I’d paid for the yellow pod, I knew to go there.  You sat inside of it on the far side, near one corner of the room and watched the cassette you had chosen.  I quickly learned the four pods could swivel.  If you turned the contraption to the right, and the guy in the blue pod swiveled left, you could see each other.  Many men saw, nodded and excused themselves to the lone restroom for a quick BJ.  I didn’t do that.  But I did pull out my cock and show it to anyone who wanted to see it as I stroked.

*

In 1991, lightning struck.  I was offered an almost fulltime job running a theatre in Michigan.  I accepted.  It meant Rob would job out most of the year all around the country, and I would be working by myself.

I was going to be 35 that year.  I looked at myself in the mirror.  I knew I needed to start playing with other men.  I was too old now, sexually for Rob, and was barely going to see him.  I knew enough about condoms at this point to buy Magnums.  I remember thinking this exact phrase:  “I better get some fun in now as no one will want me once I hit 40!”

That night, I ran it by Rob on a long-distance call.  I could hear the shrug in his voice as he said it sounded like a plan, provided the condoms happened.  I hung up and planned a trip to Chicago that coming weekend.  My brother had mentioned a place called Man’s Country…

Three Fuck Buds

 Near Home—March, 2026

 

It was one of those times when good sex didn’t satiate me, it made me want more.  The piss sex with Teddy was a really hot and fun way to spend a Monday afternoon.  Tuesday dawned and I was still every bit as horned.  I wanted sex.  I went to the bookstore right after lunch…

 

There is one man in the theatre.  He is off to the side and on his phone, which makes an annoying chirping sound.  He doesn’t even look up as I enter.  I sit in my usual chair and unzip.  The porn is good, but I want the real thing…

The Voyeur enters.  He nods to me and sits near the phone guy.  The door opens again.  It is Road Worker.  He nods to me, too, with a hint of a smile.  I am surprised to see him in the afternoon.  He sits behind me.  I hear him stripping off his jeans.

When Road Worker sits, the Voyeur gets up.  I turn and see him standing by RW’s shoulder.  He is feeding him his long, thin dick.  I rarely see Road Worker suck cock.  He must be really horny.

The Voyeur, when he sees me looking, waves me over.  I stand up, my wet cock swinging.  Road Worker stops sucking and stands up.  He leans on the Voyeur’s shoulder, one arm around his neck and the other stroking his hard cock.  He arches his bare ass at me.

“Fuck him,” hisses the Voyeur.

I lube up my dick.  Just the sound of my lube cap snapping open makes Road Worker beat his cock faster.  I move in.  My cock head grazes his ass crack.  He shudders.  I push into his familiar hole.  He groans. 

The Voyeur sighs. 

I murmur “Take it…”

He feels hot and moist.  I fuck him with deep strokes.  Faster and faster.

In moments, as is always the case with Road Worker, he shoots all over the floor while at the same time twisting off my cock.  He grabs his jeans off the floor, and cock dripping, heads half naked to the restroom.

The Voyeur sits and strokes, grinning at me.

I sit back down and stroke.

Ten minutes pass.

The door opens. It is the Crossdressing Latino, who, I quickly learn, is not in feminine lingerie today.  But he’s horny.  He sits next to me and reaches for my cock.  He hefts it, then opens his own jeans.  He is wearing his red jock.  His short, but kind of fat cock is soon freed from the fabric.  He reaches over and strokes me again.

“You suck and fuck me?” he whispers.

I let him play with my dick.  Soon he stands up and feeds me his cock.  I don’t suck him for long as that’s not how he likes to cum.  He goes to his chair and fishes a Magnum out of his pants pocket.  I suit up, glad of the protection from his spotty clean out.  He bends over, looking right at the Voyeur.  I get behind him.  I slide in.

“Fuck me hard, Papi!”  His voice is loud in the small room.

The Voyeur strokes harder as I begin to fuck.  I begin much slower than with Road Worker.  But I build quickly.  CD Latino loves having me smack his bare ass.  The sound of flesh on flesh reverberates in the small space.  I have fucked him so many times that I know when he’s getting close.  “Shoot any time you want,” I tell him.  He moans and speeds up his hand over his small cock.  Two minutes later another load is splattered on the floor.  I pull out, once again pleased I have a condom on.  I go to wash up, just to make sure…

When I come out, CD Latino is dressed and waiting to piss.  He whispers a thank you and I go sit back down.

Fifteen minutes or so—and it’s just the Voyeur and I stroking.  And the man still on his phone.  Has he looked up once?  Not that I’ve seen.

The door opens.  It’s Braydon, a piggy young man I had lots of fun with here and in my playroom until he passed out in my sling while using Maximum Impact.  He sits.  Soon he is on his knees and sucking the Voyeur.  It doesn’t take long for him to get the load, after all the sex the Voyeur has stroked to today.

The Voyeur leaves and Braydon looks at me.  Eventually he asks if he can suck me.  I nod.  He’s great as always.  Having my dick in his mouth makes him want it in his ass.  He strips down and kneels in my chair.  I am so happy to be eating an ass that I know is ready for my tongue.  I tongue fuck him for a long time.  I stand up and slide in.

Damn, it’s an ass I’ve missed.  I sigh and begin a slow fuck.  Now harder.  I fuck him until my knees, bent a little lower than I’d like are screaming at me.

We chat.  We are both glad to re-connect.

He needs to take off.

I sit and stroke.

The door opens.  Braydon is back.  He sits next to me.  He wants my load before he leaves.  He strips and I spend even longer now tonguing his used fuck hole.  It makes him moan into the chair seat.

I rear up and slide in.  It’s a faster fuck now.  With purpose.  I hear Braydon groan.  He does a small hit of MI.  Just enough to make him hornier yet.  His ass is really working my cock.  He has great control—and is squeezing down on me every few thrusts.

I groan.  “You want my load?”

“You know I do…”

I pull out and go to my knees for one last taste.  

Delicious. 

I stand up and slide back in. 

I thrust.

And thrust.

And I am spurting deep into Braydon’s hole once again…

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…