Halloween Night: The Straight Couple

 Near Home—October, 2026

 

Work did not allow me to play for an entire week.  At first, I was fine.  Four days in I was trying not to be irritable.  By day six, I was really in need.  (And not once did I think I should just jerk off.) 

At last, the work project was completed and I had a full day off until the next one began. It was Halloween.  I knew I wanted to be anywhere but home for the young goblins about to roam the streets.  I wanted to go to Lansing, to the sex venue there, but it would mean a late night and I would not get enough sleep to deal with my meetings on Sunday.  I opted for staying close to home—and it worked out perfectly…

 

I pay my admission and am buzzed in.  Five men are scattered around the room.  Only one has his phone out.  I sit in my favorite chair and unzip my pants.  My cock erects the moment it is out of the jock.

I stroke it.  Languidly. 

It takes maybe two minutes before a man my age (a regular here) comes over and asks to suck it.

“Please.”

The man kneels and swallows me down.  He’s excellent—and I knew, from experience, that he would be.  He works the head, the shaft and my balls.  As horned as I am, I am not even close to shooting before his knees get tired and he stands up.  He promises more later—and I nod.

I look around the room.  All the guys, but the man on his phone, now have their dicks out.  I smile, wondering who I will play with next.

I stroke.

They stroke.

There is a guy in early 50’s I don’t recognize.  He has a thick dick, and it seems to be uncut—though hard to tell in this light.  I watch the screen, but every few minutes I look over at him.  But we never quite make eye contact.

The door opens.  A straight couple walks in.   The man is in early 40’s with a short beard.  He has a thin, wiry body and he uses a walking cane.  She is slightly younger.  Her dark blond hair looks like she’s just had a hard fuck session before they came.  She is in jeans with a white blouse and a denim vest.  He chooses to sit in the chairs near the entry door—and on the same wall as the straight screen.  They can only see the gay screen from where they sit.  In moments, he whispers something to her.  She stands and removes all her clothing.  He takes out his dick.  The moment she is naked, she kneels and begins sucking his cock.

Everyone else watches.

She changes position.  She is now standing and leaning down to suck him. Her ass is pointed directly at me.  I can’t see the man, but I have learned not to make a move until I’m given permission.

She comes up for air.  She walks to one of the side chairs.  She sits looking at me and playing with herself.  I look at the guy who is still jerking.  We catch each other’s gaze and he nods.  I get up and go over, thinking my tongue will replace her hand.  As I near her, she stands up and bends over, sticking her ass in my direction.

I still go to me knees.   My tongue finds her juice pussy.  She gasps.  I stay there a moment, but the position is awkward. 

“Fuck me,” she moans.

“Condom?”  I am already reaching into my pocket.

“Hell no!”

I stand up and slip inside her.  Raw.  She gasps.  I’m thicker than I looked across the room.  I build to a hard in and out. 

“Fuck, yes!” she gasps.

I keep going.  Hard and fast.  I pull out.  She spins and sucks my dick for the first time.  She good—nary a tooth. 

I look at her as she comes up for air.  “You should suck your man as I fuck you.”

“Please…”  She leads the way.  “He wants me to suck you as I he fucks me.”

“Good man,” the guy says with a grin.

She bends and takes him into her mouth.  I re-enter her from behind.  She loves being sandwiched between us as I fuck.  I find her clit and rub it.  Her moans fill the room.

When we break, I am pleased to see the other guys having sex.  One man is being blown by another.  A second pair is fucking near the gay screen.

I sit in the chair next to the man.  She goes to her knees and sucks me properly as her man talks to me.

“I had a spinal injury.  I can still get hard with the big blue pill, but it’s really hard for me to fuck her properly.”  At this moment, she switches from sucking me to sucking her man.  “We talked—and we both agreed she should get fucked by anyone I choose for her.”

“Nice.  And thank you.”

“Go back to him, babe.  I want to watch your mouth take every inch of him.”

He continues talking about where they play and then lamenting the other men are taking care of each other and not using her. 

I am ready to fuck again.  I tell her so.  She stands and bends to suck the guy and I stand up and slide in.  It is a more intense fuck this time.  The guy reaches up and finds my fingers on her clit.  He reaches down and strokes her puffy pussy lips.  Once his hand touches my balls as they slap against her.  Neither of us are bothered—he doesn’t make it a thing and I certainly don’t mind at all.

I pull out.

“I really want to eat your pussy,” I tell her.  She is so damn wet, I can’t wait.  She sits next to her man, her knees up on the arms of the chair—opening her wide.  I lick everywhere as she moans.  He holds onto her arm with one hand and strokes himself with the other as he watches me pleasuring his partner.

I rock back on my heels, catching my breath.  His next words are very soft.  “We both want you to cum in her.”  I look at him and he nods.  I look at her and she whispers “Please…”

I stay on my knees and fuck her for a moment in this splayed position.  Then I suggest she gets on her knees on the chair.

“That’s right,” says the guy.  “Keep your mind on him and don’t worry about my dick.”

I enter her.  She gasps.  My cock is engorged and ready.  I haven’t cum inside a woman since college.  I build the speed fast.  She is the wettest she’s been all night.  The sound of our fucking fills the small room.

“Fill her up,” he pants, jerking harder.

I stop for a moment, kneel and plant my face in her wetness.  I lick for a moment—and I know I’m there.  I stand up, fucking into her at the fastest pace of the night.  Her head is thumping into the faux leather back of the chair.

“Breed my baby!” says the man

And I do.  I shudder and the first rope of cum fires into her.  And another and another.  I pull out slowly.  She moans.

“Stay there,” I tell her.

He man watches me kneel.  I tenderly lick around her swollen lips.  I dip into her pussy and taste my load.  She moans…and moans…

“That’s fucking hot,” her man whispers, knowing just what I’m doing.

And he’s not wrong…

From Odd to Outstanding

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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

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