Rudy Welcomes Me To New Jersey with His Talented Ass

 Jersey City—January, 2025

 

After the great sex detailed in the last post, I took off the next day to help my brother pack for his move to Michigan.  The plan was for me to fly in, help pack for a week and then drive he and his partner to their new home in the Great Lake State.  I had talked to Rudy, and with the original plan, it looked like I would likely have time to play with him twice (the second being a trip into the city to Manhole, a large fisting party.) 

It didn’t work that way.  Things were moving faster for the pack than any of us envisaged.  We were ready to leave New Jersey much sooner.  Thankfully, I went to Rudy’s the first night I arrived.  It was our only chance to play…

 

I walk the few short blocks to his apartment.  It is a beautiful building, likely built a hundred years ago. Rudy opens the door, a big grin on his face.  He is a young looking 50-something, lean and fresh from the shower.  We hug.  We sit a moment, playing with his cat and talking out some of the stress that I am already feeling at my brother’s.  Soon enough, we are in his bedroom.  (The cat is not happy that she is excluded from our time together.)  The sling is set up in the picture window nook.  A neoprene sheet is on the bed.

I strip and Rudy jumps in the sling, presenting the wonderful curves of his ass for my inspection.  I kneel and push my face between his spread cheeks.  My tongue finds his warm hole and I begin to tongue fuck it.  I slobber and spit, poking it into him.  Rudy groans and begins talking nasty, telling me what he feels about what I’m doing to him.

I stand up and slide my greased cock into his wet ass.  He takes me easily.  He begins to whimper—in a good way.  He tells me how good it feels to have Daddy back in his boy hole.  I fuck him slowly.  Easing into him.  Opening his hole for more to come.

When I finally stop the anal assault, he wants to taste my cock.  He gets out of the sling and kneels in front of me.  He reaches for the Jennings mouth gag.  He snaps it in place, with the metal device holding his mouth open.  He nods and I push my dick into his restrained jaw.  I fuck his face for a moment.  I could wish that it was one more rachet open.  I keep catching myself on a tooth.  But it makes Rudy incredibly hard as I fuck his face.

Soon enough, he’s back in the sling.  I am eating out his freshly fucked hole.  I fuck it again.  And start fingering him, the moment I pull out.  Two, then three.  Work them slowly in a circular move.  Add a fourth.  Do it all again.  Two.  Three.  Four and now the thumb.  Widening his hole for my hand.  Rudy is lost in sensation.  He babbles and moans.

After three or four finger stretches, my left hand disappears into him.  I move it slowly in a semi-circle and pull it out.  My cock replaces it.  I fuck.  He welcomes the breather.  But my fingers are right back at his hole, with his vocal encouragement.  Three.  Four. The fist.  Rotate slowly.  Now add two fingers from the right hand for the biggest stretch yet.  Rudy pants.

I pull out and fuck him again.  Slowly. Giving his hole a break.  As I exit, I piss a little on his gaping pucker.  I clean him up with my tongue and fuck him once more…

*

Rudy and taken my left repeatedly.  I try for my right, the bigger hand.  I do all the same stretching with it.  It goes in…but it doesn’t feel right for either of us.  His ass loves my left hand, how it is positioned in him.  So I go back to it.  Now it’s all about my hand in him.  The slow opening of my fingers to touch his second hole.  To push into it, moving at the tiniest increments.  But I get there.  And the joy on his face is worth it.

I give him a breather.  We talk on the bed for a moment.  He has had as long as day as I have.  He gets back in the sling, but we both agree we should wrap this session up.  I work my left hand into him once more.  I do the extra two fingered stretch with the right.  I push my cockhead into him.  No shaft, just the flared head disappears.  My hand squeezes the drooling head inside him before I pull out.

“Suck my dick as you fist me,” he suggests.

I bend and take his semi-hard cock in my mouth.  I feel it harden as I move my hand deep inside him.  I pull my hand out to work it in once more, still bent over and licking his dick.  He is hard now.  Two fingers. Three.  Four. The fist glides in.  And he erupts.  It’s a big load and I swallow all of it.  He begs for me to stop but I only work my hand out of him, I insist on licking up every drop of semen off his spent dick…

 

Little did we know, at that moment, that we wouldn’t get our second play session.  But it was great for my brother to get out faster.

And this is not a farewell fuck and fist with Rudy.  The good news is that his parents live in Indiana.  We are already talking of me setting up my sling and rimseat in a motel nearby and him flying home a day earlier than usual. 

Though I will miss seeing his cat.

 

For other adventures with Rudy and a picture of the Jenning’s Mouth Gag, hit the New Jersey label at the end of this post.

Rudy Comes Home Horny

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Wally Gives Me His Hairy Ass

 I am almost back to normal, as the mucus just keeps draining…so let’s write about sex…

 

Jersey City—December, 2023

 

Sometime in the middle of being buried in Rudy’s hot ass he looked up at me and said something like: “Remind me to show you a picture of the guy who’s cat sitting for me.”  I grunted and went back to doing whatever I was doing to him.  After we’d both shot our loads, Rudy remembered.  He paged through his phone and brought up a picture of a man considerably younger than either of us.  The guy was cute—very cubbish with a terrific smile.  “I told him he could play here if you two wanted to do that while I’m gone.  I gave him your Asspig profile name.  Check him out.”

Well, two day later I was walking back to Rudy’s apartment to play with a new man.  Our online chat had gone well and we’d agreed to meet.  Wally answered the door.  He is even hotter in person.  After checking in with the cat (who today is indifferent to my arrival) we chat for quite some time in the kitchen.  He checks my hand size.  And makes sure I’m not a psycho…

With my water in hand, we go to the bedroom to strip down.  We keep chatting—but we stop long enough to kiss…

 

It goes on and on—in the best possible way. Neither of us want to be the first to break the kiss.  My smooth body loves rubbing against his very hairy one.  Finally, our mouths separate and I tell him I have to eat his ass.  He gets up on all fours on the bed.  I kneel and just look at how hairy he is down here.  I can’t wait to bury my face in the valley between his cheeks.  The fur is long and luxurious.  I dive it—and revel in getting it wet and matted.  Wally moans as I burrow into his responsive hole.

My cock is hard.  Drooling.  Ready to plow.  I stand up and slap it against his pucker.  Wally groans.  I ease into him.  His hole takes me easily.  He milks every inch of my cock as all of me bottoms out in him.  I pause for the briefest of moments before I begin to fuck.

“Fuck, yeah…” he moans.

I pick up the tempo.  I am soon slamming into his ass.  Wally is right there—his muscle butt working my cock on every stroke.  Finally, I pull out.  I bury my face once more in the hole I just ravaged.  I love how different it feels—more pliant and slightly gaping.  His ass lips are now just slightly pronounced.  I take them into my mouth, working them hard, to get even more blood into them.

“Can I suck that cock?”

He rolls off the bed and kneels on the floor.  His hand circles the base of my wet, ass slicked cock.  Wally takes me to the root.  Effortlessly.  Again and again.  It’s my turn to groan.  He pulls off me and, unasked, begins to lick my balls.  Never sucking them—just getting the hairy sack as wet as I got his hairy crack.

We move to the sling, which is still in the windowed alcove.  He gets himself into the stirrups with expert precision as I go to my knees and lick his fucked ass from a new angle.   I eat and slurp, spitting into the tangle of wet hair framing his hole.  Wally’s moans make me work harder and harder.

I stand.  My cock pushes into him.  We fuck.  There is a mirror tilted so Wally can see my big dick enter him on each stroke.  After a bit, I reach for his big bottle of lube.  I keep fucking as I pour some into my left hand.  It is incredibly creamy.  Wally tells me it is his own mix of K-Lube and Boy Butter. 

My index finger pokes into him with my cock still in place. Soon my cock comes out and my other fingers go in.  Three.  Four.  And the thumb.   All but effortlessly my left hand is buried in him. 

I pull out and grease up my right as well.  I start with three fingers of each hand doing a lateral stretch.  Then I work my left into him once again. Repeatedly.  Then to see if he can take the slightly bigger right hand.  Of course, he can…

Now it is a mix of cock, then left hand.  Now, cock and left hand.  We both love the feel of my dick fucking into my greasy palm, already deep inside him.  I try it with my right hand.  It works, but it is not as comfortable, so I do the cock and left once more—now each stroke going through my opened fingers, all inside him.

We take a break.  I get out the speculum.  When we’re ready, it’s back to the sling and a slow crank of him open.  I can’t remember now if he’d had one open him up before, but I’m fairly sure he had never had a guy fuck him with the speculum in place.  I plow into him, talking, as I always do, about the feel of the stainless-steel vs his hot flesh.

I do a very slow closing of the medical device.  It slips out of him.  My cock slips back in.  Then my left hand.  Wally encourages me to go deeper.  My cock has touched his second ring repeatedly, but now my middle finger does the same. 

We break on the bed, lying side by side.  We chat.  I remind him I want him to sit on my face.  Instantly, he scrambles into place.  His hairy, used hole fills my mouth.  His ass lips are quite puffy now.  And delicious.  He bounces on my tongue.  His full ass is beginning to cut off my air.  I let him stay there.  And stay.  And…I finally have to push him off me.  I pant, as though I’d just run a race, gasping for breath.

Wally sucks me again as I catch my breath.  Then he rides my cock.  Briefly.  Bouncing on it in the same way he did my tongue.  He decides his hole is done for hand—but he’s fine for fucking.  We re-position.  I stand up and Wally gets on his back this time.  I pull his ass right to the edge of the bed. 

I eat him out again.

I stand and fuck.

Wally grabs his hard cock and begins to jerk himself as I pummel his ass.

“I’m really close…” he pants.

“Go ahead.  I’ll just fuck it into you.”

Wally closes his eyes for a moment and in just a few seconds he is firing a massive load all over his hairy abdomen and chest.  I scoop up the biggest puddle and smear it on my dick. 

I slide in, the cum coating his hole.  “Can I keep going?” I ask.

He nods.

It doesn’t take long now.  His cum is the trigger.  The slickness, and just how much of it there is in him, is taking me over the edge. 

My hips are slapping into that hairy ass that has given me so much pleasure.  The sound adds to my excitement. 

And I’m there.  Filling him up with my cum.  Letting the two loads mix together deep inside him…

Rudy's New Toys Get Us Off

 Jersey City—December, 2023

 

Once again, I traveled to New Jersey to see my brother and his partner for Christmas.  Last year I drove, but this year I was back to flying.  (Not an altogether happy choice, but I got there.)  I had scheduled a play session on the next day, before Rudy, my JC fuck-bud, flew off to see his parents.  I was excited.  It had been a full year, after all.

On the Thursday morning I got his text.  He was headed to the gym.  Would 3pm work?  It did.  I checked in again just before time.  Was he ready for me to walk over?  He was and in 10 minutes he buzzed me into his apartment building.  I went up in the old elevator and rang his doorbell…

 

We embrace.  He looks great.  His dirty blond hair is cut short.  There is a large smile on his handsome face. He is a very young-looking 50+.  The gym work shows on his trim body.  We chat.  I greet his cat and have a brief conversation with her, too.  She loves visitors—unlike my brother’s cat who runs and hides.  He gets me some water and we proceed to the bedroom as we catch up with each other.  We strip down.  I add my jock and get out the speculum which traveled with me—and is never used.  I tie up my boots, sitting on the bed, which is covered with a black play sheet.  The sling is over in the windowed alcove.  We are high enough we can see out, but no one is likely to see us fucking in it.

Rudy gets in the sling.  I go to my knees.  I eat his hole for a long time, still moist and steamy from his shower.  He groans—and slaps his dick head with his fingers so it won’t harden.  I finally stand up and enter him for the first time in a year.  His hole is wet and he squeezes down on me in welcome.  I do the pause while he hits the poppers—and I begin to plow.  Long strokes.  Nice and slow.  Loving the hot wetness of his ass.

With my cock still inside him, I grab his bottle of J-lube and coat my left hand.  My cock come out and my fingers go in.  Two, then three.  Now four.  And the thumb.  I turn my hand just a fraction and Rudy gasps.  I ease out of him and do it all again.

Dick.

Fist.

Dick.

Fist.

Now my fist is in place and I pull slightly back, so my palm is half out of his hole.  My cock head glides in, fucking through my fingers deep inside.  Rudy groans.  When I pull out this time, he asks for a break.

We chat on the bed.

Soon he is back in the sling.  I am working a dildo, which has spiral ridges on it, up him.  Smoothly. A little twist to help the insertion.  Literally screwing it in place.  Every inch of the large toy disappears.  I switch to something that is molded like a dog’s phallus with a pronounced knot at the base.  He takes the shaft easily.  I have to work on getting the knot into him.  But he does it.  And earns another break.

We sip our drinks and talk some more.  Soon he is sitting on my face, my head smashed into the pillow and my tongue deep in his worked-out hole.  I lick him out.  He grinds down on me.  I literally can’t breathe and I love it for as long as I can take it.  I push him up and off my mouth as I gasp for air.  Rudy gives me a moment, then sits on my mouth once again.  I eat and jerk myself.

He pulls off me.

 “Ride my cock,” I instruct.  He mounts me and takes me balls deep into his hot hole.  He goes into his own little world, babbling as he rides his Daddy’s cock.  I love hearing the wet squish of our bodies beating together.

“I want to suck you.”

He grabs a piece of stainless steel from the bed side table.  It is a Jennings mouth gag.  It is similar to a spider gag.  This is new to me.  I have never had a guy use one before.  He snaps it in place, so his mouth stays open.

He gives me instant deep throating with it in place.  It turns him into a suck machine.  He takes me to the root again and again.

Finally, he stops and removes it. 

“That was hot,” I tell him.

He rummages in his wardrobe and comes back to the bed with another toy.  A rosebud pump. 

He has full ass lips after the work out.  He wants me to see them more plumped up—and to taste them.  He sticks the plexiglass rod in his ass and holds the cylinder around his ass hole.  He begins to pump, manually.  His ass lips grow.  He releases the vacuum and lets me lick them.  I take his plumped lips completely into my mouth, reveling in the sensation as they return to normal size.

He does it again.  The moment the cylinder is released I lick and spit and suck on his ass.

And I know how I want to fuck next.  I tell him to get on the edge of the bed on all fours.  This time I pump his ass up, pumping until he tells me to stop.  The cylinder comes off and my raging cock goes into him, not my tongue.

I fuck him hard.  Rudy groans.

“On your back.”

Ruby flips for me, ass right on the edge of the bed.  He holds his legs, arms wrapped around his knees.

I pump him up one more time.  This time I grab a little pill bottle off the table.  It has two loads from tricks saved and some of his own jizz.

I stick my cock back between his swollen lips and pour the contents onto my shaft.  I fuck it into him—telling him just what I’m doing.

“Fuck me with all that cum,” he groans.

It feels terrific.  These guys were big shooters; my cock is still totally covered on every back stroke.  I pull out and lick up the escaping jizz.  I spit it right back into him.  I fuck it deeper.

The jizz fuck is going to take me go over the edge.  A few more strokes and I am there; holding still as my balls empty into him.  Mixing with the loads I fucked into him.

I hold in place a long time.  Letting every drop of cum drip into him.  Only then do I pull out.  I go down and felch the mixed loads.  It’s a struggle not to swallow—but I want to feed them to him.  I can feel Rudy jerking his cock.  I stand up and lean over him.  Our mouths meet and I let the loads drip out of my mouth and onto his tongue.  He spasms.  And gratefully swallows while it sounds like he is getting off.

We lay on top of each other for a long moment.  Luxuriating in what we’d just done.

I towel down a little before I go wash in the adjoining bathroom.

“Come here.” 

I come out and go over to the bed.  He is lying so his head is right at the end.  My balls fall into his mouth.  He jerks himself until more cum runs out of his tight balls…

Rudy Wants More

 Jersey City, New Jersey—December, 2022

 

We celebrated:  Christmas, two birthdays and an anniversary.  I wrote some and read more.

  Rudy and I had left it open on whether we would meet again.  It would have to be on his coming home travel day.  But it was an early flight—and he was very horny after the time with his aging parents.  I agreed I’d love to take his ass again…

 

I am fucking Rudy in his sling.  My pelvis is hitting his upturned ass on every stroke.  Hitting it hard.  Making a hot sounding wet thwack with each thrust.  I pull out and beat my hard cock on his cock cage.  I shove it back into his slightly open hole and fuck him, just as hard, again.

I pull out.  This time I go down on my knees.  I taste how my cock has opened him up.  He is making lube like crazy.  I spit it back into his hole.  I grease up my hands as I continue teasing what was once a pucker with my tongue.  I pull back and slip four fingers into Rudy.  He takes me easily.  Soon he has the whole hand.  Out. In. Out. In, Open the fist…

I do the same with my right.  And we take a quick break.

I ask if he liked the speculum.  He did.  I want to use it on him in a different position this time.  I look at his fuck bench, but it’s not a great height for me with my long legs.  I suggest all fours on the bed.  Rudy grabs some sort of exercise cushion that he leans on for support.  His ass is a perfect height now for either my cock or my fists. 

But I start with my tongue.  Of course.  Eating his now looser hole makes my dick drool.  I spit one last time in his hole and lube up the speculum.  He seems more relaxed with it this time.  I open it slowly, taking time to tease his prostate after each crank.  One more turn and it’s wide enough to add my cock.

“You want my dick in there?”

“Yes, Daddy.  Please!”

I slide in.  It never gets old.  I love the mix of soft ass and hard stainless steel.  I fuck him for a long time.  I take pictures for him so he can see his hole stretched.  And all mine.  I put down the camera and fuck him again.

The speculum comes out.  I grease up my hands anew.  On his knees, his ass feels totally different to my left as it worms its way into his guts.  It slithers all the way in.  I pull back slightly and open my fingers.  I explore his second hole, the bend, with just the merest touch of my fingertips.  I have never been so deep in this man. 

He pants.  And thanks me.

I slowly pull out and repeat it all.  Still with the left.  This time I can rotate my hand a little while inside—driving him wild and making him babble.

Now I try the right.  I’m in easily.  I do the pull back and open.  It doesn’t feel as natural to either of us.  I slowly pull out and go exploring again with the left…

*

We are leaning against the head board.  Letting him rest his legs.  Talking of this and that.

“Daddy, I want to try sitting on your hand.”

I nod.  We have done this in other years and it was intense.  I re-grease and lie flat.  My upper left arm away from my body and my forearm sticking up.  He kneels, straddling my fingers and slowly work his way down.  He stops, somewhere in the middle of my forearm.  We are both panting.  Rudy leans down and kisses me.  The kiss is electric.  It completes the circuit.  We are joined in the most intimate way…

It can’t last long.  I let him move when he needs to.  He rolls off me.  We lie together, holding each other.

“I think my hole is stretched for the day.”

I nod.

“But I can still take cock.  I want your load.”

We choose to stay on the bed.  He lies on his back now, a pillow under his ass.  It’s the perfect height for my dick.  I kneel and wipe off excess J-lube.  I hear him removing the cock cage.  I eat him out again.  His hole feels totally different again to my exploring lips and tongue after the latest stretching. 

My cock is aching to unload.  I am making pre-cum like a teenager.  I need to fuck him.  Now.  I stand up.  He is just replacing the cap to his poppers.  My cock slides in.

“Fuck me.”

I have to work to make myself start slowly.

“Breed me.”

I begin to pump faster and faster.

“Make me your baby boy.”

The sound of my hips smacking into him is even wetter sounding now, after all the play.

“Knock me up!”

I am so damn close.  I look at him beating his meat in time to my every thrust.

“Give me your cum…”

“FUCK!” I grunt out—and unload, blast after blast, inside him.

Rudy’s eyes glaze and his own cock fires all over his chest.  I stay deep inside.  Still connected, letting my cock ooze ever last drop into his ass, I lean down.  I slurp a tiny bit of his jizz—and feed it to him…

“That’s Right. Jerk in Me.”

 Jersey City, New Jersey—December, 2022

I made it home after the snowstorm and group play (of the last post) with relative ease.  The roads were bad, but there was no more snow coming down.  I rested up.  I needed to as, for the first time since lockdown, I was going to see my brother and his partner in New Jersey for the holidays.  They had been living a very sheltered, stay at home life with Covid.  I decided, to help their peace of mind, to drive in, avoiding two airports and a packed plane.

There was that major holiday storm coming, so I went a day earlier than I’d planned.  I took two days to get there.  This ended up being great—as I also caught my one reliable sex partner in Jersey before he went home to see his family.  I walked over to his apartment on my second day in Jersey…

 

Rudy opens the door.  We hug.  He hasn’t changed since I last saw him in 2019—or if he has, it’s for the better.  He is now( a very young looking) 50.  The dirty blond hair is cropped short.  His red jock pouch is full—and the straps are framing his fairly hairless ass perfectly. We chat as I shed my clothes.  I put my boots back on.  My cock is already contorting the used, stained fabric of my jock.  He has both the sling and bench set up in his bedroom.  He hops in the sling, after giving me a glass of water.  I put it on the side table and kneel.  He has stirrupped himself easily, before I can offer to help.  I look at his ass for a moment before my tongue connects with his hole.  Fuck, he tastes good.  I begin getting reacquainted with his ass.

“Daddy—you are making my butt feel soooo good.  Are you going to try to stick your big cock in me?”

He natters on, jerking and huffing poppers as I get his ass good and wet.  I stand up and enter his hot hole.  The chatter stops the moment I fill him completely.  He pants.  I hold—and begin to fuck.

“Damn, I’ve missed this dick.”

I grin and keep on plowing.  He huffs some poppers and tells me again how good he is feeling.  I finally stop fucking and kneel again to taste his hole—and feel with my lips and tongue how the lips of his ass have loosened up.  I spend a long time rimming him.  And even longer on another fuck.

“I brought a toy with me,” I tell him.  “Can I crank you open with my speculum?”

He nods—eagerly.  I grease it up.  It slides in easily after the two fuckings.  I crank him open.  Slowly.  Letting him really feel how each turn of screw widens his ass.  I use my index finger to play with his prostate.  Another turn—and two fingers find his hidden pleasure zone. 

“Soooo good,” he croons.

It’s wide enough.  I stand up and my cock slips into the speculum.  Rudy’s eyes grow big.  He can’t believe I am fucking him with the device in place.  I fuck him relentlessly.

I pull out and carefully crank it shut.  I lube my hands and get my left into him before he has time for poppers. He takes me with such ease he holds off from huffing them so he can revel in the stretch.  The right takes a little work.  But I am soon in him.  I trade off on my hands.  I stand and add my cock while the left hand is deep inside him.  This time he grabs the poppers and becomes very vocal.  “Jack off in me, daddy.  Fill me with your cum…” 

But I don’t.

We break. Lying side by side on the bed.  I drink my water; he drinks red wine.  We talk much more now about all the changes in our lives since we last saw each other.

But soon he has crawls over and sits on my face.  I love the full weight of him on me as I lick out his used hole.  I mumble “Ride my cock.”  Amazingly he can understand me.  He gets off my face and settles his saliva leaking hole onto my rampant dick.  Facing me, he slides down to my balls.  Groaning.  And moaning about how good he feels.  His cock is hard again now.  He grabs it and begins to jerk as he rides my cock.  Up and down.  So high up, I worry I will slip out.  Rudy is now pounding himself down on me.  And talking his dirtiest as he does so.

Suddenly his dick goes off.   I am showered with a huge load of semen.  Covered.  I mop some off me and up to my mouth.  Rudy is quivering—not quite believing he has shot his load. 

We settle back down, after a quick wipe down, to more sipping and talking.  I remember him as a one and done kind of guy—but not tonight.  Fifteen minutes later he is sucking my cock, still on the bed.

“I think I can take your hand again.”

“Good.”

“And I want your load in my ass.”

“Even better.”

We go back to the sling.  I spend some time with my face in his wet ass as his cock wakes back up. 

“Fuck me, please.  Hard.”

I stand up and do just what he asks.  Long, hard strokes.  Every thrust.  I grease my hands as I fuck him.  Barely missing a beat, I pull my cock out and slide my left hand into him.  I add my cock alongside it.

“That’s right.  Jerk in me.”

I fuck, my cock gliding through my fingers deep in his ass.  I have never shot this way—and I want to.  I’m so close.

“Pound me!  Fuck this cum hole.”

I work my hand out.  I want to fuck him harder than I can in that position.  The moment my cock goes back in—hard and deep—Rudy spurts a second load.  It’s much smaller, but it still covers his hairy balls, clinging to them.  I swab some up, cover my cock with his spunk on a backstroke and fuck it into him.  In just a few more thrusts I unload deep in his hot ass….