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.