Rob and I had planned to get together Friday, 12/3 and he ended up cancelling last minute due to Christmas workload at his salon.   

We re-booked for Monday 12/6 instead. 

0930 hrs on Sunday 12/5 he texts me and says he is HAF, can't wait until Monday and needs his ass played with and fucked.  Now!!  Today!! Am I interested?

Definitely interested.

Last couple of times Rob and I have gotten together, he has been absolutely rabid to have his hole played with; fingered, rimmed and stuffed with toys.  He really loves ass play and takes as good as he gives. 

I know he has a new boyfriend.  He isn’t hiding it.  Just doesn't sound like he is meeting Rob's asspig requirements. 

I texted him back and said “Hells ya. Get your hole over here so I can open you up buddy.  I’m gonna be opening you up for my fist today. Be ready”.

Interesting thing is that when I told him I planned to fist his hole again, his typed response was "Fuck ya". I assumed it was for the entire ass play session.  But, I also took it to mean he wanted that hole opened enough for my fist.  He had ALMOST taken it all on his last visit.  I didn’t push the issue, as I wanted to get him back in the sling, legs up and hole open for a second attempt.  If I caused him pain, he wouldn’t let me at his hole again.  So.  Patience.  I had a feeling today was going to be the day.

I texted him to come over around for noon. 

He was right on time and we smoked a couple of joints and he said he wanted to play upstairs on my bed.

As we stripped down, he asked me if we could watch an amateur home video with some mutual FWB - the Brian and Darryl video. Could we watch it while I played with his hole??

This video was one where I took on two guys in our family room on the leather sofa while my partner recorded and jerked off.  He watched and filmed the action up close as he was getting cuckolded by two hung FWB - right in front of him.  The fact that he recorded the whole thing made it even hotter for all three of us (four of us I guess!) and I loved playing the video while playing with my fuck buddies.  

Rob had seen the video a couple of times over a couple of visits and had developed a real crush on Brian's cock.  He had never met him in person but lusted over his cock on the big screen as it slowly stroked in and out of a creamy, cummy hole.

Once he found out that it was ‘my’ cummy hole taking a couple of solid big cocks and at least four big loads, it really turned his crank.  He said that he loved watching me ride Brian and wished it was him that was taking the big 9" cut dick.  He also said it turned him on that as I rode up and down on Brian's cock, I sucked Darryl's 8.5" uncut meat to get it juicy and ready to replace Brian's cock in my hole.  Once he blew a load that is.

I grabbed the remote and smiled a little as I put on a different home movie - the Fuck, Breed and Felch amateur home movie instead.  Rob had never seen it before.  It was the one where his newfound amateur hung fantasy porn star (Brian) rimmed my hole open for over 5 minutes. Once I was open and dripping, I rode Brian and he literally drove a load of cum out of me - hands free.  Then, as he fucked me doggy style nice and slow and deep, he told me how hot he found my Daddy hole and how much he enjoyed fucking me.  The movie closing scene was after he blew his load in my ass, he sucked it out and felched me until I was licked clean.  That movie was a great amateur flick from a hot one-on-one session video recorded by my ex – the cuckold videographer.   He did a great job on this video, because he loved jerking off to seeing me get fucked and creamed.  So, he tended to do an amazing job on angles and close ups.  Our amateur video collection was pretty hot.   Rob appreciated the art.

I sat up against the headboard with some pillows to support me, then I told Rob to get on all fours and present his ass to me.  He turned to face the TV and straddled my legs.  His hole was the perfect distance from me face and chest.  I pulled Rob back closer to me so I could eat and rim his hole.  He was clenching and unclenching his ass ring for my tongue.  He was horny as fuck all right.  I talked dirty to him and started to finger him while he watched me getting my hole eaten by Brian on the video.  He told me that this video was way hotter than the other one and it was really turning him on.  I could tell he was enjoying it, because he was pushing his hand back against my probing fingers.  I was lubing him up really well. I wanted to dump a load of cum into his ass and then fist it deeper into him.   I pushed him down onto his belly and as I opened his legs wider, I had him raise up so I could slide a pillow under him to provide the proper angle for some ass pig playtime.

Rob is a hairy Italian guy.  15 years younger than me. Owns his own salon. Trimmed beard, trimmed pubes, hairy chest and legs and a delightful hairy hole.  A hole that was currently well lubed and starting to gape nicely from my finger and tongue work.  In fact, that hole was twitching a little as he pushed his ass lips outward, then tightened them back in.  That hole was just begging for a hard cock to keep it open after all those toys.

We had experimented with fisting at his last visit a few weeks prior.  I think he really enjoyed it and wanted more.  I leaned forward a little and I whispered into his ear how I was going to fuck him, like Brian was fucking me.  I was going to dump a load inside him, like Brian did to me.  He was moaning and groaning and pushing his hole back onto my fingers.  He wanted more.  He was stretched and ready. 

I was in a teaser mood though.  I told him he wasn't getting the cock just yet.  I grabbed a blindfold and put it on him.  Once he was secured, I turned up the sound on the porn, so he could hear Brian and I fuck.  I reached over to the toy pile and grabbed three: the thick black rubber prostate vibrator, the new big veiny 10" vibrator and the double cock dildo.  My plan was to open him up in that order.

I started with the P-spot vibrator He took them all... slowly.  Then I used the j-lube and started really stretching his hole open.  He asked for some poppers.  He rarely does, so I know he was wanting to go all the way this time.

I opened him up with 3-4 fingers very slowly and then added thumb and stretched on the edge of his hole.  Just back and forth a little bit. Not the entire fist.  Then I pushed more lube all over the hole and my hand and started to gently twist into position for entry.  I heard him huffing on his poppers and moaning.  I kept prodding gently and talking to him nice and calm.  Telling him I know he wants the fist inside him.  I have long fingers and I was gently opening up his hole inside and teasing him.  I kept asking if he could feel my fingers opening him up inside.  And he would groan.. yesssss.

I got him stretched right to the point that I knew he only needed one more gently push to swallow my fist.  So, I told him to double up on his hits.  I heard the cap go on and I told him to breath out nice and slow.  Very slowly.

As he pushed the air out slowly, I pushed my fist inside his stretched ass ring and just held it still.  He made some funny noises and started to gasp for air a little, and I calmly told him to breathe in slow… the breathe out slow.  He said “Yes Sir” and started to calm down.  The entire time, I had not moved my fist.

I told him to take one more huff and hold it.  When he did, I started to gently push in about one inch and pull out to the inside edge of his hole.  Just stretching it a little bit.  Nothing fast or sudden.  And I told him how hot and juicy his hole felt on my hand.  I slowly slid my middle finger deeper into his guts and gently pushed it in and out.

I stretched him a little bit very slowly.  Managed to pull back a little to let him feel exactly where my fist was – inside his hole.

Then I gently pulled out.  Told him to take some breaths and relax.  I could hear him breathing slow and deep and I could see him relaxing a little more.   I congratulated him on his ability to take my entire fist.  He was pretty pumped about it all and I asked if he wanted more?

He said he wanted more, but could I add some natural lube to the mix?  He wanted to feel what a fist felt like inside his ass with a load of my hot cum inside already.

He has great ass control.  I was pretty turned on by the whole thing.  I fucked his hole for a while doggystyle with him flat on his stomach.  I was able to really control the speed and depth and got in real deep.  He has always expressed some interest in breath control, so I experimented a little with breath control on him and he was really getting into it.  Note to self to learn more about this. It seemed to really turn his crank and I could literally feel his hole grip my cock harder when I blew a load in his hole.

I didn’t waste any time and placed him on his back, legs spread wide and shackled him to a spreader bar.  He took hold of the bar and pulled back to completely expose his gaping, red hole to me.  Unfettered access to a cummy, dripping gape.  I was back into his hole in seconds with 4 fingers.  Slow but insistent on opening that hole back up again.

His eyes were glazed and he nodded at me to keep going.  I reached over and gave him a couple of huffs and put the bottle down.  Then I went back to fisting him.  LOTS of J-Lube and got in a little deeper this time. I could feel the hot cum and lube mixing up and making his hole slick.  I told him to relax, that he had already taken my fist, now just let me open him up again.  I managed just past the wrist bend and up deeper into his second hole.  I had his second hole opened up nicely and started to pump in and out.  Taking my fist out to the edge of his hole and stretching it just a little, then back inside.  He told me he needed me to stroke him a little faster and more solidly.  He needed to cum again. So, I picked up speed a little and his ass came on my hand a couple of times.  

We stopped for a break.  His hole was red and gaping.  There was a mixture of lube and cum dripping openly from the stretched lips.  It was hot to just look at the cum oozing slowly.

I reached over and took his thick uncut cock in my mouth in order to lick the pre-cum off the head.  He is a massive pre-cummer and an even more impressive cummer.  All that ass play had his cock dripping snotty precum all around the foreskin and down the thick walls of his cock.  He was moaning like crazy as I licked the foreskin with my tongue, and cleaned all the precum from the head, the skin and then deep throated to the base.  His cock was rock hard in less than a minute.

He jumped off the bed and said “Get your ass over here on the corner of the bed”.

I flipped onto my knees on the bed corner and stuck my ass in the air.  He dove right onto my hole and started slobbering and licking and probing my opening with his tongue.  He loves to eat ass and he was like a crazy animal.  Licking, fingering, smacking and spitting on my hole. I loved the attention and the wildness of the attack on my hole.

Suddenly, I felt his cockhead pushing against my hole.

“Lube?” I asked.

“No. Spit for lube only” he muttered and slammed his cock into me in one hard push.

Fawwwk.  He started totally railing on my ass.  Said he enjoyed my fist in his hole and he enjoyed his ass-gasms (as he calls them).  But, now he was very horny and needed to unload.  And he went back to hammering my hole.

Rob is a good thick 7.5 or 8 inches.  My hole was still trying to stretch to allow the hammering to continue and he pulled out and shot three BIG shots of precum all over my balls, my cock and my hole.  For most people, this would be a good cumshot.  But I’ve known Rob for years and I knew this was only the beginning.

He pushed his cum covered cock back inside me and fucked some more. Only a few minutes later he told me he needed to cum.  I could feel his first couple of shots. He pulled his cock out again and continued to dump a few hard shots on my gaping hole and shoved it back inside and hammered some more. He was relentless in drilling my hole hard.  He told me he wanted to breed me inside and out.  Just like in the video. 

A very hot session. 

He asked if we could try the sling next round as he wants more fisting.  And, he also said he wanted to feel me fuck him and piss inside of him while he lays back in the sling.