BACKGROUND:

I've been busy dealing with a Mom who has been ill.  My sister offered to take her to some appointments on Wednesday and I gladly agreed.  I haven't had a lot of time to get online and get naked, so I planned to reach out to a couple of my regular FWB's to see if anyone was free on "Hump Day".

I have been doing some training to stretch my hole and bought a couple of new toys.  The first guy I planned to reach out to was Rob.  He is an absolute ass pig and he loves to get his hole stretched as much as he loves to stretch mine.  His partner isn't into the piggy ass play the same way as him, and he tells me I am one of the few guys he lets fuck him and fist him.  Strangely enough, as I sat down to send him a message, HE messaged ME.  Said he hadn't cum for about 4-5 days due to 'family stuff' going on and was I free to get together Wednesday morning at my place for some naked fun??  Talk about the stars aligning!!  Of course I was happy to get together.   We both had a laugh about it and planned a 10 a.m. suck and fuck session.  Sessions with Rob were always fun.  He has a thick, uncut 7.5 inch cock and his loads are absolutely massive.  His pre-cum shots are the equivalent of some guy's entire loads.  When he is carrying 4-5 days of cum inside, I knew I was going to get drenched.... either my face or my ass.  This was going to be fun.

About an hour later, I get a message from my buddy Darrell asking me if I was free Wednesday afternoon? He had just returned from Florida with his partner and was horny as a toad an wanted to get into some leather play and some light BDSM.  Hell's bells! This was shaping up to be a great day indeed. Darrell's partner has a medical condition and he is happy that Darrell has someone who is into the same kinks.  Darrell asked if I could hunt down one of my regular fuck buddies (Ray) to see if he was free.  He liked the way Ray roughed him up, spanked him and used a flogger on his ass.  So, I reached out to Ray and explained that Darrell and I were going to get together the next day - was he interested in joining?  He was VERY interested, was the reply.

And so... I had visions of some fun ass play in the morning, followed by at least one load in the afternoon.  Darrell will only fuck with a rubber, and I have told him that I don't do rubbers, so the only way he will blow his load is on my face or down my throat. The last couple of times he wanted to fuck me, but I said... raw is law dude.  He has a nice thick uncut Slavic cock.   I have a feeling that he will want to slide it in raw.  It's his decision.   But I knew I could count on Ray for a big load of hot cum deep in my guts.

Hump Day - Morning

Wednesday at 10, Rob strolls through the front door with a coffee and we throw some 420 in the Volcano vape and get a nice buzz happening.  He practically dragged me upstairs, which in itself was a good sign.  The boy was horny alright.

We were naked in no time and he asked if I had any Knightbreeders porn on my media server, so I pulled one up on the TV and we plopped onto the bed.   He twisted us into a 69 immediately and I could see his cock was already fully hard.  So I swallowed him slowly.  Down onto the foreskin and slid my tongue underneath it.  Chewed on the extra skin and smiled as he moaned.  He reciprocated and played with my foreskin with his tongue and teeth.   He knows I like my uncut cock head sucked slow and hard. I mean, I don't care if he goes deep - I just like the sensitive head sucked and the blood pulled into the head until it is hard and purple.  Nibbling on the foreskin is a bonus feeling pretty much reserved to uncut guys.  Although, I have managed a couple semi-uncut (semi-cut??) foreskins and they are just as much fun to tease.

He was on top of me and his ass was just above my head, so I let his cock plop out and gently pulled his hole back onto my mouth and probed his hole with my tongue while lazily stroking his hard cock.  I spit on his hole a few times and inserted my middle finger into his ass in one smooth, slow push until the end rested against his prostate.  As I wiggled and probed his prostate with my finger, he was pushing back on my hand and groaning and literally 'chewing' on my foreskin and cock head.  Normally, I prefer a good hard prolonged suck of my head and I'm not usually into teeth on my cock.  Too sensitive.  But today, Rob was applying just the right amount of pressure to both my foreskin and my head with his teeth and I was literally getting jolts of electricity down the length of my cock and to my balls.  Incredible.

I rolled him over to the other side of the bed on his knees, ass up, facing the raunchy porn playing on the TV.  He hadn't seen me put a couple of toys under the blanket, so I put that off a little and decided to play with his hole with my fingers and tongue first. I started to spit and apply some lube to his hole, adding a second finger and slowly pumping in/out.  With every IN, I rubbed two fingers across his p-spot and I could feel his cock start to leak onto my leg.  That was a good sign.  I added some more lube, then added the third finger and felt his hole start to open up.  He is one of those pigs whose asshole just... blossoms and opens.  I could see his ass lips starting to stretch around my fingers when I pulled OUT to the edge of his hole.  Then the fourth finger was added and I started a groove of slow and deep stroking his hole and prostate.  I know from our years of playing together, this always makes his ass cum. Assgasm.   Today was no different. 

Within minutes, I could feel his ass muscles contract around my four fingers and a nice 'wetness' inside his gut.  He was moaning and talking dirty and telling me he was gonna cum and then immediately after that, that he was cumming. 

I kept the rhythm up and added my thumb into the hole.  I didn't penetrate him deep with my fist.  I just worked the outside of his ass lips with my fist.  Prodding.  Poking.  Stretching.  Listening to him moaning and asking for more.

At that point, I pushed his head down onto the bed and made sure his ass was still right in front of me as I reached back to pull out a cock pump.  Except it wasn't going on his cock.  I slathered some JLube around his hole and then squirted some from the applicator right inside his hole.  He moaned when he realized what I was doing.  He knows from previous ass play sessions that when I lube his hole up with J-Lube.... he's going to be taking my fist. 

So he was a little surprised when he felt the ring of the cock pump being pushed up against his ass lips.  He asked what was going on and I told him to put his head back down and relax.

Then I started to tease his hole with the pump.  Just a few pumps and hear him moan.  Then stop.  Turn it gently.  Let the air back inside and watch his hole retract back to normal.  Except over the next 5 minutes, I watched that hole start opening up getting nice and round.  And the lips were a nice colour.  Mix of purple and red.  Just nice and puffy.  He was moaning like a whore at this point and I was making him count the total number of 'pumps' I would do on his hole before I let the air back in.  I started to tell him what a good job he was doing and slowly worked him into a bit of a lather, while watching those ass lips just looking puffy and eatable.  I wanted to eat that hole.  But I wanted to see how far he would go on the pumps before he finally gave in.  As I slowly and with erratic gaps of seconds between the pumping, I slapped his hairy ass.  Watched his cheeks go red on each side and listened to him count off the squeezes of the pump.  To his credit, he got to 14 before he couldn't take any more.

I tossed the pump aside and pulled his ass back on to my mouth.  I licked all around that perfect, puffy, round hole.  I slipped my tongue into the center and could feel the lips give away and openly welcome my wet tongue.  He was pushing his ass down against my face.  His hole was warm and juicy and inviting.  I made him cum and have an assgasm with my tongue and 2 fingers on either side of his asshole - pulling them apart and licking the inside of his ass.  Stuffing my tongue as far as it could go, then added a couple of fingers pumping in and out of his hole, as I licked and suckled his ass.  It put him over the edge.  But I wasn't done.

I added some more J-Lube and slathered his now juicy hole with more liquid and told him to get his head down again.  He said he couldn't take any more and I said "Yes you can.  And you want to do this.   You called me and said you needed your ass taken care of and I am doing exactly that.  Now, take a couple of huffs of those poppers beside your right arm and settle down".

He mumbled "Yes Daddy" and I heard the long pulls on the brown bottle.  When he put it back where it had been, I heard him moan a little and he started gently rocking his ass back and forth.

I decided to get to the point and had a big 12" thick dildo beside me.   I fingered him with my left hand and had 4 fingers inside him within a minute.  He was squeezing my fingers with his ass and milking them.  I lubed the dildo and put it up against his hole. 

"Not yet.  I want your cock first" he said.  He has taken the big dildo before.  I tossed it aside.

I was already sitting against 3 pillows and so I told him to sit down on my dick.  He wiggled back a little and I aimed my cock at his juicy asshole and just slid it in all the way, in one smooth, easy push.  He groaned the minute my cock opened his lips and he kept groaning as he realized I was going balls deep in one long stroke.  I bottomed out and stopped.  I felt him push back JUST a little more and we both wiggled a little to get my cock as deep as we could. 

I fucked him for about 5 minutes.  Slow. Fast.  Doggy, slapping his ass.  Slid two fingers in beside my cock (real easy because he was so juiced up) and fucked him.  Then added a third.  Then pulled my cock out and sat back a little. 

He was almost whining.  And I was in a perfect angle to start sliding my lubed up fist into his now gaping hole.

He almost jolted a little when he realized I had gone from 3 and a cock to 4 and a thumb starting to pump him.

"Take another couple of hits and relax.  You've taken my fist before.  You WANT it today but you aren't asking for it.  So what do you want me to do dude. Big cock toy? Fist??"

"Fuck me with your fist Daddy".  He is only about 10 years younger than me and hairy and Italian and a versatile top.  Now he's begging "Daddy" for a fist.  My cock twitched.

I had him take some nice deep breaths and talked to him the whole time telling him how wonderful his lips looked all stretched around my hand.  And what a good job he was doing of relaxing his hole and trying not to panic and 'tighten up'.  Lots of chitter-chatter happening about how much I was looking forward to the feeling of having my entire hand INSIDE of him after I had already stuffed it with my tongue and cock.

He loves dirty talk and it truly relaxes him.  And I felt his hole give away.  He uttered a gutteral groan. And I stopped moving and waited for him to get over the initial pain and realize that I was inside him now and it was time to relax and enjoy.   I know enough about his ass to know that every 5 or 6 gentle pumps get the fist right to the edge of his hole and hold for a few seconds so he realizes he is still in control.

Within minutes, I was slowly pumping in and out of his hole.  I had gently worked my way through his second ring with some deep breathing and dirty talk.  I was talking to him and gently thrusting back and forth.  Pulling my fist out to the edge of his hole and watching his lips spread as I ALMOST pull out.  Just keeping it loose and open.   Then a nice slow push up into his guts.

"I'm cumming" was what he thinks he said.  He actually said "I'm cummm-hummmm-mmmin" and I felt his ass grip my hand and things got juicier.

"Please take your hand out.  I'm too sensitive right now" he asked.  So of course, I gently pulled my fist from his hole and watched as he laid down on the bed with a happy and dazed look on his face.

I wiped down in the bath and walked back into the bedroom to see him sitting on the edge of the bed stroking his rock hard, dark, thick, uncut cock.  I dropped to my knees to slather around the foreskin.  I think he let me have 10 seconds on his cock and he said "Enough.  Get on the corner of the bed right now.  My balls are on fire.  I need to fuck you".

Tables were turned in 10 seconds!!!  And BOOM, I was ass up on the corner of bed with an angle that would allow us to watch the guy on the TV getting fucked on the corner of a bed.  Life imitating art and all that shit.  I leaned over and took ONE hit off the poppers and he shoved his cock inside of me.  Hard.  No love and kisses here.  He pulled to the edge and shoved all the way into my guts in one long push.  Karma I guess.  And he started telling me that he was horny before he got to my house, but now he was crazy horny and he was going to dump a massive multi-day load of pre-cum and cum deep in my guts.  And he knew I would leak for hours.  And he wanted me to squeeze his cock with my ass muscles.

So I start milking his cock gently at first.  He groans and picks up a little speed.  Then he slows down as I squeeze his cock head with my ass muscles.  He pulls his cock all the way out slowly as I squeeze and milk the entire length.  The he pushes in deeper and gets onto the right angle.  I take a couple of hits and he must have internally just counted 1-2-3, because he started fucking me just as a wave of pleasure rolled through me and opened up my hole more for his big cock.  He hammered my hole.  He slapped my ass cheeks until they were burning.  Definitely a karma fuck and I was enjoying it.

He started panting and shortening the thrusts a little.  I knew what was cumming (literally) and he quietly said "Oh ya baby... here is some pre-cum to lube you up".  I could feel the warm liquid start sloshing around my stretched hole.  He didn't stop fucking.  In fact, he started making deeper and harder thrusts and within a minute, he was grunting and said "Oh fuck ya buddy.  Here comes a massive load of cum for you.".  I could feel the viscosity of his cum change the friction of his cock and my hole.  I could feel the liquid as he churned it around inside of me.  He slowed down and pulled to the edge, but not far enough for any cum to leak out.  He pushed it all back inside.  Deep.  Slow and steady.  All the while telling me what a great time he had just had and I was right... he DID want the fist (over and above my tongue, cock and the toys). 

He suddenly pulls out of my ass and pulls my head down to clean his cock.

"Be gentle.  It is sensitive as fuck, but I love watching you lick my cum and your ass juices from my foreskin".

And so, I did.  I cleaned him completely.  Nice and slow.

Suddenly I felt something at my ass and I turned to see that he had taken a medium sized butt plug from my 'toy drawer' and was just dry pushing it inside of me.  The burn lasted a few seconds and the plug plopped into me and I squeezed it a few times as he pumped it a little and twisted it a little to help me get it in comfy.

"Leave that in there for a few hours buddy.... then pull it out later and think of me" he chuckled.

Little did he know.  As soon as I saw the butt plug my cock started getting hard at the thought of keeping his load inside of me until later that afternoon when Darrell and Ray would be over for a 3sum.

This was already a good day.  It wasn't even noon.

(Coming soon... Happy Hump Day - The Afternoon)