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Chapter 1 – We Meet Again

Jason is a long-time buddy of mine. When he lived near me, we’d get together a few times a month to party and play. About a year ago, he sold his startup company and moved to a place outside of Phoenix. He invited me to visit, promising there would be some fun times while I was there.

I was excited to get away from winter and to see Jason again. We’d spent lots of time together over the years, but that had always been focused on a day or two for play. This would be the first time we spent a more extended time together, and I’d be staying at his house, too. We got along well, and I had high hopes for the trip.

Jason picked me up at the airport, and we drove out into the mountains. He told me that his house was on a lake, and the area around it was secluded. He wasn’t kidding. When we got there, he had a beautiful house surrounded on three sides by trees. The back side was all about the lake. You couldn’t see any houses, and Jason told me that he often swam nude in the lake.

He showed me to my room and suggested that I prep for some fun times with him. I got ready in the private bath, put on a jockstrap, then got dressed in shorts and a T-shirt. He told me to meet him in the lower level, so I headed there.

Jason was waiting for me and working on his phone. He was naked except for a black leather harness and cock ring. When he saw me, he said, “There’s no need for clothing here,” so I stripped off the shorts and shirt and walked over to him. My cock was straining against the pouch of the jock strap. Jason’s dick was hard and shiny with precum. I knelt in front of him and sucked his cock into my mouth.

Jason is in his 40s now. At a little over 6’ tall, he’s about the same height as me. We’re both in OK shape, but it looked like he had been hitting the gym more since he moved and tightened up his body since I saw him last. He’s got an incredible hairy chest that tapers down to a treasure trail leading to his cock. His trimmed pubes help his 7” cock stand out. With the cock ring on, his cock was nice and plump. I also knew that he had a hairy ass and a hole that liked to be used. I’m a little heavier than him and not as defined. There’s some hair on my chest and ass, but not as much as Jason has. My cock is 7.5” long.

So, I’m on my knees, giving Jason a blow job. His cock is pumping out some precum, which I am eager to swallow. He let me suck him for a while, then he reached down and pulled me into a standing position so that he could suck my dick. That’s when I noticed that we were in a well-equipped playroom. A sling was set up with a stool at the base and a table on one side with poppers and water. A cart with lube and toys was near the stool. It looked like a fun space.

After he sucked me for a while, Jason suggested that we get things started. He reached for a pipe and torch and began melting the crystals. He took a hit when the smoke was swirling and passed the tools on to me. I, too, took a big hit off the pipe. Damn, this was some good stuff! We’d be flying soon. We shared the pipe and got ready for action.

Jason suggested that I get in the sling first. He lubed up both of his hands and started working on my hole. He was using fingers from both hands to poke and prod at my hole, teasing it to open up for him. It didn’t take long for him to have four fingers from each hand inside me, using them to stretch my hole, prepping it for his fist.

He added more lube to his hands and squirted a healthy amount in my ass with a lube shooter. Then, he slowly inserted his hand, twisting it as he entered my ass. He paused at the widest part and used some twisting motions to let me experience the fullness of his hands inside me. He knows how much I enjoy being stretched like this.

Next, he slid more of his hand in, getting in to about mid-forearm. Once he was settled in there, he gave me a minute to adjust. That first insertion is always fantastic, and he knew that there would be many more insertions to follow, so there was no need to rush.

After a moment, Jason started some small movements inside me. He was flexing his hand and twisting it around, letting his knuckles graze over my inner walls. Jason was also working his hand deeper into me. He paused once he hit my second hole. We both knew that we would breach that barrier, but there was plenty of time for that.

Jason then pulled his hand all the way out of my ass. He added more lube to it and slid back in. This time, he went all the way in on a single push. Jason worked my hole, pushing back and forth, all while twisting his hand around inside me. He was getting me well-opened, and I enjoyed the ride.

Next, he pulled out and looked over his selection of toys. He always liked Mr. Hankey’s toys, and it appeared that he added significantly to his collection. Some of my old favorites were there, but there were plenty of new items. He chose a new one that looked like a super-sized version of a real cock and started to lube it up. This toy was thick from the start, and his insertion made me gasp in pleasure. He looked up at me and smiled then as he slowly drilled the dildo further into my ass. He occasionally paused to let me adjust to it, but he kept a steady pressure on it. Twisting and moving it forward got most of the toy inside me until he hit my inner sphincter. With the thickness of this toy, it was unlikely to go through my second hole yet, but it felt amazing having it there.

Jason gently extracted the toy from my ass, pulling it all the way out and then shoving it back in. He repeated this action, pulling it all the way out before sliding it in again several times. Each time, the initial penetration of the head was easier, and my ass adjusted to accommodate the thickness, allowing the toy to slide in deep.

He was shaking and twisting the toy as he fucked me with it. He was really getting into working over my ass with this, so I decided to take a hit of poppers and let him go wild on my ass. I took one small hit in my left nostril, blew it out, and then took a deep hit on my right side, which I held. When Jason knew that the rush was on me, he pulled the toy out and quickly shoved it back inside me. Now, he was moving the toy with great speed, letting my ass feel every penetration and each wrinkle and vein on the dildo as it slid through my chamber.

Then, Jason dropped the toy on the ground and, as the poppers were wearing off, shoved his hand inside me again. This time, he was able to get deep inside me quickly and was poking at my second hole. He teased it just a bit and then slid his fingers through. Feeling him inside my colon was a huge turn on and I moaned in pleasure and appreciation.

Jason suggested more poppers and held his hand still while I snorted the fumes. Then, he began his assault on my deepest areas, pushing through my second hole, moving his fingers ever deeper inside me. I was bucking around on the sling, reacting to the intensity of the workout he delivered. My cock had been leaking a steady stream of precum, but now a huge gush erupted from it, coating my hairy stomach. Jason was oblivious to this since he was so focused on my ass, so I reached down and scooped some of the fluids into my mouth. The sweet and salty taste turned me on and excited me for what was to come.

Jason slowly slid his hand out of my ass. He took his time removing it, letting me feel the bumps and texture of his hairy paw as it was extracted from my ass. When he was all the way out, he again used both hands to spread my hole open. After the session we just had, it opened readily for him. He dipped in with his tongue and gave my hole a few licks. I shivered in delight as his tongue licked and probed my inner flesh. Then, he helped me out of the sling, and we swapped places so that he was now in the sling, legs spread and ass temptingly exposed to my yearning gaze.

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Chapter 2 – Jason’s Turn

In Chapter 1, I tell about visiting my buddy, Jason. He recently bought a house on a big piece of property and fronts onto a lake. We’re in his ground-level playroom, and he just worked my ass over in the sling. He’s in there now, ready for my hand (and whatever else I choose to insert into him).

Jason’s ass looked so appealing in the sling. His ass is covered in a fine dusting of hair that gets much denser and darker as it approaches his hole. A hairy ass is a favorite of mine since I like seeing the hairs get all matted down with spit, lube, cum, or whatever other fluids might be involved. I also enjoy seeing the hairs trail along a toy or arm penetrating that hole. Given this, I dove in with my tongue, preparing to give him a great rim job.

Jason’s hole is always responsive to my tongue. He would push out sometimes, letting his ass lips open up. Other times, he’d grab onto my tongue as it was penetrating his hole. I was working all around and inside his hole with my mouth, rubbing my face against all the soft hair on his ass. I loved the way he tastes; it’s a somewhat sweet and almost nutty flavor. I was happy to grind my face into his ass for hours, but I also knew that Jason wanted more than my tongue in his ass.

I leaned back and started to lube up my hands. Jason was watching me, and he kept pulsing his hole at me, letting me know how excited he was that we were able to do this again. We’ve played enough with each other to know what works to excite the other, but we may have picked up some new techniques since the last time we got together. I planned to show him some new moves tonight.

I first used the fingers from my right hand to open him up. Starting with two but quickly moving up to all four fingers, I poked and prodded his hole, coaxing it open. Between the spit from my rimming and the lube, his hole looked enticing. All the hair was matted down, and it clung to my fingers as I went in and out of his hole. I soon added fingers from my left hand to the mix and used both hands to stretch his opening. Then, I put all four fingers from my left hand in his ass and made a funnel out of them, allowing me to dump a good amount of lube into his ass.

Once the lube was inside him, I slipped in with my left hand, going in just up the wrist. This is where Jason likes me to pause and allow him to adjust, so I rested here for a moment. I did a like left to right movement with my arm, letting him feel me moving around inside him. As I did this, I slowly slid more of my arm inside him, getting deep inside him. I was at his second hole and stopped there for a while. My fingers were rubbing against the bend that would let me into his colon, willing it to allow me passage.

Jason relaxed his ass a bit, and my fingers slid through his second hole. He gasped in delight as he felt me enter his colon and quickly picked up the poppers. I waited while he huffed the potent fumes and let them take effect. Once I knew they had hit, I began stroking the walls of his colon and moving my hand back and forth, going through his hole again and again. He was moaning in pleasure and squirming on the sling. His obvious enjoyment made me happy as I took pleasure in his gratification.

Then, I moved back out, past his second hole. I made a fist with my hand inside him and began to rapidly twist it back and forth. This lets my knuckles hit lots of different spots inside his ass. Jason always likes this move, which helps open him up even more. After a bit of this play, I withdrew my hand from his ass and applied some more lube to my hand and around and inside his hole.

I was going in with a fist this time. My well-lubed hand was positioned at his hole, and I pressed forward. The weight of his body in the sling allowed his hole to gradually wrap itself around my fist, letting it slide inside him. He looked down at me and smiled, knowing he had just swallowed my fist. I twisted it around inside his hole, rubbing against his prostate as I did so. I knew that this would make Jason produce a nice load of precum, and when it came out of his cock, I stood up and licked it off, taking his cock into my mouth.

I kept his cock in my mouth, tenderly sucking on it to get the last of the precum. My fist was still in his ass, and I was moving it around inside him, twisting it around but also slipping it deeper into his ass. As I moved down, he would get different stimulations with each progressive move. Of course, all of this stimulation affected Jason, and he was now producing a steady stream of precum.

After a bit, I sat down on the stool again and slowly worked my fist out of his ass. From the initial penetration until the removal, my hand had been in a fist. Jason seemed to like this, so I reentered with my larger hand, also in a fist. This was a greater stretch, but Jason took it like a champ. I began to alternate between my hands—first the left, then the right, and so on.

Jason had a toy that was long and tapered to a point. It looked like the ideal candidate to drill through his second hole. It wasn’t too thick, but it would still give him some great sensations with all the bumps and veining. I stopped the work with my fists, picked up the toy, and applied lube all over it.

The toy was pretty floppy, so I had to use both hands to insert it into Jason’s ass and work it in. It took some time, but we got the toy in all the way to the base. Sometimes we had to back it out a bit and try an area again, but Jason was always able to accommodate. This dildo must be deep in his colon since it was so long.

I worked the toy back and forth in his ass, letting him feel the width near his hole and the poking and prodding of the tip in his colon. Jason did another hit of poppers, and then he told me to really go at it with this dildo. I worked it back and forth and gave it twists along the way. He was writhing in the sling, obviously enjoying the ride.

By now, it was pretty late, and my jet lag was kicking in. I extracted the full length of the dildo from Jason’s ass and placed it on the floor. He got out of the sling, we hugged for a while, and then we cleaned up the play space.

Jason told me that he had a special surprise for tomorrow. He’d need my help, and we’d start a bit before sunset. I was intrigued, but he wouldn’t tell me more.

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Chapter 3 – What a View!

Chapters 1 and 2 describe a visit I made to my friend’s house in Arizona. Jason and I blew some clouds the night I got there and fisted each other. We also used a few of his toys on our asses. He teased me that he had plans for tonight and now the sun is starting to sink in the sky.

 

Jason told me that we needed to dismantle his sling. He said that wouldn’t be taking it far, so we set about unhooking the straps and taking the frame apart. Jason had all the frame components in a bag, so he took that; he asked me to carry the sling, the straps, and the springs that it hangs from. I did and followed him up the stairs.

We went out a side door, and I saw an outdoor stairway. Jason started up the steps, and, once again, I followed. We ended up at a rooftop terrace above his garage. He told me we were setting up the sling here tonight and could play with the stars.

The sling assembly went quickly, and we had it ready with some pads underneath it to absorb all the fluids. Jason had lit several lanterns around the space, giving it a nice glow. The light would let us see each other without being too bright.

We had stripped while we were putting the sling up, so we were both now wearing only jockstraps. Mine was a tiny, red Cellblock 13 strap that I had picked up right before leaving for the tip, while Jason was wearing a classic white Bike strap.

Jason led us over to one of the seating areas on the roof deck, and we sat down. He had prepared the space earlier, and there was a pipe there that was already packed. He picked up the pipe and torch, melted the product, and waited for the white swirling smoke before taking a huge hit and passing it to me. I did the same and inhaled a huge cloud. We passed the pipe back and forth until we were well spun.

Next, Jason led me over to the sling and got me settled in it. He opened a large plastic crate nearby, and I saw it contained a selection of dildos and lube. He grabbed some Slamdunk and a bottle that probably had XLube in it. He sat down on the chair at the base of the sling and started to lube up my ass. He told me that tonight was going to be special. We’d be playing outdoors, with the stars shining brightly overhead. The moon was waning, so it would be partially visible. Plus, we were expecting some other arrivals. Jason had told them about his friend from New York, and they wanted to meet me. Well, it was likely to be more than a simple meeting!

It didn’t take Jason long to open my hole and get his hand inside me. Once he was in pretty deep, I grabbed the poppers to feel the rush when he moved around inside me. Two deep huffs, hold it, and I was flying. That’s when Jason decided to drive his fingers through my second hole, breaching the barrier to my colon. He knows how much I like this, so he gave me a great opportunity to make the most of this feeling. I wriggled in the sling while he prodded around inside me, making me shudder in delight. My cock leaked out a copious amount of precum which pooled in the hair on my stomach. I could feel it start to run down my balls and work its way to my hole.

Jason definitely knew what he was doing, and we played together enough that he knew what I liked. His arm felt amazing deep inside me, and then he started to deliver some long strokes. He had me brace my feet on the sling stand as he drove his arm in and out of my ass. The sensory overload I felt during this was amazing. I could feel his hairy arm sliding in and out of my hole. I could feel his knuckles rub against the walls of my ass. I could feel his fingers probing around, hitting all the spots on the way in and out. It was seriously amazing and a bit overwhelming.

While we were doing this, another guy arrived. Once we had recovered somewhat, Jason introduced us. His name was Steve. He had already taken the time to strip down to a leather jock strap and harness. He looked to be in his 30s, was shorter than me, and had a fit body covered in dark fur. Jason knows my type!

Steve had some catching up to do, so he blew clouds solo for a bit, then took a hit and walked over to me. We shot-gunned the hit back and forth a few times, then just started making out. I reached out to feel his body and was welcomed by what seemed to be a good-sized cock and a hairy ass. Damn, this was one fine man!

Steve asked if he could fuck me. Of course, I said yes to that. He removed his jock strap, revealing a thick, uncut cock that was growing harder and longer as I looked at it. He strutted to the base of the sling and grabbed some lube to oil up his cock. Then, he placed the head at my hole and slowly entered. His cock felt great as it entered me. It was thick enough to stretch me and had a wide mushroom head.

Once he was buried balls deep in me, Steve started to work his dick back and forth. He got to a point where he would pull all the way out on each backstroke and then sink all the way in again. The sling was swinging my body back and forth, allowing him to control the speed and depth of the fuck. He plowed me like this for a while and then sunk his cock all the way inside me and held it there. “Take a hit of poppers,” he told me. He waited until I hit the brown bottle and knew the fumes had taken effect. Then, he started to push even deeper into my ass. To my surprise, he was able to get even more of his cock into my ass. The head of his dick was up against my second hole, making me even hornier for his fist.

Steve knew what he was doing. He slowly slid his cock out of my ass and replaced it with his hand. He drove it deep inside me, twisting along the way to stimulate the walls of my ass. Once he was in to my second hole, he paused there, slowly massaging inside me. He would flex his hand between fisted and unfisted and let his fingers tease my inner sphincter.

Once he had worked my inner hole open, he slid his fingers through it. His fingers probed inside my colon, and I was enjoying all his efforts. My moaning and moving around on the sling was exciting to us both, and he grinned at me in delight. I picked up the poppers and took a few deep huffs. The fumes hit my brain, and Steve worked his fingers even deeper into my colon. He was stroking the walls and had his knuckles at the gate to my inner chamber, providing me with an amazing group of sensations. He worked my ass well as I came down from the poppers high.

Then, Steve decided to pull his hand all the way out of me. Working slowly, he extracted his hand from my ass, added more lube to it, and then placed his fist at my hole. He pushed forward slowly, giving me time to adjust to the thicker and wider fist entering me. I pushed out and opened my ass, allowing his fist to glide inside. With his fist, he turned left and right, letting his hand expand my hole. Then, he slid it deeper inside me, still in the fisted position. He slowly worked his first back out and put his other, larger fist at my entrance. Since it had been well stretched, the right fist went in quickly, but my ass could definitely tell the size difference!

Steve was unhurriedly working one fist in, twisting it around, extracting it, then putting in the other. I was feeling awesome and decided to hit the poppers again. I picked up the bottle, but Jason took them from me and put them back on the table. Instead, he picked up the pipe and torched the product inside. Once the clouds had developed, he put the pipe at my mouth. I took in a huge cloud and held it while he puffed on the pipe. He gave me three more hits like this. After the last one, I threw my head back in ecstasy. The T was coursing through me, a hot stud was fisting my ass, and I was laying back in a sling on a rooftop in Arizona.

That was when I noticed the stars. Jason’s house was away from a lot of lights, so it was surrounded by a velvety darkness. That let the stars really shine. The moon wasn’t too bright, which was great since it made the stars stand out even more. I laid back and gazed at the sky while Steve continued to leisurely fist my ass. It was amazing!

Steve saw me gazing at the sky, and he looked up. He also caught Jason’s eye, so Jason came over and fed Steve some more clouds. We were three spun pigs, happily blissed out on a sex high.

Jason tired out of the fisting and sunk his larger hand in my ass. He worked it around a bit, moving it in and out and left and right, but I could tell he was tiring out. I suggested a break, so he pulled out, and they helped me out of the sling. We moved over to the lounging area on the roof deck and collapsed on the furniture. Steve sat next to me, and we started making out and feeling each other up. His cock was covered in precum, so I cleaned that off for him and then moved down to lick his hairy hole.

He spread his legs and lifted them closer to his chest to give me better access. I love eating ass, and it’s even hotter when that ass is hairy. Steve did not disappoint. There I was, licking, sucking, basically making out with his hole when I smelled the unmistakable scent of poppers nearby. Jason had uncapped a bottle and held it under my nose. I took a deep inhale in each nostril, and then Jason moved the bottle under Steve’s nose. When the poppers hit both of us, we went crazy. I was driving my tongue deep inside Steve, and he was pushing his ass against my eager mouth. He reached back and spread his ass as wide as possible, and I licked and probed his hole. He had that great musk that comes from a good workout on my ass, and I was in heaven. From the moaning, it seemed that Steve was as well.

But then, Steve tapped me on the shoulder. I looked up, and he told me that he had to leave. I sat back up, we talked a bit more, and then he got up to get dressed. Watching him walk away, knowing how deep I had been in his ass, was sexy and exciting. Jason looked at me and said, “It’s not over.” I simply smiled back at him and spread my legs for his seeking fingers.

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Chapter 4 – Gary comes to play

Chapters 1 through 3 tell about my visit with Jason. He and I played a lot when he lived in New York, but he had recently moved to Arizona. His place was secluded and on a beautiful lake. The first night, he and I partied and played in each other’s holes. Tonight, we’re on his roof deck. Steve had come over, and he fucked and fisted me, but he had to leave. Jason is now fingering my ass on the couch.

Jason suggested that we move back to the sling. I was happy to oblige. It didn’t take long before his hand was inside me, massaging my inner walls and making me moan in pleasure. Jason was playing more with width than depth this time, and he kept pulling his hand back to open my hole as wide as it could go.

I was blissed out, spun and getting fisted in the sling while gazing at the stars when I heard Jason greet a new arrival. I looked up, and an absolute beast of naked man was standing near Jason, watching him fist me. He had to be at least 6’4”, well-built, and covered in dark fur. He had a nice thick cock and hefty balls, all surrounded by a forest of hair. Damn, Jason definitely knew my type. He looked at me and said, “Hey, I’m Gary.” I started to reply when he said, “Tonight, you’ll be called hole.” My ass quivered in anticipation.

Gary needed to catch up with us on the partying front, so he grabbed the pipe and torch and started blowing clouds. After a while, he shotgunned a few with Jason and then moved up to me. We shotgunned a bit, then he shoved his cock in my mouth. While I was swallowing his cock, he blew a huge cloud over me and his cock. That is always so sexy and exhilarating to me. Meanwhile, Jason was still fisting my hole.

Gary held up one of his hands and said, “Can you take it?” His hand was huge and covered in dark hair. I could only nod in agreement, waiting to feel that paw inside me. He smiled, grabbed the lube, and started to grease it up.

Jason got off the stool, and Gary sat down, seeing my hole up close for the first time. “This hole is well-gaped,” he commented to Jason. Jason told him that I had been opened up so that he could fist me deep. I groaned in expectation of feeling that huge hand inside me. My ass pulsed with anticipation, making Gary chuckle.

He began with a little fingering. It didn’t take long until his knuckles were grazing my hole. He was twisting around, using his fingers to expand my ass for his hand. He looked up at me and said, “Poppers.” I picked up the bottle and took a short hit in one nostril, let it out, then took a deep hit in the other nostril and held that one in. Gary slid his hand the rest of the way into my ass, eliciting a deep moan from me. Damn, he had big hands! But it felt great, and I nodded when he glanced up to check on me.

Gary kept a steady forward pressure, allowing my hole to wrap itself around his wrist and letting him sink deeper and deeper into me. I reached back and felt around my hole, reveling in the feeling of being opened and knowing that such a sexy, hairy man was working me over. Once Gary was at my second hole, he paused and allowed me to experience that amazing sense of fullness and fulfillment that comes from being fisted. He gazed deeply into my eyes, and we smiled at each other, communicating silently about our willingness to go further.

Gary began a slow withdrawal. He moved at a leisurely pace, using his fingers to tease my ass as his hand worked towards to the exit. He held his knuckles right at the point that gave me the maximum stretch and slowly turned his hand left and right. It felt amazing!

Then, he pulled all the way out, applied more lube to his hand and arm, and entered my ass again. This time, he went in to the full depth he had achieved earlier in a single stroke. My ass reacted by pulsing on his arm, feeling it move deeper into my guts. “Push out,” he said. I did, and more of his arm slid inside. He was now past my second hole, and with each new push that I made, he was able to get more and more of his arm inside me.

Gary paused where he was, letting us both revel in the depth and sensations we had achieved. He looked over at the poppers, and I uncapped the bottle and offered them to him. “No. You.” he growled. I happily took a deep hit and held it in. Once he knew that the fumes were controlling my brain and my ass, he began his movements. Back and forth, twisting left and right, expanding his fingers to probe me deeply, he played my ass like a virtuoso. The sensations I was experiencing were astounding, and I was seeing stars above and beyond the ones in the sky. Meanwhile, sexy Gary was watching me enjoy the ride and smiling in pleasure.

Once again, he slowly extracted his hand from my ass. “Fuck, look at the gape on this hole,” he commented when he pulled out. He licked my rosebud and probed around a bit with his tongue, getting more moans of pleasure out of me.

I looked down then and saw Jason was sucking Gary’s dick and playing around his hole. This interested me since I would love to get my tongue, or maybe even my fist, in Gary’s ass.

It turns out that Gary was lubing up his other hand. This was his dominant hand and was bigger than the other. He put it up against my hole, grabbed the chains on the sling, and pulled me onto his hand. As my hole opened for this new invasion, I groaned in pleasure and soon swallowed his hand. He liked to take things slow, and he leisurely worked his right hand deeper and deeper inside me. Even though the size difference is small, there was a noticeable difference in the feeling of fullness from this larger hand.

Gary got his right paw deep inside me. It felt great as he turned his hand around and flexed his fingers in my ass. He was also doing some smaller in and out motions to keep things really interesting. This was a guy who knew how to work a hole.

After a while, Gary asked if I’d be interested in playing with his hole. Fuck, yeah, I would! The thought of working over that hairy ass excited me greatly. Given that, he helped me out of the sling, and he got in it. Seeing this hairy stud with his legs spread wide in the sling got my T dick to plump up a bit. Seeing that his dick was covered in precum, I slowly sucked his cock into my mouth to clean him off before settling down to work on his ass.

Gary told me that he was up for lots of ass work but had never taken a fist. I asked if he wanted to do that, and he shrugged and said, “If it happens, I’m OK with it.” This gave me an idea. I know how much more of an ass pig I become when I’ve done a booty bump, so I asked him if I could bump him. “Sure”, he said. After some work to open his tight and hairy hole, I selected a nice shard and worked it into his ass with my finger. “Damn, it’s burning,” he exclaimed. I told him that the burn would subside soon, but I’d just play around the outside of his hole until the shard had fully melted.

I rimmed his ass and lightly fingered his hole, all while waiting for the shard to dissolve, making his ass unbelievably greedy. Meanwhile, Jason had brought the pipe and torch over, so we all took a few more hits. I could see Gary was feeling the bump, too, so I started to explore his hairy hole a bit more.

Slowly, I worked his hole over with my fingers. I started with just one finger, probing and swirling around inside his hairy hole. Just seeing the hairs clinging to my finger as I moved it around inside him was exciting to me, but I was planning to give him more than one finger.

I pulled my finger out and lubed up my hand. This time, I entered his ass with two fingers and used them in the same manner as the solo digit, but I could also spread them out a little bit more. Also, I could go just a little deeper with two fingers. It didn’t take long until I added a third finger. Gary was blissed out, and now he and Jason were shotgunning some clouds. When my ass has been bumped, it opens even more quickly than usual, and I hoped the same would hold true for Gary. I slid my fourth finger in the next time I pushed into him, and he took it like a champ.

Jason looked down at me, and I held up four fingers from my other hand so that he’d know what was in Gary’s hole. Jason nodded and I continued my massaging and spreading of this stud hole.

Jason grabbed the poppers and handed them to Gary. Gary took a few deep hits and I waited the few seconds until he would be flying from them. When they hit, his ass gaped some more, and I started to work my four fingers in and out of his hot hole. Damn, the look was amazing, and Gary was clearly enjoying himself.

As he was coming down from the poppers, I slid my thumb in alongside my fingers. I had been using it to circle the outside of his hole while I worked it with my fingers, but I felt that he was ready to take more. Now, I could really stretch out his hole and get him ready to take my hand.

Gary reached down to his ass and felt around. He asked me how many fingers I had in him, and I told him, “All of them.” “Fuck, yeah. Now add your thumb,” he snarled. When I told him that my thumb was in there, too, his eyes grew wide. “Fist me,” he said, so I poured more lube over my hand and slid in a little deeper.

Gary was bucking around on my hand, and the whole thing slid in on one his downward thrusts. He rode my hand for a bit, and then it seemed to dawn on him that my hand was inside him. He asked me how it felt, and I said, “Hot and sweet.” He grinned and stopped his motions so that he could focus his attention on his ass and the new sensations he was experiencing. A first fist is always special, and the look on Gary’s face told me how much he liked it.

I didn’t expect we would last too long, and Gary soon asked me to pull out. I took my time but let him know that I was always working my way out of his ass. His hole throbbed a few times around my hand, and his cock spewed out a healthy dump of precum when I hit his prostate. Once my hand was out of his ass, I was lucky to see the pulsations of his hairy hole. He looked down at me and said, “That was fucking awesome. I see why you guys like getting fisted now.” As we know, a good fisting bottom should also be a good fisting top, so Gary had now experienced both sides of the fist.

We let him relax in the sling, with me stroking and patting his hole and Gary trading some more clouds with him. Eventually, Gary looked at me and said, “Your turn.” We helped him out of the sling, and I moved to get in it, but Gary told me to stay standing.

He had me bend forward, facing the sling so that my upper body was supported by it. My legs had to spread out to stabilize me, and this gave him excellent access to my hole. Gary lubed up his hands, spread my ass cheeks, and slid his hairy paw right into my needy hole. Damn, it felt good, and, in this position, my face was buried in the leather of the sling. It had such a great smell to it that it made me even hornier, and I started backing up on his hand as he was pushing it deeper into me.

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Chapter 5 – Deep and Wet

Chapters 1 through 4 tell about my weekend with a buddy named Jason. The first night, he and I partied and played in each other’s holes. Now, we’re on his roofdeck where he set up the sling. We played with Steve, but he had to leave. He was replaced by Gary, who fucked and fisted me. I just fisted Gary, a guy who had joined us for the night, and now he has me with my upper body in the sling, ass facing him, and he has sunk his hairy hand in my hole.

 

Gary’s hand felt great in my ass. He would pull it back, almost to the point of removing it, before slowly sinking it back in. Each time he pushed in, my face was mashed into the leather of the sling. Thinking of all the times I’d be in that sling, plus all the other guys made the aromas of it even more enticing. Gary was certainly taking it slow at this point, and I was enjoying his efforts.

Jason came over with the pipe and lit it up. He torched the bowl and got some great clouds swirling before placing it at my lips. He told me to take a huge hit and hold it as long as I could. I did and felt my mind expand as the T took hold of my brain. When I blew it out, there was still a substantial cloud, but it was clear that I had absorbed a massive quantity of smoke.

This new rush got me moving my body more as Gary was fisting me. I was moving up and down and back and forth as he slowly and sensuously penetrated my ass. We were still going slow, and the feelings were amazing. He was in deep, past my second hole. Then, he would slowly pull back out, twisting and flexing as he extracted his hand from my needy ass. Once he got all the way out, he would re-enter me with his fist, taking extra time to give me a stretch on entry. It was fucking awesome.

“This pig is really enjoying himself. I’m gonna let him control this fuck,” said Gary. With that, he pulled his fist out of my ass and used the harness to pull me back into a standing position. “Over to the wall,” he growled. I walked over and put my hands on the railing, and bent forward with my ass pushed out. “Oh no, you’re riding my fist now,” Gary said.

He laid down on the decking and stuck his fist up into the air. Jason had come over and poured more lube on Gary’s hands. Then, I sunk my ass down onto his fist, taking it into my ass. In this position, I was really in control of the action. I could go fast or slow and take him as deep as I wanted. And I wanted him deep in me.

This was pretty fantastic. I could slide my ass down on a fist while gazing out over the darkened lake, which was reflecting the stars in the sky. Gary simply held his arm in position, and I was using it as a human dildo. Jason came over with the pipe again and shotgunned a few hits with Gary. Then he prepped the pipe and put it to my lips. Three hits later and I was flying high. Next, Gary shoved the poppers bottle under my nose.

I took one good snort off the brown bottle and held it in while I slowly sunk down onto Gary’s arm. Once the fumes hit my brain, I just kept sliding down. It took some time, but I managed to get all of his forearm inside me, with my ass resting on his upper arm. He flexed his bicep then, surprising my ass with the additional sensation.

I kept Gary inside me and twisted my ass around, moving in a circular motion to get his fist to feel all over my insides. I was in pig heaven! Then, I slowed the circular motions and started a slight up-and-down bounce. Gary’s arm was so deep inside me and felt so amazing that I never wanted this to end.

While I was still writhing around on Gary’s arm, Jason came over and stuck his cock in my mouth. I eagerly sucked it in, loving being filled at both ends. Jason’s T dick was soft but still tasted great. I kept up some motions on Gary’s arm while I sucked Jason’s cock. Then, Jason arched his back, and I sensed liquid flow across my tongue. Swallowing greedily, I stopped riding Gary, just allowing his arm to rest deep in my ass. Jason chempiss was bitter, but I knew that I would get me spinning even more than I already was, and I did not want to waste a drop. The flow stopped, with just occasional droplets hitting my tongue, but I kept working his dick with my tongue. Now, I could also work my ass on Gary’s arm again but mostly was flexing my ass muscles to feel the length of his hairy arm inside me.

Eventually, I had to get up again, so I slowly (and somewhat reluctantly) moved up, letting Gary’s arm leave my ass. When it was all the way out, a huge blob of lube came out, too. Of course, I had to release Jason’s cock too. I slowly stood up and turned around, leaning on the railing. “Fuck, that was awesome,” I said. Gary and Jason both nodded and laughed at my look of extreme pleasure.

We stood there for a while until Gary said, “I didn’t know you liked chempiss too. Want some in your ass?” I wasn’t going to turn that down!

So, we walked over to the sling and they got me situated in it with my feet in the stirrups. My hole was throbbing with pleasure, and they both took some time to appreciate the gape. Fingers and tongues were used around my hole, but I wanted Gary’s chempiss in me. He stood up and came up to the head of the sling so that I could suck his dick for a bit. Once it was hard enough, he pulled it out of my mouth and slid it into my ass. With all the lube and the previous play, it was an easy insertion. He wasn’t fully hard, but I didn’t expect a load of cum from him. He shoved it in as far as he could go, and then he started to concentrate on pissing. It took a while, but I felt the warmth of his chem loaded piss flooding in my ass. Meanwhile, Jason had lubed up a butt plug, ready to plug my ass so that the piss could fully marinate once Gary pulled out.

Gary stayed inside me, and I could see that he was still trying to give me more of his hot piss. He told Jason that he was pulling out, so Jason got in position with the butt plug. Once Gary’s cock had exited my ass, Jason slid the butt plug into place. It was both thick and long since he knew that my gape needed something big to act as a plug. Once it was settled, he sucked Gary’s cock into his mouth, cleaning up any remnants of piss.

They helped me out of the sling, keeping the plug in place, and led me over to the bed. Once I was settled, they each selected their own plugs and stuffed them up their holes before joining me on the bed. As the chempiss was working its wonders in my ass, they fired up the pipe again, blowing clouds and sharing them with each other. They each shotgunned a cloud with me, but I was going to be flying high from the piss that I had taken, so I didn’t smoke too much. We lay there, playing with the plugs in our asses and relaxing before the next session. Of course, we each drank some sports drink to rehydrate for what would come.

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Chapter 6 – Off to the Races

In Chapters 1 through 5, I tell about my weekend with Jason, a long-standing buddy who had moved to a lake house in Arizona. The first night was just the two of us, but tonight, we’re on his roofdeck, partying, fucking, fisting, and more. Steve came and went, but Gary is still here. We’re all spun, hanging out on the bed. We each have our asses plugged, and mine is filled with chempiss.

We took a long break, enjoying the sports drink that was rehydrating us, plus the additional T that we had smoked. Of course, three naked, horny, and spun guys are also going to do some other things, so there was some playing with the butt plugs, making out, sucking. You get the idea.

While I was starting to feel the chempiss kick in, Jason and Gary had gotten into some more intense ass play. Gary was now between Gary’s legs, fingering his now unplugged hole. Gary’s hairy ass was in the air, so I was fondling that and playing with his butt plug. Jason got up on all fours and turned around to give Gary better access to his ass. Gary was licking his hole and shoving his fingers in. I grabbed some lube and poured some on Gary’s hands, then I shoved the tip of the bottle into Jason’s ass and applied some inside him. Gary took that as a sign to start fisting, so he pushed his hand into Jason’s ass. Jason moaned in ecstasy as he felt Gary’s paw expanding his hole. Gary wasn’t going too deep yet, but they were both enjoying what they were doing. I was just sitting off to the side, watching the show.

Then Gary looked over at me and said, “Get on all fours next to him.” I did as instructed. Gary kept his hand inside Jason and removed the butt plug from my ass. He grabbed the bottle of lube, shoved it inside me, and squirted a good amount inside. Then he started to finger my ass. It didn’t take long until his whole hand was inside me. I had the larger of his hands inside me, while his other hand was inside Jason. Jason and I looked at each other and grinned widely, each knowing what the other was feeling.

Gary then started to work both of our holes simultaneously. He was using his body weight to rock forward and backward. On each forward thrust, his hand would go deeper into us; on the back thrust, he’d move towards our openings. He didn’t take his hand out of either of us, though.

Even though Jason and I had played together a lot and had played in groups of three or more, we’d never been the recipients of a chariot ride. We were each watching the other experience a great fisting, and it was really sexy. Jason picked up the poppers and handed them to me. Luckily, there was another bottle at hand for him. We timed out snorts so that we’d both be riding a poppers high at the same time. Once the bottles were capped and put down, Gary really went crazy on our holes.

He was going deeper and deeper with each forward thrust and staying longer at the deepest point. I felt my ass open some more, and more of his arm slid inside me. A little later, I could tell from Jason’s moaning that Gary had gotten deeper inside him as well. We fisted like this for a while, with Gary staying mostly deep inside us, twisting and flexing his hands to massage our insides. Looking over at Jason, I was so happy to be doing this with him. We have had some amazing times together; this was a new experience to add to the memory banks.

Eventually, Jason tapped out. Gary asked if I wanted to stop, and I said no, so he kept working my ass. He moved over some so that he had a more direct approach and had me scoot a little closer to the edge of the bed. This allowed him to kneel on the floor and work my hole from a new angle.

Gary was really working my ass over. He was now using both hands, sometimes alternating between them and other times, using the fingers from one hand to stroke and penetrate my hole when his other hand was inside me. I asked Jason to pour some more lube on Gary’s hands so that he could slide even more into me. Jason dumped a lot of lube into Gary’s cupped hands, and Gary slid some of it into my gaping hole. Then, he resumed his play in my ass.

I looked down and saw Jason’s feet sticking up from the floor behind Gary. He was playing with Gary’s hole, but I couldn’t tell what he was doing. Frankly, I was very focused on my ass and figured they could take care of themselves. I did notice that Gary was bouncing up and down a bit as he was fisting me.

My legs were getting tired, so I called for a break. Gary pulled his hand out of my ass, simultaneously sinking down on whatever Jason was using in his ass. “Daaaamn,” I heard from Jason. It seemed that Gary had taken something bigger than normal, and Jason was suitably impressed.

While I lay back on the bed, Gary stood slowly. He lay down next to me and put his legs into the air. Jason moved into place and started to fuck Gary with one of the Dog dildos that he has. These toys have a knot about halfway down the shaft and I was impressed to see that Gary was taking it in past the knot. This wasn’t the largest of Jason’s toys, but that knot is an intense ride. I looked over at Gary and smiled. Then, I held up the poppers and shook them, raising my eyebrows to see if he wanted some. He nodded, so I uncapped the bottle and helped Gary take a few deep huffs. After that, I got on the floor to watch the action.

Jason had the knot sitting right at Gary’s hole. Once he knew that the poppers had hit, Jason thrust the knot deep into Gary’s ass. Gary moaned in pleasure and started bucking around on the toy. It was so fucking hot to see his hairy hole with the huge dildo sliding in and out as he rode the wave of the poppers.

I had grabbed the lube, and Jason saw it in my hand, so he held out his right hand, and I coated it liberally with the slime. He then pulled out the Dog dildo and slid his right fist into Gary. Gary was probably expecting the toy again, but he took the fist like a champ.

From my viewpoint, I could see that Jason was in Gary’s ass up to mid-forearm. He was twisting his fist back and forth, making Jason squirm in ecstasy. He would pull back, stretching Gary’s hole but not coming all the way out before sinking back into that sweet hairy ass. At one point, Jason switched hands, going in now with his left hand. He gave Gary a serious ass workout. Gary’s legs were starting to sag, and he was sliding more toward the edge of the bed, so Jason slid his hand out. We helped Gary get his feet on the ground and told him to take a break.

“Fuck, I don’t want to stop, but my legs were giving out in that position,” Gary said. “That’s what the sling’s for,” I replied. He needed a moment to get his breathing back to somewhat normal, and then we all walked over to the sling and got him settled back with his legs and feet firmly supported in the stirrups.

God, his ass looked amazing! That round hairy ass had a nice hole, with the hair around it all matted down with lube. More lube was dripping out of it, and I started to work around it with my fingers. I could push some of the lube back in, but it was going to be a losing battle until we got something to plug his gape. I picked up the lube, greased up my left hand, and worked my way into his ass. He was so hot inside! This guy, who came over expecting to top all night long, was now feeling yet another fist inside him. Knowing that he was not used to being topped for a long time, I took it slow with him. Jason’s work had really opened him up, and I was able to get my arm deep into his ass. But I spent most of my time with about half of my forearm inside him. I would twist it around, flex out my fingers, and make some smaller in and out motions. His ass was gladly accepting my ministrations, and I was enjoying watching his hairy hole as it was wrapped around my arm.

“Fuck me with your fist,” Gary growled at me. He had the poppers in his hand, so I waited until he had sniffed them and recapped the bottle. Then, I started with some small in-and-out motions. I moved to longer strokes as he adjusted to the sensations, and he loved them. By the end, I was pulling my hand back to the opening of his hole before sliding it back in to the midpoint of my forearm. For a guy who didn’t get fisted much, Gary was doing a great job.

As we wound down, I started some work on his hole. I pulled my hand all the way out, added more lube, and reentered his ass. This time, I didn’t go as deep since I wanted to give his hole a good stretch.

Gary’s ass easily accepted my hand by now. I twisted my hand around, letting him feel my knuckles grazing over the muscles of his ass. His prostate was readily accessible now, so I would also stroke that. The first time I started to rub it, he gasped in pleasure, and his cock pumped out some precum. Jason was there to lick it up. Jason then took Gary’s cock in his mouth and sucked him while I was expanding his hole.

Now, I pulled out of his ass and made a fist for my entrance. It took a little more work to get my fist in. But with a combination of steady, light pressure from me and Gary’s body weight pushing forward in the sling, his ass swallowed my fist. His eyes opened wide as he felt the fist enter. Once inside him, I rotated my fist around and flexed my fingers out and then back into a fist. He loved this activity, too, and asked for a redo after he hit some poppers.

I pulled out and added more lube to my hand. I kept stroking the exterior of his hole while he was huffing on the brown bottle. Once he gave me the OK to go ahead, I placed my lubed fist at his hole. He pushed his ass forward so that he controlled the entry this time. Once my fist was inside him, he paused to feel the stretch and then started to pull my fist deeper into his ass. I pushed lightly to assist him in going for greater depth. He got my fisted hand deep into his ass, and he was clearly enjoying the feeling of fullness and depth. “Fuck,” he said, “your hand is so deep inside me. It feels amazing!” He was turning out to be a pro at bottoming, and we were both appreciating the activity.

Jason wanted a turn, so I pulled out and stood up, letting Jason take the stool. He had lubed up his hands before sitting down and was able to easily enter Gary’s ass. First, he went in with his fingers bunched up so that he could map the terrain inside Gary. But then, he, too, pulled out, made a fist, and slipped that inside Gary.

Gary was definitely enjoying all this work on his ass. His hairy ass and hole looked awesome spread out with the hair matted down with lube. It looked really hot when Jason would pull back, and the hairs around Gary’s hole would slip through all the lube on his arm.

My hole was hungry now, so I grabbed one of the plugs and shoved it in my ass. Then, I took Gary’s cock in my mouth. He let me suck him for a while before he pushed me off, saying that the sensations were too intense for him right now. Luckily, Jason slid his ass back on the stool, so I started playing with his hole. In this position, all I could do was slide a few fingers in him. After a while, Jason stood up from the stool and told me that he wanted me to fist him.

I lubed up my arm and laid down on the floor with my hand pointed up at Jason’s ass. He slid down onto my arm while keeping his hand in Gary’s ass. He used the chains on the sling to stabilize himself with the other arm, but this looked like a position that would not last long. He bounced up and down a few times on my arm, but it was too precarious for us to do this for much longer.

Jason suggested that we all move to the bed and do a fisting chain. We got into position, and Jason shoved his hand back into Gary’s ass. Gary pushed his hand into my hole, and I pushed mine into Jason. This is an amazing experience, but we couldn’t sustain it for too long either. Gary suggested that Jason fist me while I sucked Gary’s cock. That sounded good to me, so I moved my ass to the edge of the bed so that Jason could shove his paw inside me. Once he was in, Gary spread his legs over my chest and fed me his cock. He had a nice thick cock, even when it wasn’t hard, and it tasted great. Jason was slowly pushing his hand deeper and deeper into me.

I was losing focus on Gary’s cock since Jason was drilling my ass so well. So, Gary took his cock out of my mouth and turned around to watch Jason’s hand as it explored my ass. This put his ass right in front of my face, and it was a glorious sight. His hairy ass was opened up, and his hole had a slight gape to it. I couldn’t get my mouth on his hole, but I did use my fingers to stroke and poke at his hole. He moaned when I stuck a few fingers in him. Damn, his ass was so hot and slippery inside! But it was hard for me to pay much attention to anything other than what was going on in my ass. Gary moved off of my chest and helped to hold my legs up, but then Jason suggested that I get back in the sling for some more asswork.

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Chapter 7 – The Boss

Chapters 1 through 6 talk about a visit I made to my friend Jason’s place in AZ. We’ve been partying all weekend and now are on his roofdeck in the middle of the night. It’s the two of us and a hairy guy named Gary. We’re spun out of our minds, and each of our asses has been massively worked over. They’re getting me in the sling again for more play.

 

We got over to the sling, and I hopped in. My feet were in the stirrups, and my willing ass was hanging off the edge of the leather sling. I felt my hole and was pleased to notice a great gape. But, if I knew Jason, it was about to get bigger!

“Maybe we should smoke a little more,” Gary suggested. He picked up the pipe (God, he looked sexy walking over to the bed with that hairy bubble butt1) from the table and brought it over to the sling. He torched some crystals and took in the first cloud. He shotgunned that with me, and we traded the smoke back and forth. The next cloud was shared with Jason, and then he said, “This one’s all yours” to me. I took in a huge amount of smoke and held it as long as I could. Between the smoking, the booty bump, and the chempiss from earlier, I was flying high. Jason and Gary took a big hit, blowing out some impressive clouds.

Looking down at Jason, I saw him lubing up one of his toys. This was a Boss Hogg. He saw me looking and said, “This isn’t the biggest one, but it’ll get your ass started. You’ll be riding the big one soon.” My ass twitched in anticipation. The Hogg is one of my favorite toys (which Jason knew), and I was looking forward to feeling the amazing sense of fullness that it delivers.

Once the toy was lubed, Jason teased my hole with it a bit, moving it up and down my ass crack. Each time he passed over my hole, I thought he’d slide it in, but the evil glint in his eyes let me know that he was going to tease me a lot before slipping the toy inside me.

Jason started to penetrate my gape each time he grazed my hole, but he was not yet ready to fill my ass with it. Eventually, he pulled back and said, “This is the extra-large one. You’ll get up to the triple XL tonight.” He added a new coating of lube and said, “Take some poppers.” I did as I was told and felt the tip of the dildo at my hole.

Once Jason knew that the poppers had hit (and the T was certainly flowing, too!), he started inserting the Hogg into my yearning ass. He just kept pushing and pushing, opening up my hole with the smooth toy. He only stopped when it was in to the base.

He let my ass adapt to the toy for a bit and then started to move it around. He pulled it back a little so that the widest part was at my hole and then started to do large circles with the base. This moved the head of the toy around inside my ass, hitting all the walls of my anal canal and stroking over my prostate. I saw Gary crouched nearby with his eyes greedily watching my ass get opened up by the Hogg.

Next, Jason pulled back even more and shoved the toy in to the base again. He started a serious fucking motion with it, using the full length of the dildo to fill my ass. Meanwhile, he asked Gary to lube up the next larger size. Once Gary had the bigger one coated, he held it out to Jason.

Jason pulled the XL out of my ass and swapped it out for the double XL. This one actually slid in easily since my ass was well opened from the work he had done with the XL. I could tell the new toy was bigger, but my pig hole was ready for most anything.

Jason repeated a similar set of actions with the XXL. After he fucked me with it for a while, he inserted it fully and just let it hang in my ass. The design of this toy allows for this since it is thickest in the middle but tapers down to a thinner width near the base. This fucker is heavy, and my ass certainly felt and appreciated the weightiness of this massive dildo. If it slid out some, Jason was there to shove it back in, but he mostly left it to sit in my ass and fill me up.

Eventually, Jason asked Gary to take his place on the stool. “Just make sure that doesn’t slip out,” he told Gary as he walked away. He went down the stairs and into the house. I thought that he might be getting more drinks, but there was a fridge on the roof deck, so it was unclear where he was going.

When he came back up, he was wearing a chest harness plus a harness to hole a dildo. He picked up the biggest Boss Hogg and started to lube it up. Then, he put it in the harness and added even more lube to it. Fuck, he was going to use that on my ass! I wasn’t sure I was ready, but I was willing to give it my best.

Jason took hold of the dildo that was in my ass and took his place at my ass. He pulled it out a bit and got it to the thickest part. “Push it out, pig,” he snarled at me. I pushed out and felt the toy slither out of my ass. When it dropped to the floor with a thud, I felt a gush of lube leave my ass too. My ass was quickly filled by the tip of the triple XL Boss Hogg in Jason’s harness.

“Ready?” Jason asked. I nodded yes, and he leaned forward to let the toy start to slide into my ass. He knew that this was a huge toy and would take some time to get all of it inside me, but he was watching me closely and giving me verbal encouragement as we went.

“Yeah, pig, take that Boss Hogg up your ass.” “You know you want it.” “I’m gonna fuck you so deep with this.” “Hot fuckin’ pig hole, taking the Boss all the way.” Gary also joined in with some nasty encouragements. “So fucking hot watching you take that toy.” “Open up and let him in.” “Fuck yeah, you’re nothing but a hole for tonight.”

As they were talking, Jason was applying steady pressure forward, causing the Boss Hogg to slide deeper into my ass. When we got to the thickest part in the middle, he paused again. He looked at me and asked if I was doing OK. All I could do was nod since I was in a wildly frenzied state.

The way this toy is made means that once the thickest part is in, the rest of it will probably slide in easily. That’s because, after the hefty middle section, it starts to get smaller. Of course, smaller is all relative! For this size, the middle is over 14” around, and the base is over 12” thick. Still, once my hole had consumed the widest, the rest started to slide in more quickly.

There was a point where it got hung up inside my guts, but with some repositioning on both our parts, Jason was able to get the whole fucking thing in my ass. His pubes were now up against my hole. I reached down to feel the stretch, so he pulled back just a little so that my hands could get to my hole. When he pulled back, the sensation was unbelievable! Of course, there was some suction with a toy this big, but I could feel all parts of the toy slither inside my ass. It was amazing and fantastic to feel how stretched out my hole was.

I brought my hands back up so that Jason could get back in all the way. I wiped the lube off them and picked up the poppers. Jason did some small left to right movements while I huffed on the brown bottle. When I was done, I looked at him and said, “Fuck me.”

Boy, did he obey! The first back and forth movements were minor, but they still sent shock waves through my pig hole. At one point, he pulled back to the thickest part, and we could hear the vacuum break as he slid back in. Watching this hot stud, who I had known for so long, fuck me with that huge dildo was so exhilarating to me. I reached back and spread my ass as wide as possible, eliciting a groan of delight from Jason. “Fuckin hot,” Gary growled as he watched the action.

With less of a vacuum, Jason was able to really let me experience the full length of the Boss Hogg. In addition to being thick, it was also really long, and it felt amazing as it traversed the walls of my ass. Jason slowly slid it all the way in again and kept it there. My ass was filled like never before, and I was a happy pig.

Jason looked over at Gary and said, “Lube up. When I pull this out, you’re going in with your fist.” That sounded fucking awesome to me.

Jason suggested I do some poppers for the extraction. I wanted to be able to really experience the feeling of the Boss Hogg sliding out of my ass, so I only did a short snort. It gave me enough of an added buzz but still let me keep my focus on my ass.

Man, Jason knew what he was doing! He took his time pulling the toy out of my ass. Seeing him slowly lean back as the toy slithered through my ass was sexy. His hairy chest was heaving with the exertion and the need to maintain control over the removal. His face showed the intense concentration that he was giving to the activity.

For me, the withdrawal was astounding. This toy is an ass player's dream. The changes in thickness allowed it to alter the way it feels as it moves through your body. With Jason moving so slowly, I was able to really enjoy the ride. Poppers always make me more ass focused, and they served that purpose well. Jason was really just slowly pulling out – there was no diving back in, twisting, or shaking around – but it felt fantastic. The thickest part was past my hole, and he stopped to keep the rest inside me.

“Get ready to fist this pig hole,” he snarled at Gary. Gary was ready, with his paws slicked up with lube. When the Boss Hogg left my body, Jason quickly stepped aside, and Gary slid his dominant right fist into my ass. Fuck, I love getting fisted!

With Gary’s fist inside me, I felt filled up once again. Toys are great, but real men are even better. Gary’s hairy hand felt great inside me, and I was convinced that I could feel the hair on his hand as it slid across my inner walls.

He pulled his fist out and entered me again. This time, he went a little deeper, but he pulled out again pretty quickly. He pulled out and went back in again with his right fist a few times and then started to alternate with his left fist. He did this for a while, then looked up at me and said, “I’m gonna go fast and hard on your hole. You OK with that?” I nodded, and he started to pummel my ass with his fists. Left, right, left, right in rapid succession. He really worked over my hole, and I was loving every second of it. I spread my ass as wide as possible so that he could have full and unrestricted access to my pig hole.

Gary slowed his activity and eventually just sunk his fist into my hole. “You liked that, didn’t you?” he asked. Speechless, I could only nod my agreement. “You want it again?” I put up my hand to ask for a short breather, and he complied, just moving his fist around inside me while playing around my outer hole with his other fingers.

I picked up the poppers and took a few deep hits. “Go,” I said.

Gary again started to work over my ass with his fists. With the poppers rush, I could only lay back and moan in appreciation of the efforts being expended on my pig hole. All I could see was a purple glowing eye that pulsed with each insertion. My brain was overloaded with sensations, and I was flooded with amazing feelings.

He kept working my ass, although he slowed down too. I was surprised to look down and find that my abdomen was covered in fluid. “Fuck, you shot a load and then started to piss! It was so fuckin’ sexy,” said Jason. He was standing near the base of the sling where he had an up-close view of all of the activity. He grabbed a towel and wiped me down. I was sweating profusely, too, and needed to take a moment to get my breathing back to normal.

Meanwhile, my ass was pulsing, and my hole was massively gaped. Once I had caught my breath, Jason knelt down in front of my ass and asked me to push out. I did and felt the blooming of a rosebud. Jason took a few pics and ran his fingers and tongue over it. I shivered in delight at the sensitivity of my ruined ass.

Once I had recovered, they helped me out of the sling. We gathered into a sweaty group hug and stumbled over to the bed. As I lay down, I saw dawn start to break on the horizon. The rising sun looked great on the water, and I was a contented pig. We all cuddled together, and I fell asleep for a while.

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This is absolutely the best chemporn story I’ve ever read.  I can’t say that anything that spectacular has happened to me in one weekend. But there are several sessions in my life that I could piece together and re-create something like what I’ve read. I don’t often admit this publicly, but I have gone back to reread this story several times and I busted several major loads at different points in the story.

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5 hours ago, partying.hard said:

This is absolutely the best chemporn story I’ve ever read.  I can’t say that anything that spectacular has happened to me in one weekend. But there are several sessions in my life that I could piece together and re-create something like what I’ve read. I don’t often admit this publicly, but I have gone back to reread this story several times and I busted several major loads at different points in the story.

Chapter 7 is definitely up there. You might also find that this one might is a worthy contender: 

 

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Posted (edited)

Moderator's Note: Chapters 8 and 9 were mistakenly posted out of order. Chapter 9 which used to be here was moved to the end of Chapter 8, so the next post now contains both these chapters. 

Edited by drscorpio
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Damn, I forgot about Chapter 8! Here it is.   This post now contains Chapter 8 followed by Chapter 9 to keep the posts in the right order. 

Chapter 8

Chapters 1 through 7 describe a weekend with my buddy, Jason. We’ve been partying and playing on his roofdeck with another guy named Gary. They’d just finished pegging me with a Boss Hogg dildo, and we were all hanging out on the bed on the roof deck while the sun was coming up. I fell asleep.

 

When I woke up, I was alone on the deck, and the sun had fully risen. I looked around on the deck for the other guys but didn’t see them. Then I heard splashing and looked down at the lake. They were fooling around in the water, so I headed down to join them.

Jason said that he usually swam naked, so I saw no need to look for any coverup. They saw me coming and waved to greet me.

The water was warm, and the bottom was covered in smooth rocks. I walked out to where they were and first Gary, and then Jason, greeted me with a big hug. I could feel Gary’s cock was hard when we hugged, but Jason’s was soft. Mine was still in its shrunken T dick phase.

We played around in the water for a while, with some grabbing of cocks and asses happening. Eventually, Gary told us that he had to leave soon but wanted to dump his load in an ass first. Jason said that since I was his guest, I should get the load. Of course, I could not argue with such reasonable logic.

I asked Gary where he wanted to play, and he wanted me in the sling again. “Your ass is so open and available when you’re in it,” he said. So, we headed back up to the roofdeck. No need to dry off since the Arizona air would manage that for us.

He did need to reapply lube to my ass and his cock. He told me that it might take a long time for him to cum since we had been partying.

Once we were all in place and lubed up, Gary started out by rubbing his hard cock up and down my ass crack. He’d dip his head in when he went over my hole, but sometimes, he would move left or right to sidestep my entry. He had me eager and wanting it before, and now it was just an awesome power play on his part. If I reached down to guide him in more, he would playfully slap my hand away. “You get it when I say you get it,” he growled. I just smiled since I knew that I was going to get a good fuck and a great load out of him. Hell, I had all day to wait for it.

Finally, he placed the head of his cock at my hole and started his entrance. I kept still in the sling, letting him decide how fast and how deep he would go. He slowly slid his cock inside me until I could feel his pubes rubbing against my hole. His cock is thick, so he filled me well. Luckily, my ass had some time to recover from the serious pounding it had taken just a little bit ago. Gary’s moans, along with the happiness evident in his eyes, let me know that he was OK with my ass. I pulsed my ass muscles on his cock, and he smiled at me, knowing that we were both getting what we wanted.

Then, he started to fuck me. First, the movements were slight, just a little bit of in and out motion, but he moved up to a faster and longer stroke. At one point, he reached for the poppers and slowed his actions while he sniffed from it. I massaged his dick with my ass while he was inhaling. Once the fumes hit his brain, he was a man on fire!

He fucked me with long, deep strokes. He was moving fast but was intent on staying inside my ass throughout the ride. He put his hand down around my hole so that, if he did slip out, he could reinsert quickly. But he didn’t slip out; he just plowed me deep.

Gary shoved his cock as deep as it could go and collapsed his chest on mine. Feeling his hairy chest rubbing up against mine was extra thrilling. I reached down to tweak his nipples, eliciting another groan of delight from him. He pumped me slowly while he was lying there. Then, he stood back up and told me to do some poppers.

I did as I was told. Once the bottle was back on the table, he started again with the long and deep strokes. This was basically the same sort of fucking he did when he was on poppers, but this time was for my benefit. Fuck, he really knew what he was doing and how to make his bottom happy.

Once the poppers wore off, I sat up a bit in the sling. I found that Jason was lying on the floor under the sling, getting an up-close view of the fucking that was happening. That made me even hornier, and I wanted to put on a good show for him.

I started to grind my ass on Gary’s cock. He slowed his motions and let me drive the fuck. With the sling, I could move forward and backward on his dick and use the spring mounts to add some bounce. Meanwhile, I was also flexing my ass muscles, letting Gary feel the power of my ass.

I got to a point where I was moving so much that Gary’s cock would come out of my ass, only to be driven back in on the return. It felt great to me, but then I started to wonder if I was dumping lube all over Jason’s face! Every time his cock would leave my ass, some lube would drip out. Hey, maybe Jason was into it, so I kept at it.

Gary asked me to do that again after he had sniffed some poppers. I buried his cock deep while he opened the bottle and inhaled deeply. Once they hit, I moved back enough that he came out of my ass, and then I drilled it back in again. We did this for a while, and then Gary said, “Fuck, I’m gonna cum!”

He shoved in as deep as he could and started to fill my ass with his cum. I could feel the pulsing of his dick as it dumped its load inside my ass. There were a few big pulses and then some smaller ones. After that, Gary kept his cock inside me for a while. When he pulled out, I felt Jason’s mouth at my ass. Then he left me to clean off Gary’s cock. He returned to me for a bit, then went back to Gary.

Eventually, Gary did have to leave. I got out of the sling while he was getting ready to go. Jason and I were naked, but he had put on shorts and a muscle shirt. Even dressed, he looked fucking hot. The shirt showed off his hairy chest, and the shorts hugged his sweet ass. Knowing what I had done to that ass was also exciting. We walked him out to his car, and he promised to return whenever I was back in town.

Now, it was back to Jason and me. My ass was happy, so it made sense to get him in the sling. Luckily, he had a tent canopy we could put over the sling so the sun was not too hot. It was already getting hot, so we didn’t need any more help in that area.

Before Jason got in the sling, we smoked some more. The weekend was all about excess and debauchery, so we figured we may as well get totally wasted again. While we were smoking, we also downed some more sports drink to keep ourselves hydrated.

After much smoking and some drinking, Jason decided that he was going to climb into the sling. First, he wanted to plug my ass. He got out a large butt plug, lubed it up, and had me bend over so that he could insert it. Before he inserted it, he fingered my ass, saying, “Fuck, that pig hole is open and gaping.” Then, he shoved the plug all the way in. It was longer than I expected, but it filled my ass nicely.

We walked over to the sling. Jason climbed in, and I helped him get his feet into the stirrups. Before I sat down, I asked him what he wanted me to do. “Let’s start out with a dildo,” he said, so I picked out the large Beowulf toy. This one is long, thick, and has a knot towards the base that would really open up his hole.

I added chunks of Slam Dunk to his ass, being mindful of the fact that it had been a while since he’d been penetrated. The last few hours were focused on my ass, so I needed to take some time to get Jason’s hole reopened for play. After lubing up my fingers, I set to work on opening his hairy hole. While playing with a new guy is great, there’s something special about playing with a long-term buddy. You know their likes and dislikes and can take them to the edge since there is a great trust relationship in place. I wasn’t going to fist him yet, but I needed to use my fingers to get him to open up for the toy that was coming at him.

My fingers were probing Jason’s hole, going deeper and spreading his ass open. Occasionally, when I would move around to a new position, I’d be reminded of the plug in my ass. While my hole had been given a workout, it was exciting to know that I was plugged up and getting ready to fist my buddy.

Eventually, I had worked all four fingers from each hand into Jason’s ass. I used them to spread his hole wide. Then, I added some more Slam Dunk inside his ass and lubed up my hands. Jason looked down at me and nodded, saying, “Yeah, fist my ass.” That was just what I intended to do!

I went in first with my hand folded into a duck position. This let it slide in easily. I held it when my knuckles were at his hole so he could feel the stretch, and then I went in for some depth. To my surprise, my arm slid in almost to my elbow. This pig’s ass was hungry!

Knowing that he was ready for some deep play, I started to flex out my fingers while I was inside him. This carries the stretch further down and Jason was loving the feeling. I’d flex them out, then bring them back together into a folded shape, and then flex them out again. His inner walls felt great on my hand, and I was slowly pushing further inside with each flex. Soon, I found myself at the bend that leads to his colon. Using my fingers to massage it, I teased that opening until it let me pass through. There was more flexing and clenching again.

I pulled back out to apply more lube to my hands and arms. Since we were going to play in the depths, I wanted to make sure that my arm was well lubricated so as not to cause Jason any discomfort. This time, I slid in easily, getting up to and then past his second sphincter.

Jason picked up the poppers and took a few deep snorts while I held my hand mostly still inside him. Once the poppers hit, I started to fuck him with my hand, getting to the point when I would pull back so that my knuckles were at his hole before shoving all the way back in again. Jason was squirming around, riding my arm for all it was worth.

We played like this for a while until I pulled all the way out on a backstroke. More lube was added to my hands, and I told Jason, “I’m going in with my fist now.” He nodded, and I placed my fisted hand at his hole. Some pressure from me, plus some forward movement from Jason in the sling, enabled my fist to slide into his ass. Jason’s eyes popped open in surprise when my fist entered. He said, “I’ve never taken a fist that easily before!” I was glad to be the one to give him that experience.

I fisted his ass, going deep sometimes but regularly pulling out so that he could experience the insertion again and again. After a bit, I switched over to my dominant hand and worked that fist into him. Even though the size difference is minimal, it took more effort to get my larger first inside. Jason also noticed the size difference since he reached down to feel my arm and smiled at me when he realized he had taken the fist from my dominant hand.

Then, I started switching up hands, pulling out the right fist, inserting the left fist, and so on. This started out slow, but I gradually amped up the speed. Before we got to the point of really pounding out his ass, he asked for a poppers break, so I shoved my right fist as deep as it could go and massaged his walls while he got poppered up.

As the poppers were taking over his brain, I slowly withdrew my right fist, then started to pummel his ass with alternating fists. He was moaning and groaning in delight at the feelings he was experiencing.

I shifted around and was jolted by the toy in my ass, and that reminded me that Jason had asked to start with a toy. Beowulf was still nearby, so I pulled my fist out of Jason’s ass and picked up the toy. He was unaware that I was switching over to the toy, so he got a surprise when he felt it enter his ass. But then, he looked down at me and grinned, nodding to let me know he was doing fine.

Luckily, the toy was still well lubed since I just kept slowly pushing it into his ass. He knew which dildo it was, so he was aware that the knot would be coming. When we got close to the knot, Jason reached down and spread his ass as wide as possible. “Just keep going,” he murmured. Given that, I kept steady pressure on the toy until the knot passed through his hole. He gasped when it happened (I mean, it’s hard not to gasp when that knot penetrates you!) and clenched his ass muscles, pulling it all the way in.

I first spent some time twisting the toy around inside him. Since it’s not round but flares out along the sides where the knot is, he could feel the knot travel across his inner walls. I’d also switch up the angle at which I was holding the toy since this gives him a new and different experience. Then, I started to pull back on the dildo, being mindful of the fact that a slight vacuum had been created by this monster in his ass.

The knot would come out, and then I’d push it back in. Sometimes, I’d pull it out past the knot, but the knot was the key component of this toy. I had pulled it back a good amount since I wanted to add some more lube to it. Jason saw what I was doing and took the time to sniff off the brown bottle once again.

Now, with a well lubed toy and an ass on poppers, I inserted the toy again. I was twisting and flexing the toy as it went in and out of his sweet ass, enjoying his sounds of pleasure and watching the hair around his ass as it dragged through the lube on the toy.

This time, I pounded his ass with Beowulf. The knot was easily traversing his hole, and Jason was writhing in pleasure as he was deeply fucked by the dildo. It got to the point where I stood up (whoa, there’s a plug in my ass!) and held the toy steady so that he could fuck himself on it. This position also let me watch his face; as he did this, I could see all of his hairy and fit body.

Both of us were drenched in sweat from the exertion and the heat. Even with the canopy covering the sling, it was getting really hot up there! We decided that we should take another dip in the lake to cool off, so I sat back down and began the extraction of the toy from Jason’s ass.

I took my time getting it out. I’d slide it back in a little deeper sometimes, but we knew it would come out soon. This was all just an additional tease on his ass. When it was about halfway out, I let go of it and let gravity take its toll on the dildo. It slowly slithered the rest of the out of Jason’s ass, and I caught it before it fell to the floor. His hole was well gaped now, and I caressed it with my fingers.

The plug in my ass was pretty firmly settled in, so Jason had to twist it around to redistribute the lube before he could pull it out. He had me bent forward onto the sling so that he could get it out, and I was enjoying the scent of the leather and the heat of Jason’s body that had been in the sling recently. There was also that wonderful smell of T sweat and I was loving it.

He got the plug out and played around in my hole for a bit. I was ready for more, but we knew we needed to cool off first, so we went down the stairs and walked into the lake. Watching Jason’s hairy ass as he was walking in front of me got my cock to plump up, so we both knew that we weren’t done yet.

Chapter 9 – The Machine

In Chapters 1 through 8, I tell about a weekend with Jason, a long-time buddy of mine who had moved to Arizona. We’ve been playing hard since Friday, and it’s now Sunday morning. We’ve played with just the two of us but also had a few different guys join us over the weekend. Now, we’re swimming in the lake at his place after Gary left, and I fisted and dildoed Jason’s ass.

 

The water felt great on our sweaty bodies. Even though the water was warmer than I’m used to, it was still cooler than the air. After we got out, we hung out lakeside for a while to dry off. It occurred to me that I hadn’t had any clothes on since shortly after I got here on Friday. It was freeing to be naked all the time, thanks to the seclusion of Jason’s house.

We needed some food and some sleep, so we went in and made some eggs and stuff for breakfast. We drank lots of water and sports drink to help move the drugs out of our systems. Of course, we were planning to play again later, but we needed to make sure that we were well-fed and hydrated for the fun ahead.

After we cleaned up from breakfast, we decided to take a nap. Jason and I have never actually slept together, but he dragged me to his room, and we got on the bed to sleep. There was some cuddling, fondling, and fingering, but we were mostly there to rest.

When we woke, I went back to my room to shower and make sure that my ass was ready for more fun. Jason did the same in his room. I was in the living room when he finished up and came in. We were both naked since Jason had said that he didn’t wear clothes in the house.

It was really hot outside (“but it’s a dry heat”, my ass!) so we stayed indoors for the time being. We headed back to the playroom he has in the lower level. The sling was still up on the roofdeck, but there were lots of other fun things in the room. I hadn’t really looked around when we were here earlier, but now, I noticed a fuck bench and a St Andrews cross in addition to the lounging furniture. There was also a weird contraption on the floor.

We got on the couch, and Jason pulled out the pipe. He smoked some, and then he said he really wanted to do a booty bump with me. Bumps make me even more of an ass pig than usual, if that’s possible, so he must have had something big planned. We each shoved a shard into the other’s ass so that we’d both be equally spun. While we waited for them to melt, we just chatted and idly fondled each other.

Jason got up and, walking over to the fuck bench, said, “I’ve got something you’re gonna like.” He pulled the bench into an open space and then grabbed the machine that was on the floor. I realized that it was a fuck machine. He went about positioning it at the base of the bench, and then he selected a good-sized dildo for it. It was realistic but super-sized, so that it was longer and thicker than any cock I had ever seen.

He had me get into position on the fuck bench. My legs were supported, and my ass was spread open. The T had melted in my ass, making me up for taking most anything in my hole. He lubed up the dildo and started to push it into me. Since I was still open from earlier, it went in easily. He said that the machine would do the rest, so he mounted the toy on the machine, got it all lined up, and turned the machine on a slow speed.

We needed to make a few adjustments so that the machine was properly lined up for a deep fuck, but we got it worked out. He had the speed set to low while we were doing this, but once it was properly set, he turned up the pace. It wasn’t pounding, but my ass was definitely getting a workout.

“I’m going to break down the sling and set it up here. You just have fun,” he said as he left the room. I laid back and let the dildo slide up into my ass. The machine was keeping a steady pace and depth and I was happy to ride along.

When Jason first came back with the sling, straps, and a few random items from the deck, he walked over to check out how things were going. He made some small adjustments to the angle of the machine and then watched the dildo as it plunged in and out of my hole. “I think a little faster would be good,” he said. He sped up the pace on the machine and then left the room again.

Damn, this amped-up speed was making a difference. Even with the AC in the room, my body was covered in a sheen of sweat from the action my ass was getting. I sniffed my pits and was pleased to notice that I had developed a nice, heady aroma there. I kept my nose near my pits so that I could enjoy that while getting my ass fucked by the dildo.

Jason came back with the frame components. He checked me out before starting to reassemble the frame. I asked him to come over and sit on my face so that I could rim his ass. As expected, he had worked up a sweat with all the stairs and disassembly work, and his hole had a great aroma and taste. He was facing away from me so that he could watch me get fucked while I ate his hole. He grabbed the poppers and took a few hits before reaching back and opening his ass even more for me. Fuck, I love eating a hairy hole! Jason’s was flavorful, even with a bit of bitterness from the bump earlier, and I drove my tongue in deep.

He then stood up and went over to assemble the sling frame. Before he started that, he sped up the machine again. This time, it was intense. The machine was merciless in driving the dildo into me. But I was determined to let Jason control what was happening, so I committed to enjoying it. Jason opened the poppers and shoved the bottle under my nose before he went over to the sling stand, and I felt my ass become more greedy for the toy after that.

Once the poppers wore off, I looked over at where Jason was working on the stand. He would crouch down sometimes to assemble something on the floor, and I just wanted to be under his ass when he did that. When he noticed me watching, he put on a bit of a show for me, making sure that his ass was always facing me whenever it would be spread out or he was stretching higher up. He has that awesome triangle of hair above his ass that drives me wild. His whole body is hairy, but it is that little patch above his ass and his hairy ass that turn me on the most.

He got the sling stand assembled and hung the sling facing toward the fuck bench from the frame. He walked over to me and started to dial down the speed of the fuck machine. I thought that he was done using the machine on my ass, but he had another idea in mind.

Jason picked up a longer and thicker dildo that he lubed up and then swapped onto the machine. He aimed the toy at my ass and turned it on. Damn, this was definitely a larger dildo! But I was going to take all that he could give me.

Once he was sure that things were lined up properly, he grabbed the earlier dildo and walked over to the sling with it. He got into the sling, fixed his feet into the stirrups, and started lubing up the dildo. He knew that I was watching his every move. His hairy ass looked awesome spread open in the sling. As he was lubing the dildo, he was pulsing his hole with each stroke of the lube. Then, he reached down and shoved the dildo up his ass. It went in easily, and he took almost all of it in with a single stroke. He started to slowly fuck himself with the dildo that had just been inside me. I was watching him and enjoying the ride of the bigger dildo in my ass.

He still had control of the machine, so he increased the speed and made it have a longer stroke. Now, this new toy was pounding my ass faster and deeper than before. I kept watching Jason as he slowly plugged his ass with the original dildo. Knowing that the toy had just come out of my ass made it even hotter. But it was plenty hot with a hairy stud showing off his ass skills for me!

Jason slowed the speed of the machine down to a stop. I slid down on the bench to keep as much of the dildo in me as possible while waiting to find out what he had planned next. He pulled the dildo out of his ass and put it aside. His hole was already gaping, but I knew this was only the start of the evening. I’m sure my ass was well-opened too.

Jason told me to get off of the dildo and insert the butt plug that he had prepped for me. I didn’t even see him prepping it since I was lost in a fuck haze while he did it. I slid back off the dildo and quickly inserted the butt plug. It was the same one I had in my earlier, and it filled my ass nicely. Then, he had me take the dildo from the machine’s mount and lube it up. Knowing what would be next, I grabbed the stool and placed it at the foot of the sling. I lubed up the dildo that had just been fucking me, sat down, and prepared to shove the toy in Jason’s hole.

He took it with ease. This one was a monster-sized “based on reality” dildo, so it was quite thick and long. Nevertheless, he handled it like a champ. I was twisting it and moving it back and forth in his ass, giving him a good fuck. We were both enjoying our roles in this game.

I fucked him with the dildo for a while, and then he said that he needed to go and grab something. After he got out of the sling, he had me get in it, still with the plug in my ass. “Keep the plug in. I’ll be right back,” he said. He went up the stairs and was gone for only a short time. When he returned, he took out the plug and gave me another bump. I didn’t see if he took one for himself as well. Next, he sat on the stool and lubed up his hands. “Put on the blindfold,” he growled. After grabbing it from the table next to me, I took the poppers and put them near me in the sling so that I could find them again, and then I put on the blindfold.

I heard Jason lubing his hands and knew what was coming next. Sure enough, after waiting for the shard to melt in my ass, Jason shoved his hand in me. He went in deep on the first push, and I pushed my ass out to let him in even deeper. He was quickly through my second hole and into my colon. It felt so good! I reached around for the poppers and took a few deep hits. Jason kept his hand inside me, just turning it slightly and flexing a bit while I rode the poppers wave. With the blindfold on, the poppers really made me focus on my ass and the amazing sensations I was experiencing. I felt my cock let loose with a blob of precum and just enjoyed the fantastic things happening in my ass.

Jason slid his hand back, taking his time to massage my inner walls. When his knuckles got to my prostate, he kept rotating them over it, sending shivers through my body. He pulled out and added more lube to his hands. This time, he went in with his fist. He shoved it in to the wrist, twisted it around a bit, then pulled it out so that he could reinsert it again. He knows that I like the stretch of a fist and he was letting me really feel it.

But now, he pulled out, and I heard him get up and walk away. With the blindfold on, I didn’t know where he was going or what he was doing. I reached down to my hole and was pleased to find a gaping hole that was slick with lube. I got a few fingers in and played around but still couldn’t figure out what Jason was doing.

“OK, pig, stop playing with your hole. I’ve got something for you.” I stopped what I was doing and laid back in the sling with my hands behind my head. I was reminded of the aroma of my pits, so I buried my nose in my right pit and inhaled deeply. Then, I felt something enter my ass. It was a toy that was penetrating me, and it was sliding in with no resistance. The head went in, and then it started to get wider. Next, I felt a large bump up against my hole. “Take it,” snarled Jason as he kept pushing, moving the bump past my hole. This was a noticeable knot, and it felt great going into my ass and being lodged inside my ass. After the bump, the toy tapered down and locked into my ass. It was long, so it was in deep, and the knot had my hole stretched wide.

Jason started to twist the toy in my ass. It seemed that the knot wasn’t symmetrical but rather created a wide area on each side of the toy, so as he turned it, the protrusions rubbed up against different parts of my ass.

Jason stopped turning the dildo in my ass and said, “Keep it in,” as he walked away again. Luckily, the knot at the base made the toy stay in place. I flexed my muscles around it while he moved some stuff around.

“I’m going to pull it out some,” Jason said, then he pulled it almost all the way out of my ass. He fumbled around with it and then held it still. I heard the machine whir to life and felt the toy start to penetrate my ass. He had it set so that the knot would pass in and out of my hole on each stroke. Of course, with the fuck machine in place, he could watch or do whatever he wanted to do with me while it steadily plundered my ass.

“I always wanted to see someone take the Dog dildo on my fuck machine,” Jason said. “It’s so fuckin’ hot watching your hole swallow that knot again and again.” I was loving the feeling of getting my ass pounded by the machine. It never varied speed or depth, so I always knew what was going on. Unless, of course, Jason decided to change up the speed or depth of it. With no visibility of what he was doing, I was fully at his mercy. He did speed it up a few times, and it got to a point where it was just fucking me incessantly. My hole was so opened up that I don’t think it could have closed down around the knot anymore. But it felt amazing to be penetrated so deeply and so steadily.

Jason lowered the speed of the machine. He had seen me sniffing my pits again and said, “Open your mouth.” When I did, he shoved his cock in it. I greedily sucked him all the way in, feeling his balls on my chin. His cock was only semi-hard, but it was still a tasty mouthful. I moved down to lick his balls and then took them into my mouth, eliciting a chuckle from Jason. “You like that cock, don’t you, pig?” I could only nod and grunt my approval. Then I moved back to his cock and fondled it with my tongue.

“You want some of my chempiss, pig?”, he asked. “Mhmm,” I murmured since my mouth was still full of cock. I kept sucking and soon heard him say, “Here it comes.” I gulped his piss down, enjoying the strong and bitter taste that the T imparted. He left his cock in my mouth for a while after he was done, and I nursed the last few drops out. When he pulled it out of my mouth, he patted my cheek and said, “That’s a good pig.”

He walked away and slowed the machine, eventually bringing it to a halt. He moved it away, leaving my ass vacant since the dildo was still attached to the machine. He moved the stool back in place and started to work his greased-up paws around and inside my hole. “Fuck, your hole is more open than I’ve ever seen it!” Since we’ve played a lot, that was a huge compliment. He kept rubbing my swollen ass lips and dipping inside from time to time.

“You want something in your hole?” he asked. “Fuck, yeah,” I replied. Then I felt his hand enter my ass; he was teasing me, not going in deep or fast. He would put his hand in just up to his wrist and then work it around inside my ass. At one point, I reached down and tried to lower my ass onto his hand, and he playfully slapped my hand away. “This is my ass, to do with as I please,” he snarled. My cock leapt at the nastiness that statement entailed, and I was happy to let him have his way with me.

  • Piggy 3
Posted

Chapter 10 – His Ass to Do With as He Pleases

In Chapters 1 through 9, I describe a weekend with Jason, a long-time friend of mine. We’ve been partying and playing since Friday (it’s now Sunday afternoon), and we’re in his playroom with me in the sling, and he is teasing my ass with his fists. Oh yeah, I’m blindfolded too.

 

“This is my ass, to do with as I please.” That statement from Jason had me excited. We’d known each other long enough that I fully trusted him to push my limits but not let me come to any harm. Good thing since I couldn’t see what was happening with the blindfold that I had on. I was prepared for a great time.

Jason was playing at the entrance to my ass, fingering my puffy lips and slipping a hand in from time to time. He also added some more Slam Dunk, which he pushed inside and then spread around with his fingers. My ass was already pretty slick, but he was making sure that everything would slide around nicely.

I was ready for him to go deeper and harder on my ass, so I started using my ass muscles to pull him deeper into me. “Not yet, pig. Your ass is gonna get so wrecked tonight, but we’re taking it at my pace.” Fuck, this was a hot scene. I pulsed my ass a few more times to acknowledge what he said and then laid back to let him use me.

He had fingers from both hands in me now and was using them to stretch my hole. This is a great feeling, but it also let me know that I should expect that something large was going to be entering me. He worked my hole like this for a while and had me moaning with pleasure.

“Time for another bump,” he said. His hands left my hole as he dipped his finger into the stash and selected a nice bump for me. Then, he inserted it into my ass, pushing it in as deep as he could with just one finger. When he pulled out, he shoved the butt plug back in my ass. I could already feel the burn as the shard melted in my ass.

I heard Jason get up and walk away. He was gone for what felt like a long time but was probably only a few minutes. While he was away, the shard was working its way into my bloodstream and making me feel the effects. Bumping is a nice, slow, steady rise, but I was already spun out from all the earlier play. Even so, I could feel the new addition getting me more spun and making my ass greedier.

Jason came back and sat down on the stool. He toyed with the butt plug in my ass, pulling it back but not all the way out and twisting it around inside my hole. I was enjoying these sensations but sensed that something bigger and more filling was on the way soon.

I wasn’t wrong. Jason teasingly extracted the plug from my ass. First, his fingers explored my hole, diving in and out and spreading out to ensure that I was well opened. Then, I felt a toy being dragged through my ass crack. It was lubed up well, so it slid around as he moved it up and down my ass. He’d tease my hole with it but didn’t stick it in. I was at the peak of anticipation when he decided to shove the toy into my ass.

Jason pushed the toy in slowly but firmly. “Open up for the knot,” he growled, and I knew that this was the Dog dildo again. But this one felt bigger. When I shifted around some, Jason let me know that this was the largest size of the Dog. He let it stay still inside my ass, but my pounding heart was making it vibrate with each beat. Then, he started to move it around.

This time, he started out by pulling it all the way out and then shoving it back in. He did this repeatedly, and my ass was craving the knot each time it left my hole. “You should do some poppers now,” he said, and I willingly agreed. Once the fumes had taken control of my brain and ass, he went crazy with the dildo. He was pulling it out while turning it around inside me. He’d shove it in and keep the knot at maximum stretch for me. Then, he’d shove it deep into my ass again. He was moving fast, and I loved every movement that he made.

Jason pulled back so that the knot was out of my ass, but the rest of the toy was still inside me. He rotated the dildo in large circles, allowing it to hit all sorts of spots in my ass. Whenever it would pass over my prostate, I’d shudder in delight as those wonderful spasms would hit me. Then, he shoved it all the way in again and told me to keep it in place. I reached down to ensure it didn’t come out and heard him walk away again.

This time, the wait for Jason’s return seemed interminable. I kept one hand on the toy in my ass to make sure that it stayed in place. I used the fingers on my other hand to play around where the toy was entering me. I’d slip a finger or two (OK, sometimes, it was all four fingers!) in alongside the toy. With the knot near its base, I couldn’t get them in very deep, but it was still enhancing the stretch. Eventually, I got to twisting the dildo around inside my ass. This took both hands, but feeling that knot slide around inside me was worth it. Then, I tried to fuck myself with it, but the sling made it difficult to do. I had to slide further down in the sling and move my feet higher up the stirrups to do it, but, man, did it feel awesome.

Eventually, I felt another hand join mine on the dildo. I took my hands away to give Jason control again. I didn’t even hear him return! He continued fucking me, and I heard him say, “Poppers.” The weird thing was, it sounded like he was off to the side when he said it, but my mind was all sorts of fucked up, so I didn’t let it bother me.

I searched the sling for the poppers and finally found it. Jason drove the dildo deep in me and kept it there while I huffed on the brown bottle. First, a sniff in my left nostril, which I let out quickly. Then, a longer pull with my right nostril. I held this one until my head spun.

Jason had been lightly fucking my ass while the poppers hit, but once he heard me groan and slide down some in the sling to open my ass up for him, he really went to town on my ass. He drilled the Dog through my ass, never letting it leave entirely but keeping me happy as the knot traveled through my ass and in and out of my hole. I reached down to spread my ass to the max, and he let out a groan of pleasure, too, seeing me dropping all my inhibitions and submitting entirely to him.

As I came down off the poppers rush, he slowed his actions, too. I let my ass cheeks go and brought my hands up behind my head, smelling that wonderfully heady and masculine aroma of T sweat. He kept fucking me slowly with the dildo, and at one point, I heard him say, “This pig has taken this toy all the way to the base!” I was pleased that he was pleased with my capabilities.

“Keep it in your ass,” I heard. I reached down with my hand to keep the toy in place since my ass was so slippery and open that it was possible that it would just slide out on its own. Then, I felt Jason’s hand return, so I pulled mine away.

He let the toy slowly slither its way out of my ass. I needed to push on it to get past the knot, but it gained speed until it popped out of my hole. “Nice!” he said, as he began to stroke my hole. I assumed that I’d be getting a fist next, and I was right.

But this fist felt bigger than Jason’s! I started to ask him why his fist was bigger but then surrendered my ass to him. He was doing a great job with my ass. He was moving slowly and would pull his fist all the way out before sliding deep inside me. I was loving this activity, and said, “Yeah, fist me deep, Jason.” I heard a chuckle and then, “I’m not Jason.” Fuck, who was in my ass? I had no idea! But Jason had talked to me, telling me to do poppers and stuff, so who was this guy? Really, I didn’t much care since his hands felt amazing in my ass.

Then I heard a deep, gruff voice say, “Lots of guys can’t take my fist, but you swallowed it right up.” Damn right I did. My ass was Jason’s to use as he saw fit, and he obviously saw fit to share it with another guy. He was still working my ass with his fist and now started to swap hands while fisting me. Fuck, I loved getting my ass worked over like this! It felt amazing to have this guy, who I still hadn’t seen, pummeling my ass with his fists.

Jason said, “Bury your fist in his pig hole for a minute.” Then, I smelled the familiar aroma of poppers as Jason fed me two big hits. He pulled the bottle away, and the fist in my ass started to move out, twisting along the way. The poppers were starting to hit as he left my ass, and then, at the height of my poppers frenzy, he entered my ass again. He started to switch off again, too, but this time, he sometimes had one fist going in before the other was all the way out. He did this for a while as I writhed in the sling in the throes of poppers (and T) ecstasy.

The guy fisting me pulled out and paused. Jason said, “Man, your hole looks amazing! I need to get some pics.” I just lay there in a sexual high with my ass gaping open as he snapped a few pics. “Finger it,” Jason commanded, so I shoved four fingers from both hands in my ass and pulled it open. “Mmmm,” I heard while he took more pics.

Now, the other guy said, “I think he’s ready.” Ready for what, I didn’t know, but I was game for most anything. Jason knew my limits, and I trusted him to respect them. But my limits were few, so I eagerly awaited what was coming.

I felt one hand go into my ass, this time in a more classic duck position. Then, like with the fisting, he started to swap between his left and right hands. Again, he was keeping his one hand inside me while the other was starting its entrance.

It hit me like a bolt of lightning! This guy, with these huge hands, was going to double-fist my ass! I was as ready as I could be for this, so I moaned my appreciation of his efforts and flexed my ass to let him know how good it felt. He was keeping one hand in a little longer while the other slithered in alongside it, and he kept at this for quite a while. He growled, “Are you ready?” I nodded in agreement. With my approval, he slid one hand in a little past his wrist and then started to slip the other one in alongside it. The stretch was unbelievable, but I was so turned on by the scene that I kept using my ass muscles to pull his second hand in.

He kept his hands still inside me while I got accustomed to the feeling, and then he started a very minor in-and-out motion. He never left my ass empty but rather rubbed his hand back and forth inside me. The stretch was profound, and the sensations were astounding. I had been double-fisted a few times in the past, but never like this. This guy’s hands must have been huge, and I was seriously spun out. I couldn’t speak; instead, I moaned. Both Jason and the other guy chuckled at my inarticulateness.

Next, this guy started to slide one of his hands out, keeping the other inside me. Then, he’d slide the hand he just removed back in and pull out the other hand. Fuck, this was also awesome. I had recovered some of my senses and picked up the bottle of poppers tucked away on the sling. Jason must have seen what I did since he told the other guy to hold still for a moment.

I just did one hit of the poppers, but it was enough. It was like my whole being was focused on my ass and the wild sensations it was experiencing. I got that tunnel vision that sometimes comes with poppers, where all I could see was a glowing purple eye. My ass was being wildly used by this guy that I had never seen, and I was in heaven!

The poppers wore off, and he slowed his motions, eventually just using one hand to plunder my ass. At this point, his hand and arm were sliding in easily and deeply. He fisted me like this for a bit, and then he said, “Let’s give this pig a break.” With that, he pulled out and patted my gaping hole. “That was so fucking hot!” he said in amazement. “Glad I got it on video,” said Jason.

They told me to stay in the sling and get my bearings back. They did keep the blindfold on, but it was OK since I had closed my eyes anyway. I felt my heart rate and breathing slow to a more normal pace. My ass was wide open for them, and they were moving some stuff around in the room.

“OK, we’re gonna take the blindfold off in a minute, but you need to have something in your ass when you meet Fred.” Well, I guess my top guy’s name is Fred, and he was about to be revealed to me. But first, they lined up a dildo at my ass and started the fuck machine on a very slow penetration. Damn, this thing was huge. Seeing my look of surprise, Jason told me it was the biggest Boss Hogg again. “I want video,” I said. They both laughed, and Jason assured me he would record this session.

The machine wasn’t driving the Boss all the way into me, but it was still giving me an amazing stretch. They let it plow my ass for a bit, and then Jason said, “I’m removing the blindfold now.”

Luckily, the room was dimly lit. In addition to Jason, who was looking proudly at me, I saw Fred, my fist master. He was at least 6’4”, with a well-built body, full beard, hairy chest, and a nice cock swinging between his legs. He walked up to me and laid his hand on my chest, and said, “It was really great to meet you. Jason told me about you, and I said that I wanted to have a shot at your ass when you were here.” “Well, I’m damn glad you did,” I replied. He was telling me how much he enjoyed our time together and that he forgot about Boss Hogg pounding my hole. When he realized that I was still getting fucked by it, he chuckled and said, “Some pigs never get enough!” I think this pig had had enough, though, and I asked Jason to stop the machine and let me get out of the sling.

Once I was out of the sling, they supported me as we walked over to the bed. My legs were cramped, and my thighs were burning, but my ass sure was happy.

We all cuddled on the bed, and I fell asleep with my head nestled in Fred’s hairy armpit. I woke to his wonderful aroma and yawned. Jason was sucking Fred’s cock and looked up at me to see if I wanted to join. I shook my head and said, “I’ll just watch.”

After a while, Fred needed to leave. He didn’t cum, but said that his visit had been well worth the time and effort. He told me that whenever I came back, he wanted to have a go at my ass. I eagerly agreed.

“I’ll be right back,” said Jason as he and Fred started up the stairs. Fred left, and Jason came down and said, “That was epic!”. And then we watched some of the video…

  • Like 1
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  • Piggy 3
Posted (edited)
9 hours ago, catcher4you said:

I got that tunnel vision that sometimes comes with poppers, where all I could see was a glowing purple eye.

Ah, yes, “the Purple Eye of Popperdom”. How I’ve missed thee!

BTW, @catcher4you, damn hot piece of writing - more so than usual. 

Edited by TaKinGDeePanal
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