My First Time in Shane’s Cabin

Just after my 23rd birthday I finally decided to follow through with a Grindr hookup. For the past few years I had added the app, chatted with guys, and eventually deleted it without meeting anyone, mainly out of fear, shame, and questioning my sexuality. But then I met Shane.

One evening in October I found myself chatting with a rugged 45-year-old businessman. He seemed to live a hippie lifestyle. He had numerous pics with plants, outdoors, in just his briefs, etc. Long hair and short, black beard. As someone who mainly finds men closer to my age to be my preference, I was oddly drawn to his profile. I soon found myself chatting with a Dominant personality. As a submissive myself, it came naturally and I continued to be drawn to him. After a few messages it was time to exchange nudes and when he sent his pics I was hooked. As a submissive bottom with rather average manhood of 5.5", my special asset is my thicker than average bubble butt. That is my main tool for attracting men with my nudes. Shane was no different. After showing myself off to him, he replied back with a set of nudes still imprinted into my mind to this day.

I suddenly found myself salivating at image after image of an absolutely perfect cock. A soda can thick, uncut, 8" tool. I just knew I had to follow through and let him take me. We continued chatting and sharing pics, and the messages got naughtier and naughtier. I found out he lived in the woods in a cabin on 60 acres at the base of a mountain. It was a secluded area and I knew he would protect my privacy. I had mentioned before that he was a businessman. His prominent local establishment reassured me that I would be safe with him. He was enough of a public figure that I knew he wouldn't risk anything on his end, making me feel more comfortable with meeting.

After a couple days of chatting, it was a cool Sunday evening in mid-October. It was the perfect evening. It was time to meet him. His house was about 25 minutes away so I set off and arrived about 5:00 pm. Shane greeted me in the driveway with a calm, determined personality. He wore a T-shirt and baggy jeans, and was very gracious as I nervously greeted him. He was watching Rick & Morty as we sat down on the couch and made idle chit-chat. Within two minutes, his body pressed against mine and his hands began to explore me. I wanted to reciprocate but with my inexperience, I hesitated. "It's okay, go ahead and touch it," he said calmly as I began slowly massaging the growing shaft through his jeans. As we continued touching and feeling each other, his hands gradually found my ass. After a few strong squeezes, *wham*. A firm smack on my right cheek made my libido increase and inhibitions begin to melt away. He suggested a better place to get to know each other, so we proceeded out the back door and about 50 yards through the woods to a smaller cabin.

Arriving at the cabin, I was immediately led up the stairs to the second floor where a bed was ready and waiting. Lube on the nightstand, I knew this was the bed he'd fucked countless asses previously. When I told him where I was from in conversation, he asked me if I knew Thomas Dunn. I replied that I knew who he was, as we'd gone to high school together. Thomas was a year younger than me and had obviously come to terms with his sexuality at a much younger age than I had. I'm sure by the time he was 18, he was getting pounded regularly, and Shane confirmed that Thomas was a frequent visitor to his cabin. He had apparently recently gotten a boyfriend his age and had stopped coming over. Thomas was the token twink, about 5'6 with shoulder-length hair, no body hair, an ear stud, and always in the middle of a group of giggly girls. He's the type of bottom that would almost make me wanna top. It came as little surprise that he had matured into getting dicked down on the regular.

Shane laid me back on the bed and made sure I was comfortable. He removed his shirt and began massaging and eventually kissing my neck and shoulders. He knew I was brand new to this and slowly and patiently guided me toward his end goal. I wanted him to take the lead, to feel his Dominance over me. I needed to be submissive in that instance, to ensure that his needs were satisfied. l of course knew that I wouldn't be his best, but I just tried to focus on exploring the sensations and enjoying the experience.

Shane raised up and took his shirt off, telling me to remove mine as well. I removed my long sleeve shirt but just slid my pants and briefs below my ass. Upon seeing my stiffening cock for the first time, he forcefully exclaimed, "I said OFF!" My pants, briefs, and socks came off and hit the floor beside the bed within five seconds. After touching my now fully erect protrusion, he slid his hand slowly up and down the shaft a few times before getting back on top, our bare chests quickly becoming acquainted. He continued kissing my neck and chest, and my hands found his back. Delivering light scratches, I seemed to have flipped a switch in him and he abruptly got off the bed and stood beside it. Motioning me over, I took the hint to undo his button and zipper. Inside, I found no briefs but instead was greeted by an absolutely massive package. His cock looked even better in person, and I don't think saying his balls were each twice as big as mine is even remotely an exaggeration. I, still standing, grabbed the massive shaft and started moving back and forth at the head.

I expected to be forced down told to service him but instead was thrown back onto the bed and flipped onto my stomach. Shane then delivered 5 hard slaps to each cheek. I had mentioned during our chats over the previous couple days that I was into exploring BDSM to an extent, and that I wanted to be spanked. He came through on that wholeheartedly. Turning me back over he repositioned us into the spot from moments before, this time our naked bodies grinding together and his lips exploring my face. Within 30 seconds, my fingers dug into his back and my feet wrapped around his ass. I clung tightly to him, needing to feel his body against mine. He asked if I had kissed a man before and when I said no, he looked knowingly into my eyes. I knew this was the day, and I shut my eyes and weakly puckered. I was met with a deeply sensual kiss lasting at least 20 seconds.

As we broke the kiss, we looked into each other's eyes once again before I grabbed the back of his neck and brought him into a wet and sloppy makeout session that continued for at least five minutes. I was all in tonight and wanted everything he had to offer.

I soon found myself in the position I had anticipated, kneeling before him, his cock in hand. He leaned against a wall beside the bed as I slowly but steadily became acquainted with the massive third leg hanging before me. After a couple minutes of stroking, I slide the foreskin back and took him into my mouth. It was a little musky and honestly not the best taste at all, but I couldn't break away. I began sucking the head and trying to lick the frenulum underneath. He reacted positively and began forcing my head lower and lower onto him. After maybe 15 minutes, his shaft was buried at least halfway into my mouth, while my hand serviced the remaining half. My saliva kept the entire length lubed as I worked at pleasuring his wonderful tool. My old, questioning self would have shied away from sucking a cock, thinking about how many guys' assholes that thing had been buried in. But on this evening, all that mattered to me was that he felt as much pleasure as my body could give him. My jaw began hurting and he sensed it, so we returned to the bed and made out a little more. Finally grabbing the bottle of lube, he applied a generous amount to both our cocks and we began stroking each other's shafts as we kissed. After a few minutes, he told me to lay back and hold my feet back in the air. I did as he requested and found my knees up by my shoulders, my shaved boyhole fully exposed.

After a brief rimjob, he inserted a lubed finger into my ass while continuing to stroke my little erect shaft with the other. By this time, I was hard as a rock as he began to focus on my pleasure. He soon found my prostate and began pleasuring my inner and outer parts in perfect unison. I could tell this definitely wasn't his first rodeo, he probably did this to all the boys. I relaxed in sheer pleasure as his finger rubbed my spot just perfectly and the other slowly but steadily serviced the shaft. It was clear I was being coaxed to provide my sperm, and I was in ecstasy during this inaugural milking. After about 10 minutes his pace picked up dramatically as I began to spasm and moan with pleasure. My eyes rolled back as I moaned, "I'm cumminggggg" and proceeded to shoot my first three cum shots over my head onto the wall behind the bed. Never, ever had I shot a load that far. By the end, it was probably the biggest load my little balls had ever produced, and I was soaked in so much cum, Shane had to get a towel to clean me off. When I get super horny, I enter a different headspace, and even a massive orgasm like that doesn't finish me off. This was one of those cases, and after just a couple minutes, I was ready to go again. Of course, Shane was incredibly backed up and needed to drop a massive load himself, so he reached into the nightstand and produced a Trojan Magnum. Sliding it onto his bulging, throbbing cock, he generously lubed both his sword and his intended holster.

Despite having never had a man inside me, I had my own collection of dildos by the age of 23 that I frequently made use of while coming to terms with myself. While high school and now college friends and classmates began to get engaged, married, and some even have babies, I spent many lonely nights having fun with myself. Bouncing on dildos with gay porn on my laptop, my hole was not a virgin to foreign objects, but this cool October evening, as day turned to dusk, my 23-year-old life was changed.

Shane, having lubed us both efficiently, slid the head right into my now sloppy hole with relative ease. Moaning as he did so, he slowly worked it in and out. With a couple quick exits resulting in audible *pops*, he moaned "Oh FUCK" as he began beating the head against my now slightly gaping hole. Very quickly he was back inside, and we assumed missionary. As my arms and legs returned to their previous positions of being wrapped around him, our lips met in a series of passionate kisses as he forced his way deeper and deeper. After a few minutes, he somehow managed to arrive at the base, and he was now balls deep inside. I could hardly believe it, but those frequent dildo training sessions definitely did the trick.

The very experienced Shane knew what he wanted, and that was an ultra slow buildup into climax. The rising action took at least 30 minutes as he slowly but steadily increased his thrusting speed. He continued kissing all over my head and upper body as we both moaned in unison. Of course by this time my hole became a little sore, but I knew he needed to finish inside me. I vocalized this to him, and he immediately reapplied ample lube and told me to hang on.

I soon found myself gripping the sheets on both sides of the bed as his thrusts increased to a hard and fast motion. My legs still loosely wrapped, my feet now bounced up and down on his muscular ass, while my own bubble butt repeatedly received its massive visitor. Within five minutes, my p-spot had all it could take, and I erupted into a massive anal orgasm. Much different from my usual orgasms, I think I nearly passed out as his furious thrusting continued. Thankfully for my now ruined ass, he announced a couple minutes later that he was finishing. I had him wear a condom because I wanted to be extra safe, but I have wished since that day that the incredible load he produced would have gone straight into my colon.

I told him I needed a penile orgasm to completely finish, as anal orgasms don't lower my libido. Despite being absolutely spent, he finished me off with a quick handjob, producing my third load of the session. He had enough energy to clean us off with a towel before collapsing onto me. His now condomless, flaccid cock was still as big as mine erect. It rested on my right inner thigh as his head rested on the pillow on my right side.

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I awoke and looked at the clock: 10:40 pm. I don't think he had moved and was still sound asleep. I had nowhere to be on Monday and no one was expecting me anywhere, so I reached over to the nightstand, grabbed my phone to reply to a couple messages, and drifted back to sleep under his warm, naked body.

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The next time I woke up, the sun was up, and Shane was gone. It was 8:00 am. Couldn't believe I slept solid all night. Still naked, but knowing we were alone in the woods, I walked outside to relieve my aching bladder. I walked naked along the 50-yard path back to his main cabin, leaving my clothes behind, and found Shane in his hot tub relaxing. Owning a business has its perks, such as deciding he didn't want to go in today while recovering from his latest sexual conquest.

As he saw me come in, he motioned me over. I was super thirsty so after quickly downing a half bottle of water, I joined him in the tub. He immediately snuggled up to me and asked me if I had enjoyed myself. I truthfully replied that I had, and I was myself honestly feeling surprised that I was no longer repulsed by the thought of cuddling naked with another man, especially after an orgasm. Something now felt right. As we chit-chatted in the tub, I reached down and felt him growing hard again. I positioned myself in front and started grinding my ass on his shaft. He quickly became fully erect as I sat in his lap under the water. I turned and wrapped my left arm around his head and this time I initiated the kiss. We began making out once again as we touched and rubbed each other's bodies. My ass was DONE, and I told him there was no way I could take him again this morning, so we just enjoyed each other and the tub.

He began licking my nipples as I discovered a new sensation that I enjoyed. After a bit, I retuned the favor. As my mouth wasn't sore at all, I offered my services once more. We got out and dried off before heading back outside. With us both only in a set of flip flops (I borrowed a pair of his), he led me on a morning walk through his garden/woods. He had done an incredible amount of work with the landscaping, even underneath a high canopy of tree cover. We strolled around until he found a spot near a small, flat bridge made of a soft, outdoor-safe material. I quickly learned we didn't stop here by happenstance. He announced this location as Blowjob Crossing, and said we would remain he until he was satisfied. I began to wonder just how many men had been here before as he laid flat on his back. I learned that the soft material was made especially with knees in mind, and I quickly knelt over his legs and leaned over to take him once again into my mouth. I was surprised, but he tasted much better this time, which made me more eager to pleasure him.

Last night had been about me, but this morning was now about Shane. I leaned into his cock and took more and more of the shaft until probably 5--6 inches was past my lips. Without saying a word he grabbed my head with both hands and began thrusting himself into my mouth. My lack of a gag reflex allowed him to soon get nearly all of his 8 inches into my throat. His shaft was so enormously thick, I was slightly concerned my jaw would break from the pressure. I knew, however, not to let my teeth touch him at all costs.

After at least five minutes of Shane flat out USING my mouth, he began moaning and breathing heavier. He released a healthy load of sperm and semen right into my throat as he held me down to the base, my nose buried in his trimmed but slightly fluffy bush. As he came I caressed his balls with one hand while holding myself up with the other. I was certain that I was Shane's newest bitch and that I'd definitely be back soon.

Spent again, we both took a nap right on the bridge, this time me on top, and woke up sometime around noon. He fixed us lunch as we were both starving. We remained completely naked all morning, as he said was pretty customary during a visit to his place.

Around 2 pm, after watching some TV, still naked, I could tell we were both ready for another round. Having not came now in about 17 hours, my high sex drive needed another orgasm. We proceeded back to the small cabin that had housed us the previous evening, where he told me we could introduce light restraints and toys. He confirmed that I was ready for that, and I had decided that I was. I had messaged with him on this subject before coming over, so he knew my interest in it.

He lubed and inserted a metal anal hook inside me and then attached thick rope through the other end. Running it through a pulley attached to the ceiling, he pulled the other end to the floor enough to just barely lift me. He tied the rope off and then handcuffed my hands behind me. Next, he inserted a ball gag and attached nipple clamps. Although I expected the clamps to hurt some, they were surprisingly comfortable. My little penis dangled helplessly as he began to play with it. He stopped and attached a collar around my neck, running another attached rope through a pulley and tying it perfectly so that both ropes had the same amount of tension. He was definitely a pro.

My ankles were cuffed and stretched as wide as possible as a spreader bar was attached. I signaled that I was still comfortable, so he brought my balls underneath and attached a humbler behind me. Effectively immobilized, he placed a blindfold on me. I heard him walk down the stairs an return a couple minutes later. With minimal noise from Shane, he placed noise-cancelling headphones on me. Within a minute or so, I was listening to various sounds of gay sex: moaning, groaning, screaming, slurping, plopping, etc. I quickly lost track of time and had no clue where he was, if he was even still in the room. However, this was one of my greatest fantasies, so I wasn't complaining.

The barrage of sounds gave way to what sounded like longer tracks of one-on-one sex. I eventually picked out Shane's voice on the audio, and realized this was recordings of him and his past hookups, likely all in this very room. After the first couple, I began to hear names being given in a deep automated voice: First Chris, followed by loud sexual noises, then James, which ran for a couple minutes, Kevin, David, Josh, and so on. After a while I heard another familiar voice before the voice said "Thomas". I was hard as a rock and could do nothing about it.

The track with Shane and Thomas went on and on and on. I don't know how long, but I was so horny I could hardly function. Suddenly, I felt a very light touch on my frenulum. This was followed by a quick swat to my shaft, which made me wince in pain. I then felt my shaft being stroked, followed by what I can only describe as an "expert blowjob". I came within two minutes of the sucking, and I felt my load going into a warm mouth. The mouth, whose I hoped was Shane's, cleaned my cock perfectly before leaving again, the audio still going, now with a guy named Donald, and my blindfold leaving me blacked out.

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The ball gag and anal hook were starting to get uncomfortable after what I guessed was three hours at least. The audio of Shane's conquests eventually became gay hypnotic messages, which seemingly looked to reinforce my attraction to penises. I was definitely feeling attracted to them in this moment when suddenly my ball gag was removed and a penis was forced into my mouth.

However, I knew immediately that this wasn't Shane, not even close. This cock was much smaller, likely around the size of mine. I assumed it wouldn't back away until it delivered a load of sperm inside my throat. I took it to the hilt and sucked away for about five minutes until the warm, salty load filled my mouth. After swallowing and cleaning it off, the cock withdrew and my gag was replaced. The hypnotic audio continued.

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After what seemed like a couple more hours, a hand lubed my shaft and then began to stroke with one hand while moving the anal hook with the other. The audio switched back to another of Shane's sex sessions, and I heard another familiar voice: mine. The audio then announced "Aaron" as I began reliving the previous night all over again. The ball on the hook rubbed my spot perfectly once again and within five minutes I was shooting a load all over what I assumed was the floor. By this time, I was pretty spent and honestly anticipating the end of my adventure. My gag was removed and a glass put to my lips. In it, watery cum oozed into my mouth, and I swallowed it all.

The headphones were removed, as were the hook, collar, spreader, humbler, nipple clamps, and finally handcuffs. Lastly, the blindfold was removed and in front of me stood Shane. It was dark out. I quickly glanced at the clock: 9 pm. I couldn't believe it. I'd been totally naked for over 27 hours now with what had yesterday been a total stranger.

Still naked, he asked if I'd had a good time and if I'd liked my surprise at the end: that being an anal/penile orgasm while listening to myself getting fucked and then being fed my own watery cum. I couldn't deny that I'd enjoyed it very much, even though I still struggled with the slowly fading inner feelings of thinking this was wrong.

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We showered together in the small cabin, mostly non-sexual except for a little rubbing and caressing. I think even Shane had had enough by this point. We dried off and left our towels, slipping on our flip flops and walking through the dark woods back to the main house. We got dressed and began to say our goodbyes. I made plans to come back soon. I couldn't deny that I needed him again. We hugged and kissed before I realized I didn't know whose cock had been in my mouth. As I was walking about the door about 9:45, I asked, and Shane replied, "Oh that was Thomas Dunn. He said your mouth was the best he's ever had. Did you enjoy his mouth as well?" I was floored.

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A Part 2 may show up eventually...