My First Time in Shane’s Cabin Pt. 03

I awoke Monday morning to a Snapchat message from Shane. It was a video of him stroking his big cock while telling me to worship it. I immediately grew hard seeing his cock as I was quickly becoming addicted. I kneeled on the floor and positioned the phone in front of me to reply with a video of me on my knees begging him to stuff his fat cock down my throat. He quickly viewed the video and replied with a message, telling me he had an unusually high libido and that we would eventually be sexting constantly as the situation (relationship?) progressed. He sent a follow-up saying he was at work now and to hang tight until this afternoon. Since I had orgasmed the night before into his mouth, he instructed me not to cum this morning.

With that, I didn't hear anything else from him and tried to go on about my day, albeit very horny. I also had a high libido, and having to go numerous hours without orgasms wasn't common for me. Many times I had 3-4 orgasms per day. Anyway, about 4 pm I received a text, rather than a Snap, from Shane, telling me to be ready to be picked up at 4:30. Still stranded at my house, I was both looking forward to seeing him again and to getting my car back, hopefully. He sent another quick text telling me to dress up to go out.

Shane arrived promptly at 4:30, and I walked to his car dressed in a blue checkered button up shirt, tucked into khaki pants with dark brown dress shoes. Shane had a similar outfit, but with black shoes, a solid purple shirt, and a blazer. I knew immediately this was a date, and felt both excited and nervous. I at first thought this arrangement was just for sex, but I was now thinking that maybe Shane wanted more.

He smiled at me and put his hand on my left thigh as he pulled out onto the street. We made small talk as he drove, I had no clue where we were going. We ended up driving 55 miles to the downtown area of the nearby large city, where we ended up at a fancy restaurant.

"Tonight, I wanna get to know more about you than just sex," Shane said. "If we enter into this four-way arrangement with Thomas and Matthew, I think it would work out even better if we possibly became a couple like them."

For the first time, I hinted at a bit of nervousness in his voice. He wasn't the overtly confident Dom that I encountered my first two nights with him.

"Shaneeee..." I started, feigning a bit of surprise, "this is all happening so fast. I don't know what to say."

Truthfully, I wasn't 100% sure that I wanted to be in a "relationship" and call Shane my boyfriend. As I stated before, I was just coming to terms with my homosexuality, and I wasn't even out to anyone publicly.

"I know this is fast Aaron, but I knew you were special the first night you showed up at my place, and I've been planning to make you mine ever since," Shane declared, some confidence returning.

This struck a submissive chord inside me and my inner self knew I loved hearing these words. I mean, I did know I was gay at this point, and I would eventually be seeking out someone to be with, so why not give Shane a shot? His sexual prowess was amazing, he had a great job, a lot of money (not that I was planning to freeload), and was very attractive. The age difference, he was 22 years older, actually didn't bother me much once I thought about it.

We went into the restaurant and got a table for two. He told me not to worry about the bill, that everything was on him. He then whispered with a smirk, "As long as you repay me when we get back to my place."

I grinned at him in response, as I was currently horny enough to suck his cock right in the restaurant. We ended up having a great meal and talking a lot about life, family, work, etc. He understood that I wasn't ready to come out, and he graciously agreed to respect my decision. Being that I lived a long way from any family, we didn't have to worry about them dropping in or finding out what I was doing, as long as I kept up with the occasional phone call from a parent or grandparent back home.

We returned to his place by 8:45, and I reminded him I needed to work tomorrow. My key was still frozen. As this was an outfit like I'd normally wear to work, he told me to remove it all so it stayed near and that he'd take me to work in the morning. I couldn't figure out what he had planned with my key and why he wouldn't give it back, but I didn't protest his wishes.

He immediately stripped naked himself as I finished putting my clothes neatly on his dining room table. I knew my next move and approached him, kneeling before him and licking his massive erection.

It wasn't long before he was halfway into my mouth as I bobbed up and down, my right hand taking my mouth's place when an occasional break was needed, massaging the saliva up and down the shaft. My left hand remained religiously wrapped around the lower shaft near the base, in order to constantly fully pleasure his entire length. My smaller cock had grown hard as well but was for now ignored as it gently bounced to the motions of me blowing Shane.

After about 15 minutes, Shane pulled me off and told me it was time. We slipped on flip flops and walked naked through the dark to the small cabin, ascended the stairs, and immediately embraced in a passionate kiss.

Not wasting any time, Shane brought out the lube and prepared my hole for his cock. He put me in missionary and slid in with little resistance, only needing a minute or so to bury himself balls deep. My ass was by now becoming accustomed to having a large penis inside, and I figured at this rate I'd never need to worry about not being able to take a cock to the base ever again.

Shane went gentle for about five minutes as we kissed but then a determined, serious look came over him and he began pumping faster and faster. I felt like I was being driven into the bed for the next 20 minutes as once again his stamina was blowing my mind. I thought he was approaching orgasm at one point but I actually ended up orgasming handsfree again, squirting my usual watery load all over my stomach.

Once Shane finally did get ready to cum, he grunted and moaned loudly as he dumped his thick, creamy load deep inside me. He then instructed me to jerk myself off and that I only had two minutes to cum or else I'd be denied tonight. I was so horny I had no problem beating the two minutes, and I shot a thicker load than earlier onto my stomach and chest. Shane cleaned us off with a towel and we fell asleep, his cum still deposited in my ass.

I had to be at work by 8 am, so at 6:30 we were up and in the shower together. Just a normal shower, although we did wash each other's back, ass, cock, and balls. We both got ready after the shower and Shane made breakfast real quick. Luckily our jobs weren't far from each other, so he dropped me off and went on to work. If anyone noticed I didn't drive, my story was gonna be that I had car trouble and that a friend brought me.

Shane texted me asking what time I got off to pick me up, as since he was the owner of his business he could set his own hours. I told him I'd be off at 5 today and he told me he'd see me soon.

About lunch, I received a Snapchat video from him. Opening it discreetly, I was greeted by him stroking his hard cock in the restroom, with a message saying "Wish you were here ;)".

After a typical day at work, Shane picked me up and we headed back to his place. He told me on the way that he had frozen my car key to test if I would easily comply with becoming dependent on him. I guess I subconsciously passed this test, as I was now relying on him for any transportation. Before we got to his house, Shane detoured to my place and told me to grab enough clothes and anything else I'd need to stay with him until Monday. He told me I'd be staying with him and he'd take care of all my needs as long as he got to use me each night. Explaining that this was an experiment for me to see how it would be if we were in a relationship, I was feeling more excited than scared and readily agreed.

After gathering my things, we went home and undressed completely upon walking in, as was the rule. We had dinner and spent some time cuddling in the hot tub watching gay porn on the overhead TV. As the hot white twinks made love on the screen, Shane and I began making out in the tub. I reached under the water and began massaging his cock as his erection began to grow. What I now knew was my nightly duty was quickly approaching as Shane lifted himself onto the side of the tub, his wet cock now out of the water. My mouth went directly to it, sucking him in a similar manner as the night before.

Twenty minutes later we found ourselves back in the smaller cabin, again upstairs in the bedroom. However, this time, I was restrained. After I was tied spread eagle on the bed, Shane leaned on the headboard as he shoved his 8-inch erection into my throat. After a thorough face-fucking, thanks to the fact that I'd been able to control my gag reflex, Shane deposited a nice load straight into my stomach. I felt like this was dessert and deep down couldn't believe that I was craving and enjoying this treatment.

After his orgasm, he left the room, walked downstairs, and went outside, leaving me tied up.

After a few minutes, I heard a chainsaw noise and it sounded like he was outside cutting tree limbs or something. It was getting close to dark, so after about 20 minutes the noise ceased. No lights were on in the cabin so I lay tied up in silence and near total darkness before I heard him come in and climb the stairs.

"Sorry about that, just needed to trim some tree limbs. I've been getting behind on the upkeep around this place." I was literally wondering why in the hell he decided this was a good time to trim trees as he continued, "Just wanted you to get used to being in bondage during normal daily activities. One of my bondage kinks involves my sub being tied up during routine daily situations, such as me performing masculine work outside while you're tied to the bed and forced to wait for my return."

I loved bondage but was a little perplexed by this dynamic. Part of me thought it was a little different, the other part wondered what might become of it.

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Wednesday and Thursday went much like Tuesday. Shane took me to work, picked me up, made me dinner, and used me until he orgasmed. Wednesday night was an hour-long anal fucking ending with his load buried inside me. Thursday night was another fucking, this time in doggy style, until Shane pulled out and busted all over my face. After scooping and licking up my facial, I was allowed to cum only if I'd also eat my own load, which I did after stoking for at most three minutes.

Friday morning began like the rest, but I figured Friday night would be a little more wild as we didn't have to get up early Saturday. At lunchtime on Friday, I received a text from Shane: "Date tonight. We'll get ready to go out as soon as we get home this evening."

I was instantly excited, as I was beginning to fall for Shane, even though it had only been a couple weeks, and I was beginning to look forward to the more romantic side as I'd first been shown on Monday.

After arriving home that evening, we showered together and dressed up similarly to our last dinner night. We didn't head to the city but had dinner in a neighboring small town where we didn't know anyone. Not as fancy but still a good time. Shane took me to see a movie, and he insisted we sit in the back row. The theater was particularly crowded, and about 30 minutes in, my hand had found its way into Shane's khakis. Discovering his lack of underwear, I immediately began stroking his shaft. After a couple minutes, he was fully hard, and since no one was in the couple back rows to see us, he slid his pants down enough to free his stiff rod. I knew this was my cue, and I engulfed him with my mouth. After quietly massaging him orally for a good portion of the movie, he quietly orgasmed into my mouth, and as usual I swallowed all of his seed.

On the way back to the car, we decided to make it official. Shane was now not only my first sexually, he was my first boyfriend. I felt a sense of right that I'd never felt before, and I couldn't wait to see where this relationship went. I did share concerns about us moving too fast, which usually leads to a relationship flaming out, and he said he shared similar concerns but thought that we had perfect chemistry and the right personalities to not allow our relationship to fail. When we got home, Shane removed the block of ice containing my car key from the freezer and told me that when my key melted, I needed to gather my things and move into his place permanently. He then told me eventually another key would be frozen in its place, one that would be permanent. I had no clue what he meant by that, but I quickly forgot the statement as we undressed and got in the hot tub. Shane picked the porn for the evening, and just as quickly as I'd forgotten, I then realized what he meant by another key as I watched a young twink locked in a chastity cage being fucked mercilessly by an older white Daddy. I knew then Shane had specifically picked this video to play and that chastity might soon be my fate. Shane didn't say anything about the video, nor did I, as I was admittedly a little nervous about following through with such a commitment in real life.

After about an hour and a half of watching porn and relaxing in the hot tub, neither of us had initiated any sexual contact, to my surprise. I guess we were both tired, as it had been a long day, but I wasn't shocked when, a few minutes later, Shane ordered me to get out and dry off. It was another unseasonably warm night outside, and we went outside into the dark. Instead of going to the back cabin, we walked out front to a big tree. While not beside the road, we would have been visible had anyone pulled up. However, it wasn't likely at all given his remote location and the time of night.

Shane had grabbed a rope from the house on our way out, so I immediately figured I was being tied up in some fashion. My suspicions were confirmed when I was bound tightly to the large oak tree in front of his house. It must have been quite a sight seeing my naked body tied to a tree with my rock-hard penis sticking straight out, albeit not that "far" out.

After securing my wrists and ankles by tying each to its pair on the other side of the tree, I was completely incapable of escaping. Shane went inside and was gone for a little while before coming back outside. He then began massaging and sucking my cock, but not applying nearly enough stimulation to induce orgasm. After maybe 25 minutes of Shane's relentless teasing, I was almost out of my mind horny. I suddenly heard a car approaching and saw headlights. I almost came apart then and there, going from horny to panic in five seconds. Shane, however, just ceased touching me as the car arrived and parked.

When the engine stopped, two doors opened and one familiar voice said, "Hey Aaron, I see your boyfriend has you in quite the predicament."

Soon after, a nude Thomas and Matthew joined Shane in front of me, and Matthew approached me and began to make out with me as our boyfriends looked on. I guessed this was the beginning of the four-way relationship Shane mentioned to me. Matthew was an excellent kisser, and I was sort of still in shock that he was even gay after being in school with him since we were little.

Matthew's strong hands explored my body as he continued kissing me for at least five minutes. Once the kiss was finally broken I glanced through the night to faintly see Shane standing a few yards away, his cock buried inside Thomas, who was kneeling before him. My attention quickly shifted back to Matthew as his massive cock, between 8.5 and 9 inches, now hung in front of me at full mast.

He whispered to me that I was his tonight, and I figured that meant I was going to be taking him in my ass. I was a little jarred that Shane had decided that we would swap partners tonight, mere hours after I officially became his boyfriend. Nonetheless, nothing was happening that I was uncomfortable with, as I was horny and rock-hard in anticipation of what would come next.

I soon realized that Shane and Thomas were gone as Matthew untied me from the tree. We then returned to his car, where the backseat was laid flat, connecting the trunk to the cab and giving plenty of room to lie down. With our legs extending into the trunk part, I laid on top of Matthew as his huge muscular arms wrapped around my body. He grabbed a bottle of lube from the front seat, quickly coating his entire shaft and dipping a couple lubed fingers inside my hole to prepare me. With little resistance, I took over half his above-average length on the initial insertion. After three or four pushes, Matthew quickly went balls deep (again, thank you dildo training...). I was lost in pleasure as he jackhammered my asshole for the next ten minutes. Afterward, he slowed the pace and we had much more sensual love-making sex for the next 45 minutes.

Matthew had me in doggy, cowgirl, reverse cowgirl, missionary, and other positions as he continued a slow but steady pounding. Between him and Shane, my hole was past being ruined, and I figured eventually I'd have a permanent gape. I knew I was in for years of this treatment, but I had quickly become addicted to the sheer pleasure of prostate stimulation. Speaking of which, Matthew's cock induced my first sissygasm about 25 minutes in, followed by a couple more before the hour mark of his fucking.

Matthew finally withdrew his cock, telling me to worship his feet. I admit, I did have a foot fetish and he did have extremely sexy feet. The long, straight toes and perfect toenails made it easy to worship, even if they did smell a bit pungent. I ended up sucking his toes and then forcing about half of his foot, including all five toes, into my mouth. He repeatedly told me how much it turned him on as he very slowly stroked himself.

We returned to fucking in missionary, and Matthew, with a renewed vigor, fucked me so hard I almost had to ask him to stop. Just before I'd tapped out, however, he announced he'd be breeding me in the next few seconds. Matthew kissed me deeply as his massive load erupted into what was probably my colon. His thrusting slowly ceased as the waves of his orgasm subsided. He withdrew from my ass, which was now completely fucked, in more ways than one.

We were both exhausted and fell asleep in the car almost immediately.

To be continued in Part 4...