My First Time in Shane’s Cabin

I went home thinking about everything that had transpired at Shane's. I messaged him back on Grindr, thanking him for the experience but relaying that, despite some of my best orgasms ever, I was still unsure of the whole situation. He replied, "Just think about what you felt with me. Don't worry about the outside influences."

Those words sat with me, especially as I got home and pulled up gay porn on my laptop. Usually, intense experiences like I had that evening will require another orgasm to "wind down" afterward. As I watched big black cocks fucking white twinks on the screen, I blew another load and went to sleep.

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The rest of the week continued as normal. Friday evening came around, and I decided I was going to get in some dildo training. I got home and went in the shower to enema. I had a hose attached to the shower head that always gave me a nice deep cleaning before my playtime. After cleaning up and drying off, I set up my laptop and pulled out my dildo collection.

I searched to find a long video that would play while I used my dildos. I finally found a 55-minute long video that depicted gay hypno and words of affirmation and set it to play.

Immediately, images of muscular men and big penises flooded the screen, which eventually became videos of gay love. This love-making was accompanied by a feminine voiceover, saying phrases like:

"Take the cock. Take the cock."

"You know you love it you faggot."

"Suck that Big Black Cock."

"Swallow his fat cock."

"Take it hard in the ass."

"Eat his cum."

"Have his babies."

"You're such a fag for Black Cock."

And on and on...

Meanwhile, I got my hole lubed up and slid in my warmup dildo. It was five inches and not super thick. It could be used to massage my prostate perfectly and cause me to squirt handsfree. It was my first dildo from when I went to college at 18, and it, along with the others I'd acquired, was why it took until 23 to finally submit to a real man.

After working my hole for a few minutes, I switched to my 7-inch Black strapon dildo. This one had more length but not a ton more girth. I had a girlfriend for a couple years in college who quickly realized I was a sub. She became Dominant in the relationship and frequently pegged me or put me in chastity and had me fuck her with the strapon. After a while, we only used the strapon for sex, as it filled her much better and I could continue until her completion. She had been frequently disappointed during the early part of the relationship when I came nearly immediately each time. With the strapon, she came over and over, and I didn't cum at all. After two years, she broke up with me for a hung stud, whose cock I found out was the size of Shane's when she sent me videos of their lovemaking. Looks like we both ended up getting what we truly wanted: giant cock.

As the video continued, I progressed to my newer dildo in the collection: a ten-inch soda can-thick Black realistic dildo. This one filled me up to the brim, and it was the reason I was even able to take Shane a few nights before. I positioned the dildo underneath me, and lowered myself onto my giant friend. Riding cowgirl style with my hand and feet flat and my ass sliding up and down the shaft, my cock alternated between soft and hard. When hard, it would bounce around wildly, but not once would I dare to touch it.

At about the 25-minute mark of the video, I had my first sissygasm of the night, with watery semen squirting all over the towel I'd put down under me. This continued through the remainder of the video, and another one that was 47 minutes long, with me cumming handsfree a total of five separate times.

After collapsing from exhaustion and eventually cleaning up my mess, I checked Grindr. Still horny as I'd yet to have a penile orgasm, I wanted to see if I could find someone to sext. I had only received a couple messages, the latest, from a couple hours before, was from Shane.

He was asking when he could see me again to have my ass. Being off work until Monday, I replied that I could come over tomorrow (Saturday) night. He told me to make sure my ass and pubes were clean-shaven and to be over at 5 pm. He said he had a surprise waiting...

With that, I decided not to stoke myself to orgasm and remain horny until I saw him.

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At 4:58 pm, I drove down the long one-lane road near the mountain and finally reached and veered off into Shane's driveway. I arrived at the cabin and was met by him outside sitting completely naked. It was October, but unusually warm, probably still about 75 degrees. Before I could exit my car, he walked toward me and motioned for the window to go down. I complied and was met with his massive erection right into my face. Removing my shirt, I took him in one hand and guided him to my mouth. His cock smelled and tasted so good, just like he'd stepped right out of the shower.

"You are to pleasure me and swallow your reward before you exit your car. Remove the rest of your clothes now."

I did as requested, throwing all my clothes in the backseat and giving him the best blowjob my inexperienced self could through the window. After probably 15 minutes he grabbed my head with both hands and facefucked me until his load was deposited into my throat.

Shane opened the door and told me to go inside. He took my keys and locked the car up before following me inside. There was a large square container of water on his counter, and he took my car key off the ring and tied a string to it. Putting it in the water about halfway down, the other end was tied to a skewer that rested on top of the container. He put the box in the freezer, apparently intending to freeze my key solid to delay my departure. I had seen things like this online before and was intrigued, although usually it involved freezing the key to a chastity cage.

Without either of us verbally acknowledging this act, Shane ushered me into the next room and sat me down on the same couch as the beginning of the first encounter. This time, with us both naked, he climbed on top of me and immediately brought me to a kiss. It was like even though he'd just deposited a big load down my throat, he was still as horny as before.

Our naked bodies rubbed against each other as our stiff cocks touched, his of course much larger. We began to frot, with his hand rubbing our manhoods together. He seemed almost irritably horny, unable to concentrate on anything else and focused only on my naked body.

He laid longways on the couch and told me to get into the 69 position on top. I lowered myself over him, grabbed his cock, and began to lick the head. I, incorrectly, was anticipating equal action to my little cock, but was met instead with his tongue lapping at my smooth hole. I jumped slightly in surprise but then continued to go deeper down his shaft. Shane's tongue felt amazing, and I began moaning on his cock as the pleasure in my ass mounted.

Just then there was a knock on the door, but it was done a certain way, like a signal. Still in our position, Shane stopped and told me to keep my mouth deep onto his shaft. It was now time for my surprise.

Shane said, "Come in guys!", and the door flew open as two younger guys entered. Shane then said to me, "Aaron, it's time you met face to face with the second cock you sucked last week." My face went blood red as I heard a less masculine voice say "What's up Aaron" as fingers grabbed my chin and turned my head. Shane's cock slipped out of my mouth and within a couple seconds I felt a sharp smack to my ass. Shane put his huge meat back into my mouth as Thomas began to speak.

"Long time, no see bro," he said in a sarcastic tone. "I must say that when Shane told me your name last week when he called me to come over, there was no hesitation on my part in deciding to play with you for a little while."

I was so embarrassed I couldn't think at all. Almost like this was a dream.

"You're one of the last people I ever expected to see at Shane's," he continued. "I never took you for a bottom bitch in high school." I didn't know what to say, so I just remained quiet.

"But, since you're here, Shane told me to bring my boyfriend over so we could all chill out and play some." I looked over and saw a gigantic hunk named Matthew who had graduated in my class. I had no clue he was gay, as he must've hidden it over the years like I had. Matthew had been really into bodybuilding since back in middle school, and by the age of 23 he was an impressive specimen. I'm pretty sure his biceps were thicker than my legs, and his handsome facial features were certainly some I had fantasized about over the years. He had always had pretty girlfriends over the years, and I never dreamed that he was gay.

Looking at Matthew with a grin on his face, I exclaimed, "What the hell man!? What are you doing here?" Another hard smack to my ass and Shane forcibly put his cock back into my throat.

Shane then spoke, "You see, when Thomas started dating this guy, he quit coming to see me. It was by sheer happenstance that he messaged me last week a couple days before you came over. While you were tied up, I asked him and Matthew to come over. That is when Thomas and you exchanged blowjobs. He of course knew it was you when he did it, and he is the one who suggested we try to make this more of a four-way arrangement."

Thomas was now holding my head down on Shane's cock as I moaned in acknowledgment.

"I figure that if I get you addicted to my cock, eventually our relationship will go four ways. Two tops, two bottoms. We all share each other and no one from the outside, at least at first."

I still hadn't even completely come to terms with my homosexuality and couldn't remotely process what was going on right now.

"But, enough of that for now, I need to cum." And with that, Thomas worked my head up and down Shane's shaft as Shane continued tonguing my hole.

After 20 minutes or so I guessed, he blew a second load of the evening into my throat. I swallowed it all, having to lick up a little that ran down the shaft. After regaining my composure, I saw Thomas with Matthew on the nearby loveseat. Both were completely naked, and Thomas was leaned over sucking Matthew. He was as big as Shane...

"Yep. Two enormously hung tops and their eager bottoms. This will be a beautiful arrangement."

After Matthew blew his load into Thomas, Thomas got on his knees in front of the loveseat and slowly nursed Matthew's cock until it was completely flaccid. We all then sat rather awkwardly in the nude in Shane's living room.

Matthew had not said a word since he arrived, as Thomas had done all the talking for them both. I was too embarrassed to say anything at this point myself, and Shane just sat next to me with his hand slowly caressing my inner thigh.

Thomas got up and came over to Shane, both whispering to each other. Despite sitting next to them, I couldn't make anything out. Thomas went back and whispered to Matthew. The gorgeous hunk smiled widely and walked over to me, his flaccid cock right in my face.

"Go ahead and get me hard again, Aaron," Matthew uttered his first words since arriving.

I slowly reached out and touched his cock, becoming more comfortable with having a cock in my hand. Matthew stroked my face before forcing his now-growing manhood into my mouth. It grew and grew until a huge erection was buried in my throat.

"Matthew is actually bigger than Shane," Thomas informed me. "Whereas Shane is 8, Matt is more like 8.5-9 inches. I can take him balls deep in both holes, and we will be training you to do the same." I just moaned In acknowledgment. Despite my better judgment, I was beginning to enjoy this.

Matthew, on top of every part of his body being muscled, was shaved from head to toe. I saw no body hair at all, just hair on his head. He was brown-haired, which wasn't too long. It was slicked back with gel/grease.

I had been concentrating so much on other cocks, my own had gone soft. However, Matthew reached down and touched me as I sucked him, and my five inches immediately sprung to life. Shane, meanwhile, was being serviced by Thomas. He was downing Shane's cock into his throat like a professional pornstar.

A little while later, Matthew aggressively facefucked me to an orgasm, his second, and the third load of cum down my throat in less than a couple hours. Shane deposited his third load of the evening into Thomas. After a few minutes, the still-naked couple said their goodbyes to Shane and me and went out into the dark toward their car. Not much else was said after the tops' loads had been shot down the bottoms' throats.

I thought back to my key freezing into a block of ice and figured I was for sure spending the night. As Thomas and Matthew drove away, Shane said, "Don't worry, they'll be back another time. And I know you'll be back for more. But first, you're getting a lot more before you leave."

Shane motioned me to the hot tub, which we climbed in to relax. I noticed a TV mounted on the wall I'd not noticed the previous weekend. Shane turned on the TV, and screencast his phone to it. It was on a gay video site. He handed me the remote and told me to select a video. Without searching, I saw a BBC/white twink video on the front page. I selected it without putting much thought into it. It was a long video, done professionally and with good video quality.

As the young twink began servicing the hunky Black man, Shane said, "So you like Black cock do you?"

"I...oh well...I mean...wait I just..."

"Yeah I figured you'd be the type. Don't worry. Maybe we'll work one into the arrangement one day. Tell me, how many Black dildos do you have at home?"

I turned red again and replied quietly, "Two. Seven inches and ten inches." I was embarrassed again but clearly this turned Shane on.

"Well, tonight," he started, "you may not get a Black cock but you'll be taking all this white cock you can handle." I began getting hard after this statement. He grabbed my hand and placed it on his own erection, once again his rock-hard manhood was ready to be coaxed to orgasm. It would be his fourth so far.

Much like the last time in the hot tub, I sat in his lap as we made out. I was getting more and more comfortable with my mouth on Shane's mouth and cock. I figured I better, because I knew I wanted this and I was in for much much more of it,

After touching and feeling for around an hour as a couple more videos cycled through on the TV, Shane said to get out and dry off. He told me to slip on a pair of flip flops and he walked together through the dark woods along the 50-yard path to the smaller cabin. Inside, I was led upstairs into the bedroom and blindfolded. Told to lay face down, ass up, my wrists were bound behind my back, and my ankles seemed like they were tied to each end of the foot of the bed.

I felt Shane lubing my hole with his fingers, then working one, two, then three inside my sloppy hole. Still loose from my dildo training the night before, I didn't require much prep work for his cock to soon bury to the hilt.

And it sure didn't take him much time to mount my ass and indeed drop himself balls deep into my eager hole. I was massively horny, having held off on my penile orgasm last night, and had only cum twice apart from handfree sissygasms since visiting Shane last week. Thus, I was able to accept his manhood eagerly and with no problem.

Shane began grunting and moaning as he worked my hole, telling me to expect a marathon given his three orgasms earlier. About 25 minutes in, my prostate had enough and I had a massive sissygasm. I shook so much as I squirted onto the bed that I believe I passed out briefly. Shane never slowed down.

The first sissygasms and resulting aftershocks triggered more, and soon I was in an almost constant state of orgasm as the pressure from Shane's cock to my prostate was relentless and neverending. My cock leaked constantly onto the bed as I laid face down in disbelief that he could fuck me without stopping for so long. It was like he'd trained himself to be able to fuck as long as he wanted and then cum on demand. He obviously wanted this round to be really long...

After around an hour and fifteen minutes, Shane pulled out and undid my restraints. Still blindfolded, I was positioned into missionary, and my arms and legs wrapped around him as he kissed my lips passionately. Within five minutes of hard pounding, he grunted and deposited rope after rope of thick, warm cum into what you could at this point call my well-used cunt.

After resting on top of and inside me for a few minutes, he told me to lay spread-eagle, and my wrists and ankles were bound to each bed corner. After a couple minutes, I heard a buzzing sound, which I quickly realized was a vibrator after it was applied to my cock.

Shane worked the vibrator across my cock, balls, and taint as I squirmed and pulled at the restraints. Never getting close to letting me cum, he teased me for at least 20 minutes. Suddenly, he unhooked my ankles from the foot of the bed and refastened them at the head, so my ass was now exposed. Like last time, he began fingering my prostate, but this time holding the vibrator to my cock instead of stroking with his hand.

Within a couple minutes, I started begging him to cum, and just when he told me to cum, the vibrator was removed, leaving me to have a massive ruined orgasm as his finger still stroked my p-spot. I squirted another huge watery load, but felt absolutely no relief or release and was still incredibly horny.

Shane then removed the restraints and blindfold and made us change the sheets because of how much I had squirted all over the place with his cock in my ass earlier.

Something about having to change the sheets because a man made me squirt all over them did a number on affirming my true place within my brain. This was something you'd only think of a woman doing after extreme vaginal stimulation. However, it definitely appeared that I was the equivalent of a woman in this situation: leaking all over a massive hard cock. My legs were also incredibly weak from the massive fucking I'd just had.

Luckily Shane was prepared for this (how many guys had squirted here before??) and there was a waterproof mattress protector. We cleaned and dried the protector and put on new clean sheets. Still naked, we climbed into bed and Shane cuddled me until we fell asleep. I don't know why or how, but I was quickly becoming comfortable with Shane, even though this was just our second meeting. I was still incredibly horny, but I didn't question him ruining my orgasm. I knew this would eventually be a Dom/sub relationship and I would have little actual say in matters such as these.

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On Sunday morning, we awoke closer to midday, both of us tired from the night before. Shane told me that a morning blowjob would be a requirement after every night I spent with him, so I went to work on his now musky cock. It still had traces of lube and my ass juices on it, but I was still so horny that I sucked with reckless abandon. Flat on his back, I sat between his spread legs, leaned over to engulf his manhood once again. Within 15 minutes, he shot yet another load down my throat, although it definitely wasn't as big as some from the previous evening. He told me to switch positions, and he sucked me off just as I'd done him. After maybe 2-3 minutes I had all I could take and finally achieved a penile orgasm right into Shane's mouth.

Shane didn't swallow my load, but instead rose up to kiss me and deposited the entire load plus his saliva into my mouth, which I then swallowed as we kissed passionately.

Having had nothing but cum to eat in over 18 hours, Shane made me lunch. We exchanged phone numbers, as we had quickly progressed past the Grindr hookup stage. He said we'd stay in contact daily, and that it likely would eventually be constantly. He also told me he'd be sending me daily tasks and to complete them and show him via Snapchat, which we had also exchanged.