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The Initiation, Part 1

by Nowinyourhole


I had been offered membership into an all-male gay sex group. After my round with the two studs that fucked me from both ends, I was definitely interested in more. I was told about the requirements, which I already met the physical and sexual parts, but I would have to be initiated by a senior member. Upon hearing this I asked what "senior" meant. and I was assured that it was not "senior citizen," but just a member of the group that had helped in first starting the group. I was all for it...if only I knew.

I arrived at a resort getaway, apparently owned by one of the members--where all of the big get-togethers were held. I unpacked my things...hardly anything: jockstrap, personal hygiene supplies, and one change of clothes. I heard a knock at my door, and when I opened it the man introduced himself to be Brian, which was the person who would do the initiating. He was tall, short hair, clean shaven, and had a definite gym built body.

Through the tight pants I could not see any body fat. And his arms were huge. He told me that he would be showing me around the grounds. I said sure. He told me that since I was there to be initiated, that I was required to always have on my jockstrap...and nothing else. I was a little taken-a-back, and he told me not to worry that we were the only ones there. So I complied.

I stripped completely, and put on the jockstrap. I could see him looking me up and down as I changed. And from the bulge in his pants he liked what he saw. "First," he said "we have to get you cleaned out." He lead me into the bathroom and there waiting for me was an enema bag. He had me get on my hands and knees and keep my ass in the air. He smacked my ass, and lubed up my hole for the nozzle. He then inserted the nozzle into my hole and started the enema solution going. I felt like I was being filled with a gallon of the stuff. But I held it in and after it had all entered me, he removed the nozzle and inserted a butt plug.

He told me to relax and to just let it take effect. He chatted a little bit, and I tried to chat back, but I was a little preoccupied with something else. He laughed at my expression, and said that it was probably okay to let it out. He removed the butt plug and told me to go ahead and sit on the toilet and let loose. I did and what a relief it was. I got all of it out, and then waited just to be sure. And then cleaned up and flushed and went outside to meet him. He looked at me like it was the most natural thing in the world, and said, "Okay, time for the tour."

He showed me the kitchen, dining room, TV room, gym, steam room (oh the fun to be had in there), Jacuzzi (more fun), the outside pool, and the outside patio walk-way. We had walked all over the outside and I was beginning to get really comfortable in my new attire, or lack-there-of. We got to the end of the walkway, and were standing beneath a gazebo. He said that that was all of the grounds and I asked, actually innocently, if that was all there was. He looked at me with a smirk and grabbed the bulge in his pants and said, "No not everything; time for the initiation." The way he said it made the hair on my neck stand on end, and also my cock swell. He told me to get on my knees and suck him. I did, and was about to unzip his pants when he grabbed my hands and said, "No bitch, you haven't earned it yet. So suck my cock through my jeans."

I began sucking as hard as I could on his now fully hard cock, right through his jeans. I licked all the way up and down it. He moaned a few timed and pulled my face closer to his crotch. I took this as a good sign, and started sucking harder. He finally looked down at me and said, "Okay you seem to really want this cock, so come and get it."

At that he unzipped his pants and out sprang his hard cock. It hit me right in the face, it was so hard. I immediately swallowed the entire shaft (a trick I learned from the two guys who introduced me to this lifestyle). And he let out a deep moan. I took him all the way back into my throat, and out again. I would run my tongue all over his cock head and piss slit, when I would back off from deep-throating him--and he was going crazy. He was calling me all kinds of kinky, degrading, and humiliating names. And I went even harder and faster.

He began to fuck my face and grabbed my head. He would go out all the way until just his head was in my mouth (so I could suck and lick his cock head) and then plunge it all the way down my throat, again. He kept this up for I don't know how long, but finally he shoved his cock all the way back into my throat again. And with a giant explosion, blew his load directly down my throat. He held me there, not even letting me take a breath, until he had spent his last drops into my throat. Then he pulled back and told me to suck everything out. I did, after a quick deep breath, and sucked every last drop, that hadn't shot directly down my throat.

At the point he pulled me to my feet and said, "Boy, you are a find. Where did they find you?" I relayed the story of my encounter at the gym steam room, and the "after workout get-together" at the two guys' house, (which he seemed to enjoy hearing about in detail). He then said, "Okay, I've had that mouth of yours, now let’s see that ass, I've heard so much about."

He had me get up onto the wooden table in the middle of the gazebo, on to all fours, with my ass facing him. He slapped my ass cheeks once or twice, and then spread them apart and went to town eating my hole. He would dart his tongue in and out, lick the entire hole and then shove his tongue as deep as he could get it. I was in my own little world at this point. I was moaning and my cock was leaking pre-cum. He stopped and stood up and I heard him taking his pants all the way off and kicking them aside. My asshole was quivering at this point, from the recent attention and from the attention that I knew it was about to get.

I felt his cock head press up against my hole; he was already hard again. Then without warning he plunged his entire shaft deep into my asshole. I was shocked by the suddenness of his attack. But at that point, I wasn't going to say anything. He then began to fuck my ass hard, deep, and fast. I don't know how he didn't cum quickly from the tightness of my ass, but he kept going for at least 20 minutes of the hardest, raunchiest, and best ass fucking I had ever had. He fucked my ass like his life depended on it. And he kept up the verbal humiliation all the way. He made me tell him that I was a cock whore, that I loved him fucking my ass, and that I wasn't happy unless I had a cock in one of my holes, and anything else he could think of. He called me everything from cock slut to cum guzzler. And he kept up his hard fucking all the way.

Finally after all of the pounding of my prostate, I started to cum and that caused my ass to twitch and tighten around his cock. And with a deep, hard thrust, and a very loud moan, he plunged his cock all the way into my ass and came in an explosion of cum, that eclipsed the orgasm that he had earlier in my throat. He coated my insides with his cum. I couldn't believe how good it felt. I milked his cock with my ass muscles and fucked his cock a little more, while it was still hard. I could feel some of his cum sliding down my leg, as it escaped my now-well-used hole.

He laughed and said, "Yeah kid, you are definitely a keeper. Welcome to the club."

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14 Gay Erotic Stories from Nowinyourhole

A Good, Hard Fuck

I came into his house, like I have done on many occasions, only this time he was going to fuck my ass. i have known him for over a year, and while we have been friends, we have never fucked or played around. Then one day he sees one of my emails to a group that he is also a member of. I was wanting to have my body used by someone. He responded, saying that he knew someone who would like to help

Blackmail, Part 2

The next day I report to his house as I was ordered to do. I notice the other motorcycle in the driveway, which I saw when this whole thing began. I knock on the door, and my neighbor opens it. "Here's my little cock bitch. I was wondering if you were going to come over as I told you." he says guiding me inside. He grabs my crotch through my shorts and squeezes. I let out a little moan, and

Blackmailed

It all started about 6 months ago; I see a hot looking neighbor move in down the block. This guy must live to work out; I have never seen a guy wear so many different leather outfits. I had gotten a summer gig mowing lawns; hey it pays well for about an hour’s work. I had fliers up around the neighborhood and had quite a few customers. Then one day I got a call from a guy asking about me

Forced To Suck My First Cock

I had worked out for over two hours in my favorite gym and all the while I kept seeing this big guy ripped enough to play professional football, glancing over at me. This guy was big and he kept looking at me, especially when I was doing my squats. It's getting late and the gym would close in about an hour call it a night. I returned to the locker room, and got undressed, and washed off all

Fucked By My Teacher

I'm not sure exactly how I got into the situation, but here is what I do know. I was at the end of my senior year of high school, and had been asked (told really) to stay after class by my Wellness teacher. He was a former marine, and kept in shape. He always enjoyed competing against us high school boys in feats of speed, endurance and strength. I approached his desk after everyone else had

Fucked From Both Ends, Part 1

It started out innocently enough. I met him at the gym. Very hot ripped body. I had just finished an intense workout, and was now relaxing in the steam room, alone. I was naked with only a towel over my crotch. I heard the door open and opened my eyes and saw HIM enter the steam room. God was he built, just like one of those gay porn stars you always fantasize about. I didn’t make it obvious,

Fucked From Both Ends, Part 2

After I received his reply, I read it twice to make sure that I had it all right, he said that he was into role playing, and that turned me on because I had never done that but was interested. He wanted me to come to his house and act like I was lost and looking for directions. I was supposed to play it like I had never been with another guy, and had not even considered gay sex before. I

Hard Sweaty Sex

Up to this point I had never been with what most people describe as a bear (hairy, muscular, and maybe some extra padding). I met James at a friend's party, and we had talked and then gotten together afterwards. He was 39, white and a true to form bear. He had told me about what he was into, just some really energetic hard sex and the idea of him pounding my tight ass thrilled me, so I decided to

Sling Fun

I was invited to my first gay sling party and I was looking forward to being fucked and having a very good time. I am a 22 year old SWM, versatile bisexual. I keep in shape, and look after myself. I always shave my self clean and give myself a enema before getting fucked (it just seems cleaner that way). I love being fucked and giving and receiving oral and being rimmed. I arrived about half

The Initiation 4: Initiation gift

I decided on the couple who had brought me into this club. I walked up to them and said, "Let's have some more fun guys." They both smiled and the one who originally found me, Alex his name turned out to be, said, "I knew you needed a second round with us." With that we were off to their private room, and what a room it was. More like a suite. I was still naked and Alex enjoyed another long look

The Initiation, Part 1

I had been offered membership into an all-male gay sex group. After my round with the two studs that fucked me from both ends, I was definitely interested in more. I was told about the requirements, which I already met the physical and sexual parts, but I would have to be initiated by a senior member. Upon hearing this I asked what "senior" meant. and I was assured that it was not "senior

The Initiation, Part 2: Leather Slut For Master

I was all but recovered from yesterday’s hard ass fucking. I had relaxed the rest of the day, spent some time in the pool, Jacuzzi, and steam room...just enjoying the facilities. The next morning I awoke to find a new set of clothes set out for me on the dresser: a leather jockstrap, metal cock ring, leather collar, and a set of nipple clamps, along with a note instructing me to put on my new

The Initiation, Part 3: Final Exam

I had been lying in my bed after the long night’s sleep I got, after the hard fucking last night. After which I had to take a cold shower, because I was not allowed to cum. So after all that and good night’s sleep, my balls were still hurting like hell. I had never had blue balls to this extent. So now here I was just lying in bed trying not to think naughty thoughts, and especially trying

Why Me?

I was always getting hit on by gay men. I don't know why, but it was always seemed to happen. I would be at a bookstore (not a xxx bookstore) reading over a book, trying to decide if I would buy it and up would come a guy and make a pass at me. I was never rude or angry, but I would simply say that I was not gay. And that would be it. But this night, things didn't end with a "no." I had been

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