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My First Time


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It's hard to believe that it is now 2015 and it has been two years since I moved to Amsterdam to live with Will after knowing him for only six weeks. We live in an apartment bang in the Centrum part of the city, just five minutes walk from the leather bars. I am now 20, he is 38 and I remember the night we met and the next few weeks like it was only yesterday.

 

A few days after turning 18, I had an argument with my girl friend and we split up. I'd always known I liked men, so plucked up the courage to go to a gay bar. (As it turns out it's a well known bar for men into raunchy scenes, but I didn't know that at the time.) I stood outside for what seemed like hours, trying to get the courage to go in, but in reality it was only about 30 minutes. In that time, I counted 14 men who went in to the bar.

 

After going through the doors, I quickly scanned the room and went straight to the bar. I felt like all the eyes were on me as I ordered a coke. I stood shaking on the inside and drank the coke in about 60 seconds. I had just finished the coke when someone behind me asked if I wanted another.  I turned to decline the offer, but a stud of man was behind me and without knowing I would, I ended up saying “Yes, thanks.”

 

He asked if it was my first time as I looked very nervous. I replied that it was my first time so he suggested that we go to the corner with our drinks and chat where I would feel more comfortable. He introduced himself as 'Will'.  

"Hi, Will.  I'm Jake," I replied.  Will explained that he was from Holland staying in a friend's house whilst doing some work.  I could hardly look at Will because he was so stunning and had an aura of masculine sexuality. He was tall, dark, handsome and he had what looked like a rock hard body. I am, 5' 5", have a 27 inch waist, and have short dark blonde hair.  In contrast to my slight build, I thought Will to be a man's man, and I was in heat.

 

I noticed Will checking over my body and he turned the conversation to sex. He asked if I'd had sex with a man.  

 

"No, I haven't.  I've just broken up with my girlfriend," I replied.

 

"I'd love to have fun with you, and I know you won't be disappointed," was Will's reply.

 

I hesitated replying and the next thing I knew, Will grabbed my hand and put it on his crotch. I nearly shot there and then as I could feel a massive long hard cock. It felt like it must be at least nine inches. I looked at Will looking for words, but he knew just what to say:  "I can see you like what I have for you."  With that my hesitation disappeared in a second.

 

"You wanna drop by my place for some fun?" Will asked.  Naturally I agreed.  During the cab ride back to Will's place, he had his hand on my leg and kept mine on his crotch and we were both boned the entire ride.  When we got to his place he made drinks for us and he put on a porn DVD, which depicted two guys, one, the bottom, who was about my age, as he was getting fucked bareback by an older guy.  The top eventually shot all over the bottom's ass before sliding back in.

 

"We'll be more comfortable if we strip," Will suggested.  I was trembling so bad I could hardly get my pants off, but not to worry.  Will helped me. My cock was rock solid and popped against my belly as he pulled down my boxers. I knew Will was big, but when he pulled down his pants, I was stunned by how big he was. His cock was not only long but so thick. He was also uncut, had pulsing fat veins running down his entire cock shaft and he had massive low hanging balls. (I later found out his cock measured ten inches when hard, and about seven inches thick.)

 

He smiled broadly, and suggested I have a feel. It was absolutely amazing, especially because there was a constant drool of pre cum hanging from the head. Will told me to sit on the edge of the bed so my face was level with his cock. He then put his hand behind my head and gently pulled me towards his cock, telling me to kiss it.  I didn't need any more urging.  Then he said for me to lick the head and taste the pre cum. Although I was still trembling, maybe even more than earlier, I did so and tasted him for the first time.  Will bent over and kissed me, our lips covered in his pre cum.  It was salty and so exciting to taste. "You like the taste?" he asked.

 

"Yeah, it's great," I replied.

 

"Good, you'll soon enjoy my pre cum lubing-up your ass," Will remarked.

 

"No way, Will.  Not only is that risky, but you are way too big.”

 

Will just smiled, saying "That's not a problem."

 

After a short time, Will sucked my cock gently as he knew how close I was to cumming and he didn't want me to do so. He turned me around and looked at my ass. He said it was one of the best he'd seen in ages. Will kissed my ass hole and shoved his tongue in. I never knew that could have felt so good and I groaned so loud and unexpectedly.

Will had us all over the bed in various positions from kissing to sucking each other's cocks, but even I could see that he had more interest in my ass.  It all worked to relax me and I noticed I was no longer trembling.  Before long Will had me on my back, my legs over his shoulders, whilst he leaned over to kiss me. His body was so big compared to mine and it made me feel so safe under him.

 

With his hand, Will rubbed some of his pre cum on my ass hole, fingering some into my ass.  The sensation was amazing. Still I repeated myself "I really don't think I can handle your big dick, and in any event, certainly not without a condom."

 

"That's okay.  We don't have to fuck, but I just wanna slide my cock up and down your ass crack," Will commented, adding "I'm good at getting ass to relax, if only 'cause I've fucked hundreds, if not thousands of guys.  So you know, practice makes perfect."

 

He had me sniff what he later called poppers and it got me buzzing. As he kissed me, I could feel his cock slide between my cheeks. After each slide, he stopped for a few seconds when he pushed his dick head against my ass hole. He would gently push until I groaned in pleasure, then he'd pull back and recommence sliding against my ass. He kept kissing me telling me how good his cock felt against my ass. His cock was dripping huge amounts of pre cum.

 

Each time he pushed his cock head against my ass hole, he left it there a bit longer. Although I was groaning, I told him I didn't want to be fucked. "Don't worry," Will said, "...you don't have to take me."

 

After maybe five minutes, Will slowly pushed more firmly and I felt my ass opening. His huge cock head was half in.  "I'll just leave it there for a few minutes before I pull out," Will commented, adding "You don't have to take any more.  But I can feel my pre cum lubing-up your ass."

 

He had me sniff more poppers and as he kissed me deep, I could feel him push further into my ass. I groaned again which seemed to encourage him more because he kept telling me how good I was doing and how hot my ass felt. All of a sudden, his head popped passed the first ring and it hurt like fuck. I asked him to stop and he said he'd hold it there for a bit until I got used to it. Will had me sniff more poppers and the pain did stop. He kept telling me again and again how good I was doing and I how my ass was making his cock pulse more pre cum into my ass.

 

I was getting to like the idea of thinking his dick was part inside me and that he liked me so much to fuck me, Slowly he slid further in. No joking, it felt like an arm inside me. All the time I knew I should ask him to stop but I was liking it too much.

 

Every few seconds Will slid further and further into me and every inch made me feel more and more pleased that he liked me so much to do this. Eventually, I felt I could not take any more and when I reached back I could still feel several inches of his cock on the outside.

 

Will was whispering how good his cock felt inside me and how he was going to make love to me and cum in me. He slowly started pulling back until his dick head nearly popped out. He then pushed back in. This went on for sometime, but each time he picked up the pace. He was kissing and telling me he could feel his pre cum leaking into me, making it easier to slide.

 

Will asked if I wanted him to stop. By that time I was enjoying it so much I said no way and and that I wanted him to fuck me. He said he was going to cum in me and all I could say was “yessssssssss shoot in me”. That got him going and he started fucking me even harder. He started breathing real fast and all of a sudden yelled as he was shooting. I felt his cock pulse six times as his ropes of cum shot deep in my ass.

 

He lay on top of me, cock still inside. I realised then from the cum on my stomach, that I had shot when he did and I was amazed that the fucking was so wild, I didn't even realise.

 

When his cock softened, it slowly slipped out and I felt empty without him. Will told me to lie on my stomach so his cum stayed put inside me. He said it was rude not to keep a guy's cum in my ass after he had fucked it there.

 

He got up and had me lick and kiss his cock which by then had gone to its normal seven flaccid inches. I could taste my own ass on his cock and drops of cum still leaking from his cock. It was so hot.

 

Will fucked me all night and shot in me another two times.

 

Next morning my ass was sore and the bed was covered in dry cum that had dripped out my ass. Before we got up Will fucked me again, giving me his fourth load.

 

We swapped numbers and I visited his place the next two nights when he again fucked his loads into me.

 

On the third night I turned up, there were two guys who, Will explained, were waiting to meet me.  It turned out they weren't actually Will's friends, but were fellow barebackers who he had met on line.  Of course they liked to top ass.  So all three of them raw fucked me, but that's a story for next time.

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  • 2 weeks later...
  • 2 weeks later...

I was finally on my way to Will's house for our third date. I am 18 and had been so close to jacking off so many times that day but I was pleased I resisted. The day had been endless but I knew he didn't get home from work until 6pm. I had told him I'd arrive by 7pm.

 

I was on the bus about 10 minutes from his place when my phone buzzed with a text. My crotch throbbed with excitement when I saw it was from Will. I opened the message and he was asking if I was on my way over. He said he had two friends with him who were there to meet me. The message filled me with apprehension for several reasons. I was hoping that we would have fun as soon as I arrived but now we'd not be able to. Secondly, the idea of meeting his friends worried me. What if they didn't like me and influenced Will and he dumped me? I replied that I would be there in about 10 minutes.

 

Arriving at his house, I rang the bell, so nervous now. Will opened the door wearing a pair of shorts and a vest. The shorts did nothing to hide the shape and size of his dick n balls and the vest showed his masculine chest. Despite my nervousness, my heart skipped a beat and I had a flashback of him on top of me fucking his cock and cum into me.

 

Will smiled, bent over and kissed me, pushing his tongue in my mouth and feeling up my ass. He led me into the living room and introduced me to his friends, Alan and Mike. Will sat in the armchair and they were sitting on either side of the sofa. Will told me to have a seat which meant the only place to sit was in the space on the sofa between Alan and Mike. The TV was on and a porno playing where a guy about my age was getting barebacked off a group of men.

 

As I sat, I was thinking how unlike that Alan and Mike were to Mike. Alan was about 30, he looked skinny, he had a gaunt skeletal face, and I would never have found him attractive in a 100 years. Mike was in his late 20s shaved head, average looking and dressed like a skinhead.

 

As I walked into the room and then sat down, I noticed that Alan and Mike were staring at me as if they hadn't eaten for a month and I was the first food they had seen. Alan especially had the expression of a hawk that was following its prey. (I didn't know then of course that they were not friends of Will's but hook ups from some site and they had never met Will or each other before. The only reason they were there was to top bareback me knowing I'd only ever had Will.)

 

The atmosphere was charged and uncomfortable. Will was clearly excited as I could see from the bulge in his shorts that he was solid and he had a wet patch. He was the only one talking, asking about my day and what I'd been up to. All I could feel was Alan staring constantly at me from the side so I pretended not to notice.

 

The porno reached the point when when one of the tops pushed in deep and yelled “I'm shooting take my load”. That was the trigger as I immediately felt Alan's hand on my crotch and a groan from him.

 

I reacted by saying “What the fuck you think you doing”. He quickly pulled back his hand and Will was saying Jake it's OK He likes you and I'd love to see him touch you all over.” That stunned and confused me. I had hoped Will was thinking I was his boyfriend so why would he want someone else to touch me? Will quickly went on to say that it was OK and to let Alan do what he wanted. With that, I felt both Alan and Mike's hands begin to touch me.

 

 

 

Despite my confusion, I boned up instantly, and submitted to their hands feeling me all over. I looked over to Will and he smiled and nodded that it was all good and to go with it. He then took off his vest and shorts. Seeing his cock again made me moan and remember what it felt like in my ass.

 

My groan further encouraged Alan and Mike and it turned into a frenzy. They both started stripping me. After Alan took my boxers off he looked at me and said “fuck yeah, short height, smooth, very thin, perfect, I can't wait to get in him”.” He put his hand through my legs and grabbed my ass. I felt his finger at my ass hole and then he groaned and said to Will “you're right he is still cherry tight”. Mike began taking off his clothes whilst Alan fingered me. He looked at Will and said “I'm going to enjoy doing that.”

 

Mike had tattoos all over his body and had a hard cock maybe 7inches long. Apart from porn, Mike's cock was only the second one I'd seen. Although it was much smaller that Will's I still looked at his cock and thought how amazing it looked. He had low hanging balls all shaved. In fact, he was shaved everywhere, even his pits.

 

Alan move out of the way to take his clothes off and Mike replaced his hand at my ass saying “fucking nice” when he felt my ass hole. He used some of his prelube on my ass hole and pushed in his finger. I looked over at Will who was slowly stroking his cock and smiling encouragement at me.

 

Alan took the last of his clothes off and I thought gross, lecherous. His body was gaunt, painfully skinny and unattractive. His cock though was impressive. It was maybe 9 inches, solid and leaking like a faucet. He came over to me and told me to suck it. I was thinking fuck no way but then Will said to go ahead as he'd love to see me do it. Reluctantly, I took the head in my mouth then something came over me and and I went for it. I took him as far back in my throat as I could. Alan moaned then as he said how good it felt, I then felt something else against my mouth and realised it was Mike's cock. Will said “suck them both Jake”. Alan put poppers against my nose and after two deep sniffs I took the head of both cocks in my mouth one on each side of my face. I could hear Will saying how proud he was of me. I was thinking, I have two cocks in my mouth and just three days ago I had never even touched another guy's cock. I thought what would my ex girlfriend or straight friends think?

 

Whilst Mike continued to face fuck me Alan went down to my dick. I felt him suck it. He was good at it but sensed I was close. He stopped and moved around to my ass. He ate my ass hole so good. I heard someone moaning and realised it was me. I had a guy eating my ass and a cock in my mouth.

 

Alan told me to bend over so he could get at my ass better. I did so but Mike never took his cock out of my mouth. He was forcefully pulling my head onto it. I felt Alan's cock against my ass cheeks as he slid his cock against me. I then felt his dick head at my ass hole and I knew he wanted in. Will passed him some lube which he smeared on my ass and his dick. He then pushed back against my ass hole.

 

I said “no way man, not without a condom.” I sensed all three of them hesitate whilst they didn't know how to handle my rejection of Alan's raw cock. Will came over in a second and told me he so wanted to see Alan fuck me raw. He said Alan wouldn't shoot in me, he just wanted to feel inside of me. Whilst Will was saying this I could feel the pressure on my ass from Alan's cock as he pushed. I was frozen by indecision. I knew it was risky to take it raw especially from a guy like Alan who was gross. I couldn't work out why the guy I thought was my boy friend wanted this but at the same time Alan's cock at my ass felt so good.

 

Will held the poppers to my nose and after a few sniffs they took away my reluctance. I felt the pressure from Alan's cock as he pushed and pushed. I felt his cock head pop in and Alan said “mmmmmmmm fucking nice”. He slowly pushed in until I could feel his balls against my ass. He held it there as if savouring the feeling. He asked Will if it was true that he was only the second one to get in me. I saw Will wink and nod. Alan groaned.

 

Will whispered in my ear that Alan's cock looked so good in my ass and to tell Alan that I wanted it. I replied by telling Alan to give me it. That started him off and he began fucking my ass. On the one hand I thought about how gross Alan was but on the other his cock felt so good in me. The verbal started building up. Alan telling me how good he felt in me, Will telling me how proud he was of me and Mike encouraging Alan to go for it.

 

Alan continued fucking me for maybe 10 minutes whilst the three of them talked filthy about “doing me”. Will looked at Alan and nodded whilst he said to me that Alan was going to shoot in me. Will quickly said he wanted that and he would slide straight in after Alan was finished, fucking Alan's cum deeper in me. Alan's thrusts got fast and hard and in no time I heard his breathing change and he yelled as he shot in me, I felt his cock throb four times and he held still deep in me. My mind was spinning with the thought id just taken Alan's cum.

 

After a minute he pulled out and Will got behind me and slid straight in. Will's cock, being so much longer and fatter than Alan's seemed huge. Will groaned and said how hot my ass felt covered in Alan's cum. He said he was using his cock to coat my ass walls with Alan's cum. Will fucked me like that for maybe 5 minutes then slid out without shooting.

 

Mike got behind me a slid into my ass. He had the smallest of the three cocks but it still felt good and I was blown away by the fact that in the space of 40 or so minutes I had had three cocks in me and one load from a gross man I would have ignored any other time. As soon as Mike slid in me the verbal started again about how he was going to shoot his load in me, only the third load I'd ever taken. Will stood in front of me and told me to lick and suck Alan's cum off his cock. I must admit the thought of Alan's cum didn't do anything for me, but Will gently gently pulled my head onto his cock. Once I tasted it, I lost all reservations about Alan and really got off on the taste. I cleaned, licked and kissed Will's cock.

 

The entire time Mike was hammering my ass , the other two were telling him “to do it”. Finally after a bit, Mike shouted to them he was about to cum and they yelled encouragement to him. His whole body shook as he unloaded in me. Will said how proud he was of me and got back behind me. He said fucking on two loads felt so good and he wasn't going to last long. He talked dirty about the two loads getting hammered into my ass walls by his dick and asked me if it felt good. I could only moan yesssssssss and at that, he shot so deep into me. He seemed to shoot for ages, holding all 10 inches in me.

 

Without a break in the proceedings, Alan again entered me. He took his time and fucked slowly but so deeply. The encouragement from Will and Mike continued. They were telling Alan “give to it to him again”. I caught sight of myself in the mirror, bent over and taking raw cock from an fuck ugly man and it sent me over the edge and I shot. Will was underneath me licking Alan's cock each time he pulled back, so he got my load all over his chest.

 

Mike licked my load up and the three of them kissed as a 3some swapping my cum from mouth to mouth. Will then came over and kissed me with my own load and whispered he was so proud of me.

 

Alan and Mike both shot another load into my ass and finally Will hammered it all deep. They both enjoyed Will doing it in their loads and I must admit it felt good.

 

As Alan and Mike left, Alan said to me “thanks” and it was only then I realised that neither of them had spoken to me once since I had arrived. They had only spoken about me to each other or Will.

 

Will lay next to me for an hour with me on my stomach so the cum would stay in my ass. He kept telling me how proud of me he was and that he liked his boyfriend to take other guy's raw dicks and cum. He said he wanted to see me take cock off 100s of guys, even guys I'd never seen. He said I would do so soon. I was so pleased he said he was my boyfriend, I didn't give any thought to Will wanting to share ass to any raw cock.

 

The next night Will took me to a fuck club, but that's another story.

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HI guys. Thanks for the comments. Keep them up, tell me what you like about what happened to me as it will encourage me to tell you more after the evening with the 3some to present day. I take Will's raw cock morning and night and he has me visit the fuck bars every afternoon here in Amsterdam whilst he is at work. Most nights we then go together. I don't have lots of time to write,and not sure I am good at it, so your encouragement and maybe friends request will help.

 

One thing I will tell you now. Will showed this site to me a few months after we met so I thought I'd better tell him I had posted these. I should have changed our first names but it's too late now. I thought he would be angry. Short story, when I opened the page and watched him read I could see his cock get rock solid and it stayed that way the whole time he was reading. I guessed what he thought and I was correct, my ass got a hell of a hammering and he planted two loads in me in just 10 minutes or so. That was all he needed to say, or not say as it turned out! 

 

Don't forget to give me encouragement and I will tell you more as soon as I can. Jake.

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