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First Time for Both

Posted by: Age: Then 20 and 21 Posted on: 7 comments
19 likes 22 views Category: Masturbation Male-Male Tags: M2M, first time
First time for us both

I discovered quite early on in life what masturbating was all about. I was an early developer, so I hit puberty first in my class. Being young, and it being an awkward faze, I didn't really know how to handle it, so I never had any crazy weird experiences with my friends, as I later found out, amongst themselves they were a rather kinky bunch. 

My family moved to our beach house a few years later, where I started High School. Fresh faces, fresh beginnings, I could develop my own self and be the person who I wanted to be. We use to holiday there a lot, so I knew a few people, so it wasn't all new to me, but being a new resident there made it different somehow. I went through High School, not thinking much about it, but the ladies started to take note of me. I am blond, blue eyes, I am quite short, and well build because if the surfing and playing squash. I ended up dating a girl, Elizabeth and we were together for about 5 years. After graduating High School and College, I wanted to travel. 

A friend of mine told me about a facilitator who finds jobs for young people abroad, and that she is busy organizing a get together for a few people from our town and a neighboring town, so he put me and Elizabeth in contact with her. 

We met with her and a few other youngster, we were both 19, and everyone else there was between 18 and 22. The whole process involved getting a 2 year working holiday visa for the UK, and she had a few secure spots at a hotel for most of us, on the Isle of Man. 

The following day, Elizabeth sadly passed away in a car accident. My world collapsed, and I wasn't sure if I should go away anymore. My family and friends convinced me, that moping around at home was not going to bring her back, and I should go, and get a fresh start, and get a new point if view. For understandable reasons, I could not fly with the rest if the group, as I wanted to attend her funeral. 

Skip forward two weeks, I arrive in the Isle of Man, in front of this old, refurbished hotel, that was converted into about 13 bedsits. My old friend from school and I were to share a bedsit, in the top floor. I quickly settled in, and one night as we walked from work, I spotted this dude, who I could not keep my eyes off. I have seen him around once or twice, but never spoke as we were either busy with work, or he was with his friends from his school. This night was the first night he walked home with us. He was the complete oposite of me looks wise. He was tall, had jet black hair, and a tanned skin. I remember he had the most beautiful smile as he said hi to me. He introduced himself to me as Fred. 

Didn't see him again for a few days, but I kept looking for him when I was at work. One evening as we got to work, they informed us that the function we were supposed to setup for the following day was cancelled to due heavy snow fall expectation, and most of the roads will be closed, so we can go home. 

We headed back home, a few of he group went to a pub, some went for dinner, and I cannot remember why I didn't join anybody, but I headed home by myself. As I went round our corner I spotted someone standing infron of our building, and what seemed to be only silk boxers. I thought to myself, what the fuck, it is snowing? As I got closer, I could see it was Fred. I asked why he was smoking outside, in boxers, in the snow. He laughed, and told me he was watching a movie, and was to lazy to out something on, but wanted to go outside for a smoke. I told him he is silly, we are allowed to smoke inside, and that he should come in for a coffee. 

He followed me upstairs, Jay my roommate wasn't there, so I made us coffee, and we did the casual small talk about how it is being away from home, the new work, the traveling experience etc. 

Over the next few weeks, we became very close, we would do rollerblading together on the promanade on our off days, go visit touristy spots all over and in general, we would just have fun. Often, I thought to myself, why are you looking at his crotch? I am not gay? Or am I? I dunno. A lot of times, on the tram or bus, we would sit very close together, hands would brush against each other, and there would be these awkward goofy smiles between us. 

One night, my roommate asked me if he would mind he moved out, as he met a girl. Fred was there, he heard the conversation and immediately offered to move in with me, as we had one of the nicer bedsits, with more space, and then he won't have to share with 2 other people anymore. 

The following day, the change over happened, and Fred moved in. Him on his side, me settled at my side. We wanted to celebrate, so went rollerblading. At one point, after a few minutes if silence, he told me ha wanted to tell me something. I told him, that I want to tell him something too. I wasn't sure how I was going to say it, but I got to a point where I really loved him. I was hoping that he wanted to tell me the same, but instead he told me that he is not sure whether he likes girls or not. I didn't tell him what I wanted to, so I played along and told him that I was with Elizabeth for so long, I never really thought about it? It sort always was just the normal thing for me to think about. I didn't tell him that I secretly developed a crush on him and that I don't know how to handle it.

In order to celebrate "the big move" of earlier the day, we decided to go to a pub for a few beers. We had one or two to many, so we headed back home in a very jolly mood, arm in arm, joking and singing. We got home, he had a shower and got into his hed, then I had a shower. As I got dressed (we used to turn our backs to each other), I decided to tease him a bit, by not turning around. Also not to make it to obvious that I was testing the waters, I got changed matter of factly, but I could see he was trying to catch a glimps. Erect, I am about 9inces, and I am a shower, not much of a grower, so I knew he saw something. 

I got into bed, said good night and just as I was abiut to turn of the light, he yelled out that something flew into his eye. I walked across to his bed, he sat up and swung his legs over, feet on the floor, facing me. I looked and there was something in his eye. I got my eyedrops out, and rinsed his eye. All this touching of his face, and my face being so close to his,  got me going a bit, and I tried to hide my semi from him. 

We said our goodnights, and I was really horny, for another guy. I was still confused but started to deal with it. 

A week later, we got home from dinner one evening, and as we were getting ready for bed, out of nowhere he asked me "the other night with my eye and you standing with your crotch so close to me, did you think I was going to give you a blowjob?" That feeling that overcame me... I was like, fuck .... He saw my semi, is he asking me if he can, will he? Will I? 

He was already in his bed, so I went over to his bed and sat at the edge of his bed. I asked him "Well, if I pulled it out, what would you have done?" He didn't say anything, but he took his hand "and pretended to slap my thigh and accidentally touched me now already rock hard cock. I said to him "If you want to touch it, you have to aim better". He took this as an invitation, and did his move again, this time hitting his target. I was instantly wet, as he pulled my cock out throught the piss slit in my boxers. I was going to die, it felt like my cock was going to explode. It felt like it was as hard as it ever has been and I swear it looked like it grew by another inch. 

Fred didn't really know what to do, he sort of just held it and squeezed it. I didn't wait for an invitation, I reached into his (same silk boxers I saw him outside with) and pulled out a decent sized, uncut cock of about 7 inches. He was rock hard and wet, and I couldn't wait to suck on it, play with it and just have this amazing first experience with this person who became my best friend. 

I went to lay down next to him, as we started pumping each other, every so often having to stop as to not cum to quickly. During one if these breaks, he looked at me, I looked at him, and I had my very first gay kiss. Our tongues were wrestling, our cocks throbing, boddies sweating as we started to pump each other again. Just as I felt my orgasm build up, I felt his cock in my hand harden, and at the same time we said, "I am gonna..." And then we both let loose. Ropes and ropes of cum was flying everywhere, drenching us both. He covered in my cum, and me in his. 

We were just laying there, unable to move, just looking at each other. He leaned in for a kiss, and said, "I guess we will have to sleep in your bed tonight, mine is a mess."

And that's when my life with Fred changed forever

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