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My First Time Cumming

Posted by: Age: 14 at the time Posted on: 25 comments
9 likes 13 views Category: Masturbation Male Solo Tags: first cum, orgasm, cum, ejaculation, helping hand

The story of the first time I ever came which kickstarted a life of masturbation


I was a bit of a late bloomer. At 14, I had little to no experience of sex or masturbating. That's not to say I didn't know what felt good and I knew what an erection was, I just didnt know how to take care of it. I had a friend at the time who was a year older than I was and a big hit with girls around school. I knew he had had sex already, and was quite open about it. So when I went to stay at his one night, we got talking all about it. 

He described everything, what it felt like, what he did, what she did etc, and it definitely got me excited. He then grabbed some porn mags he had stashed from under his bed and we sat there and looked at the naked ladies, their tits, their pussies etc. I remember there was one woman in particular who was led on her back spreading her pussy open and I could see her wetness glistening. I remember thinking about wanting to touch it and see how it felt, see how warm it was. And then I came back to reality, and realised I was hard. I didn't want my friend to see so I tried my best to cover it up but he noticed I was being weird and called me out. I told him I was hard and thinking of that lady and that pussy turned me on. Not sure what really happened after that, but we got talking about masturbating or 'wanking' as he put it. I do remember he was absolutely shocked when I told him I had never finished before. 'WHAT?! NEVER?' he said. I was slightly embarrassed, and slightly naive, but I just never worked out what to do. I had just turned 14. We didn't have the internet, my household was quite strict, so I guess I just never had the urge to know more. 

He proceeded to tell me what he did, and before long, he pulled his cock out and showed me. He was bigger than I was, had thicker hair and he had a big blue vein running all the way down. He stroked his cock slowly in front of me and said he just did that until he felt tension build and he came. 'Easy,' he said. 

I felt weird at this point. I'm not gay, I've never had gay tendencies, but my cock was hard and was not going down. I didn't know if I was broken, shouldn't my cock be soft looking at another guy and his dick in front of me?! 

'Dont hide it, its normal,' he said. He told me he got hard a few times a day, sometimes when his mum was around, sometimes at school, sometimes when he was being driven somewhere. 'Totally normal, you just have to find the best way in those situations to hide it until later and you can take care of it'. I shuffled my dick about to get comfortable, and hoped it would just go away, and maybe I could take his advice tomorrow and 'see to it'. The difficulty was, his cock was still hard, mine was still hard, and we were meant to be sharing a bed that night, back to back obviously. 

'If you wanted, I could maybe show you a few more techniques to help?' - I mean, I was all for that. I was a novice, I didn't know what to do, how to hold it. All I knew is that if my cock was hard for long enough, It started to hurt and ache. So I asked him to show me the best way.

'So grab it like this, the best feeling is the tip and stroke it. Obviously the quicker you go the quicker you'll finish. Sometimes you can go fast, start to feel like you're about to cum, stop, wait a few mins and then go again. You can do that for ages and ages.'

He grabbed his cock again, and showed me exactly what he meant. He went quick, hard, fast. I don't know why, but I had the urge to grab my cock and try to copy him, which I did in my trousers. It didn't really feel like anything and I wondered if I was doing it wrong. 

'It's tough to do inside clothes, pull your cock out and do it.' I hesitated, no one had seen my cock before in this state. But after a bit, I pulled it out. We were both sat there, facing eachother with our cocks in our hands. 'Ideally, you want to be comfortable, I do it led on my back, but you can do it stood up, its just harder.' So I led back, propped my head up and carried on stroking the tip of my cock. Again, not sure if I was doing it wrong but it just wasn't feeling as good as I thought it might. For all the talk about it, I was expecting big things. He just watched me, and gave my pointers about my grip and motion. 'Speed up a bit, go further down' etc. 

'How does that feel?' - well O wasnt going to lie. Mediocre, 'alright', not mind blowing like I had hoped. 'OK, let me...' and he shuffled forward and grabbed my cock. I was startled, but the feeling of someone else squeezing it immediately felt better. And he started really stroking my cock, fast, hard, squeezing it, working it all the way up and down. It felt, weird, but it felt good too. It was weird because I was being jerked off by my friend, but the feeling of it being good yet naughty overrode any other feeling. 

'I'd lift your top if I was you' which I did. Not really sure why at that point, but he was really speeding up now. My hips stated to thrust uncontrollably, my breathing got heavy and all of a sudden, I felt a tightness at the bottom of my cock which started rising. Fuck this felt good, I didn't want this feeling to end......and then FUCK.... it happened. My cock grew, I let out a little moan and out of nowhere my cock started twitching and I came. I came so much. Some hit my neck, my stomach was covered, and my cock was dripping. He let my cock go and I just led there, covered in my own cum, my cock still twitching and still hard. I grabbed it to see how it felt - it was super sensitive, throbbing almost. 

'You can shower if you want' - up I got and headed for the shower. I knew whilst I was in the shower he was in the next room doing to himself what he just did to me. As I washed, I thought about how that felt and how I now knew how to do it myself, and that I couldn't wait to get home and try it again on my own. He never did ask me to repay the favour and make him cum, a part of me always wished he had, but we never spoke of it again after that. 

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