I don't remember exactly how old I was when I first started masturbating. I guess I was around 12 or 13 (I am 19 now). I had talked about masturbation at school; my friends asked if I had ever tried it, and that question encouraged me to experiment for the very first time. Whenever I've read or heard other people's accounts of their first time masturbating, the tale inevitably ends with them enjoying this incredible feeling of orgasm. It was a little different for me. I remember my first time well: It was a Sunday afternoon, and I was fairly bored. I just decided to try it and see what happened. I sat on the toilet and used the classic "Fist" technique. I went slowly, and it took me a little while to reach orgasm. Once I finally reached the point of no return, I was actually quite scared. The feeling was completely different from anything I had ever experienced before; indeed, it was totally different from how I had imagined it. I recall feeling these strange, alien waves of "something" all around my genital area, and I was frightened by them. There was no ejaculation; the orgasm was completely dry, and this scared me even more, as everything I had heard suggested something should have come out of the end of my penis.
This first experience was quickly followed by a lot of guilt. I felt as if I had done something wrong. Although I felt pretty bad for a couple of days, and lost quite a bit of sleep over it, I got past these feelings fairly quickly. Guilt has never been an issue for me since. A week or two later, I experimented again. This time I actually enjoyed it. I think that because I was more ready for what was going to happen I was more able to relax and let myself sink into the incredible orgasmic feeling. Again, it was a dry orgasm; in fact, I don't recall having an ejaculation until I had been masturbating for a good few months. Dry orgasm was so normal for me by then that I was surprised and amazed when I ejaculated for the first time. I felt like a real man — although now I sometimes wish I could go back to the convenient, mess-free world of dry orgasms.
Like most teenage males, once I had discovered masturbation, I spent a lot of time doing it! When I was 14 or 15, I would often get an erection for no apparent reason; I would just be sitting there watching TV, or reading, and then from nowhere would come an erection which was usually accompanied by an intense need to masturbate and let out some of the sexual tension building up inside of me. Of course, on many occasions I would be able to nip off to the bathroom and satisfy this need. This does not happen to me so much now; I tend to plan my masturbation sessions ahead, although I do sometimes feel the profound need just to ejaculate and come to orgasm as quickly as possible. I love to take full advantage of erections that occur for no apparent reason; I am aware that these opportunities are likely to occur less and less as I get older, so I figure I might as well enjoy them while they last.
My masturbation frequency has definitely decreased as I have grown older. I don't believe I ever masturbated more than 3 times in a day; frankly I prefer to take my time now and enjoy one mind-blowing orgasm instead of 3 unmemorable ones. However, although my frequency may have decreased, I certainly experiment with new ideas and techniques much more readily now than I ever did before. In fact, my willingness to try different things in the search for more pleasure seemed to coincide, in part at least, with my discovery of JackinWorld. Coincidence? I think not!
Usually, I like to masturbate late at night, when I am unlikely to be disturbed. If I'm taking my time I lube up and enjoy all the feelings that accompany the buildup to orgasm. I have to admit I am not the best person at holding off orgasm. Sometimes I can manage it fine, continually edging toward the "point of no return" and then stopping before I actually get there — but on other occasions I feel orgasm approaching and just carry on to the inevitable conclusion.
I used to masturbate mainly in the bathroom; it's convenient and safe, as the risk of being interrupted is minimal. As I grew older, though, I found that my wish to explore my body fully and enjoy the whole masturbation experience meant I needed to be in a different kind of environment. I began masturbating in my bedroom more and more, although doing that has created a few occasions when I have very nearly been walked in upon.
I have only actually been "caught" masturbating on one occasion. I was 15 and had just discovered porn on the Internet. I was at at my computer, one hand on the mouse and one giving all its attention to my penis. My mother knocked on the door; I panicked and she walked in, to be confronted by the sight of me with my trousers around my ankles, erect penis in hand, and a picture of a naked woman on the screen. She just walked out. We never talked about it; I think she realized it is just something I need to do, although I was surprised she didn't comment on the pornography — after all, I was only 15.
I have masturbated in most of the rooms in the house; I always used to especially enjoy using the lounge for my sessions. More recently, the shower has become one of my favorite places. If the house is empty, I can take my time, and the showerhead lends itself to many different applications! The first time I masturbated in the shower nearly put me off for life, though. I decided to use soap for a lube. Unfortunately some of it worked its way into the wrong place, and my penis stung for the rest of the day.
I've also masturbated outside, although I did this only once. In the summer of '98 I was on holiday, staying in a villa in the middle of nowhere. The place was surrounded by fields, and one day, when everyone else was out, I decided to go outside and see what the sun felt like on my penis. The excitement and novelty of the situation meant I didn't last very long, although the orgasm was one of the most intense I have ever experienced. I intend to do it again sometime, but it's a matter of finding the right spot at the right time.
I've tried a lot of different techniques. It took me a while to progress from the usual "Fist" method, but I now use a wide range of methods to spice up my sessions and make them far more enjoyable. I love using lube, but I don't do it very often because it tends to be messy and makes for a difficult cleanup. When I get the chance, I tend to make the most of it. I have also tried anal stimulation. It took me a while to pluck up the courage to try it, but having experienced it I can say it adds a lot of pleasure to any masturbation session.
I love to masturbate. I don't go around shouting about the fact that I do it, but I believe it is normal and healthy and very enjoyable. It can also be a fantastic way to kill time! I'd like to be more open about masturbation, and I've wondered what it would be like to masturbate with another man. However, I don't believe I would be able to pluck up the courage to ask anyone I know.
Masturbation is undoubtedly an important part of my life. Ask me to stop and I am sure I would find it impossible. I look forward to many more years of masturbation, and I hope JackinWorld is always here to aid me in my search for new ways to enjoy the hobby millions of us enjoy on a regular basis.