Here are just a few of my experiences. I hope you enjoy them as much as I enjoy reading the stories submitted by others.
I was about thirteen when I began to hear the guys talking about 'jacking off' so I decided to try it myself. I remember moving my hand up and down on my cock but I wasn't very good at it and my arm would get tired before I felt anything so I figured I wasn't doing it right. One day I was in my room laying on the bed with an erection (not an uncommon occurrence at the age of thirteen) when I noticed that as I rubbed my cock between the bedspread and my stomach this wonderful sensation began to build up. It didn't occur to me that what I was doing was masturbating but it was quite apparent that it felt good. I continued to rub my cock against the bedspread faster and faster and then the sensation got really intense. I have read where others have said that their first orgasm felt sort of like urinating, and that is exactly what I thought was happening, but at the same time it was different. What I didn't realize then was that I had just experienced my first orgasm.
Needless to say I repeated this episode over the coming days and weeks but I knew that there had to be a better way. Now that I knew what to expect I began to experiment with my hand and soon discovered that I could make myself come by jacking off in a more conventional fashion. I haven't stopped searching for new ways to masturbate since.
It wasn't long before I realized that the anus was another source of pleasure. Even as a small child I knew that it felt good when I touched my asshole but doing it while masturbating opened up a whole new area of pleasure. The first thing I remember sticking up my ass was an ink pen that had a rounded end. Pretty soon I was trying bigger things. One of my favorites was the wooden handle to the plunger that stood in the corner of the bathroom. It took a while before I was able to get it in my ass but my persistence paid off. It wasn't long before I had accumulated a collection of 'toys' that I could use to fuck myself in the ass with while I played with my cock.
Pretty soon I began to wonder what it would taste like to swallow my own semen. I started licking the secretions off my hand and fingers that would seep out of the end of my cock and discovered that I kind of liked the way it tasted. I would fantasize while masturbating about licking the cum off my hand but I would always chicken out until I finally talked myself into actually doing it. The ideal situation would be to see if I could actually suck my own cock. Despite my many efforts I was never able to get my cock into my own mouth but I could get it within a couple of inches. Once in awhile I would lay on my shoulders and throw my legs back until my cock was pointed right at my mouth. I would then give my cock short, quick strokes until it pumped cum right into my mouth. I would swallow every drop.
One of my favorite things to do was to jack off while hiking in the woods. I think the chance of getting caught by somebody made it more exciting. Sometimes I will leave the curtains open at home and undress in front of the window, always making sure that I take my time and touch my cock in the process. Since I am a bit of a voyeur myself it makes me quite hot to think that a neighbor may be watching. Just the thought of somebody watching me jack off is enough to make my cock rock hard.
Even though I am married now I still find time to indulge in my favorite pasttime. On one occasion I was at my mother-in-law's house to pick something up. Nobody was home so I went into her bedroom to retrieve whatever it was that I was searching for. That is when I noticed a vibrator laying next to her bed on the floor. This wasn't a phallic shaped vibrator but rather the kind you would use on sore muscles. It had a round head that pulsated quite rapidly and it didn't take me long to know which sore muscle I was going to try it out on. I pulled out my cock and put the head of that vibrator on the underside of my cock where it is the most sensitive. I began to fantasize about my mother-in-law using this on her hot pussy and it wasn't long before I was coming like a madman. Whenever I knew that nobody would be home I would make it a point to drop by and use her vibrator on my cock and it never failed to give me an intense orgasm.
Even though I enjoy sex with my wife I find that nothing beats (no pun intended) a good hand job. Once in awhile she will masturbate me to orgasm or use her hands and her mouth to make me come and I find this every bit as exciting as fucking. My wife is kind of shy and won't masturbate for me but that doesn't stop me from fantasizing about her playing with her pussy while I jack off. Maybe one of these days I can talk her into giving me a show.