I can barely remember exactly when I started masturbating, but my earliest recollections are from age 7 or 8, when I would lie on my stomach and press my penis into my cupped hands and thrust. For years I did this and got a "release," but with no ejaculation. I did not know or care, though; I still got an overwhelming feeling of satisfaction from it. My mother might have noticed the wrinkles in my pajamas right at the crotch, where I had been squeezing the flannel, but she never really said anything.
Around the age of 12 I was at a lake at a friend's house, and 3 of us guys decided to masturbate at the same time -- but separate and apart from each other, using our own methods. My personal choice involved a furry winter hat I had nicked from the hamper. I used this to masturbate into and was surprised to ejaculate my first load of semen at that time. From then on, it was a different ball game!
I was something of a compulsive masturbator. Throughout my teen years it was virtually impossible for me to go to sleep in a bed without masturbating first. If for any reason I missed a night, I tried to do it the next day, as soon as I got home from school. Around this time I was also using Playboy, Penthouse, and Chic magazines to arouse myself.
One day I was snooping in my sister's room and managed to steal a satin or silk pair of women's pajamas. They were like harem pants. They were dead soft and felt fantastic when I wrapped my penis in them and masturbated. I stole these and hid them in my own room. While I was snooping in her room I noticed she herself had stolen the family's neck massager and had hidden it under her bed. It was comforting for me to know that she was enjoying "jilling off" as well!
When I got into university I continued to masturbate ruthlessly. I never could get into doing it in a washroom, or in the shower, or while sitting on the toilet. I often did however masturbate when hiking, and always in bed. I used to enjoy stroking in the car as well, but never to orgasm.
After I got out of university (about 1981), I went to Las Vegas for the first time. At that time they had lots of peep-show houses and Pussycat theaters, and I could not believe the hardcore action they showed. I remember having to masturbate in private under my coat in the theater a few times, and I remember masturbating in a peep-show booth, ejaculating semen all over the video screen. I remember feeling it was dirty and disgusting, but at the same time very stimulating.
When I started working in the health profession, there were lots of women in our office, and I remember fantasizing about having sex with them in many different ways. One thing that helped was for me to stay late and masturbate with a piece of their clothing they had left in the office. Often it was a soft sweater or shoe. I would never masturbate to completion in the sweater or shoe, but it often got me started. I would finish the fantasy at home.
One summer we hired a beautiful high-school girl to work in our office. She had the habit of leaving her uniform at the office, and for some reason she left her panties in the pocket -- every time. Possibly they were special panties that didn't show lines under the uniform. When I discovered this, I stayed late and wrapped her panties around my penis and masturbated while thinking about her. I never ejaculated inside the material, although I wanted to. Such a thing might have aroused suspicion.
In adulthood I have enjoyed masturbating to all kinds of videos. When I got my first serious girlfriend, she was a virgin and knew little about sex. I used this to my advantage and got her to allow me to masturbate on her face and in her mouth. I told her it was a safe way not to get pregnant, and she bought it. Later I enjoyed rubbing my penis between her breasts and ejaculating on her chest and neck.
To this day I still enjoy my girlfriend, I still often masturbate alone with a pair of women's silk panties, and I masturbate while enjoying my new thrill, phone sex. There is simply no feeling like it -- but regular intercourse comes very close, along with fellatio [mouth-to-penis oral sex]. I can't imagine not pleasuring myself, and I feel it's still a healthy, normal thing to do!
Do you find yourself masturbating more often during some seasons than others? Why?
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Jilling off
Gender:
Male