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Jay520 said:

I typically masturbate 4-5 nights a week, and I very rarely go more than once per night. In recent memory, the longest I have ever lasted was about six days.

I too feel guilty after masturbation. Not because I think it's wrong or anything, but simply because I don't feel in control of my actions. For instance, if I'm just sitting or lying around, then I'll know that I'm probably going to start masturbating in a few minutes. I don't like the idea of my actions being predetermined against my will, so I try to challenge myself to resist the urge, and get through the night without masturbating. I almost always fail this challenge.

I can usually drift into sleep while resisting the urge, but when I wake up in the middle of the night with an erection, it’s like I have no choice. Those are the worst: I consciously tell myself to “stop and go back to sleep”, but then I do it anyway. This is where the guilt comes from; I should be able to easily resist these primitive urges. I should have control over my body. Masturbation is also a sign that I probably have too much free time, because I never masturbate at the end of busy days.

I think I’m going to attempt another long-term run at resisting masturbation. I should probably start meditating to improve discipline and self-control. I’ll also have to find more activities to keep me busy with as well. Hopefully, this time I can last longer than a fully week.

I have a similar problem like that. I can't go to sleep without masturbating for some reason; I guess I made it into a habit of doing it before going to sleep. The only times I can sleep without doing it is when I'm very tired. Even then, I stick my hand into my pants and mess around a little, but since I don't have the strength, I just fall asleep. I have been going to the gym at nights to wear myself out, but that doesn't work all the times.