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How Often Should I Masturbate? Additionally, men can use masturbation to train and gain more control over their orgasms. While not conclusive, oxytocin is thought to help people obtain a more restful, meaningful sleep experience. To avoid this problem, you should masturbate while standing, sitting or lying on the back. There is no such a thing as the ideal number of times one should masturbate in a day or even a week. During masturbation, your brain releases a myriad of powerful chemicals, including serotonin and dopamine.