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Holding it in can be harmful. Any time you prevent the natural flow of bodily fluid in a manner like that, you could cause damage. Now, there are two different methods of prolonging ejaculation. A) physically holding it in. B) stopping or reducing stimulation for a short period of time, to keep from reaching orgasm, while staying very close to it. I personally use method B quite often while masturbating. I've gone as long as 8 hours masturbating, while using that method. Generally, it seems to also increase the amount of semen ejaculated too. Also the force with which it comes out.
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