It's my understanding that regular masturbation is quite a healthy thing but one thing I'm not sure is that, if I do it like a few times daily would that be biologically harmful or not?
Yeah, I've also noticed how clothes seem to suppress urges and when they're off it all goes loose. If I'm in my 20's, would that be harmful biologically?.
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Should I, or would that be too often?
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No, it wouldn't be harmful. The most harm I could see it doing is making you drowsy.
Unless you do it a little hard, and end up with chafing/redness. Other than that, it's perfectly healthy. 
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