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  1. Are you male or female. Use lubricant if you’re going for long periods of time on either your toy or your penis. There are many reasons you may not have orgasmed. Perhaps you "play" too rough with yourself and have desensitized yourself. Perhaps there is a medical reason or maybe a medication you are taking. Any kind of painkiller will reduce sensitivity. If you don’t think it is any of those, maybe you are nervous and are having difficulty for that reason. Just close your eyes and enjoy it.

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