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How to finger yourself a simple, helpful guide july 9, 2016 jane digby in todays simultaneously sexual and sex-shaming culture, it can be hard to find clear, accurate information about sex and sex actsparticularly sex acts you do with yourself, like masturbating and fingering yourself. Youve got a butt, but (heh) the odds are that youre probably ignoring it. Your ass has the capacity to experience a jaw-dropping amount of pleasure, so its time to put aside any negative. So try using your middle finger to give it a massage while you masturbate. Here are 8 easy tips and tricks to achieve an anal orgasm with your fingers or toys. We spoke with three experts who explained how exactly to achieve an. Heres everything you need to know to find and stimulate this powerful male pleasure center. How to have an anal orgasm 35 tips for you and your partner medically reviewed by janet brito, ph. 26 anal foreplay tips you probably cant live without you warm up before you work out, and you do anal foreplay before you go for anal sex. a while earlier i asked a question if it was gay to finger yourself in the hole but its not. Well, i want to know how to do it safe so that i dont get a disease or infection or something.