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Tell yourself to relax while breathing into your anus, and this will assist you with training your anal sphincters to relax into pressure instead of resisting, says morgan. Curious about butt play, but dont want to wait for a partner? Try anal masturbation. Here, experts share how to anally masturbate, what the perks are, and even how you might have an anal orgasm. How to masturbate with a vagina 28 tips and tricks for solo play. It may go without saying, but you can turn yourself on by simply thinking about that hottie you met last week. Using a detachable shower massager, bathtub faucet or jacuzzi jet to masturbate with does the trick 1,2,3. Use common sense when picking which end to plunge into yourself. Keep in mind that anally stimulating yourself while stroking your penis may be challenging. It might be best to focus on one or the other, at least to start. how to masturbate with a penis 12 tips for solo play medically reviewed by janet brito, ph. Just because you can use these objects as toys during masturbation doesnt mean you should. First thing first, although it is commonly done and usually safe, there are a few precautions that you want to use. Be sure that the objects you use are not sharp or pointed to keep from hurting yourself. Avoid using anything with small parts which may fall off and get stuck inside you. As you masturbate, when you feel yourself getting close to orgasm, stop touching your penis and squeeze hard on your pc muscles. Not sure how to finger yourself? Heres a step-by-step guide on the best way to finger yourself, with tips on where, how, and what to use to masturbate.