them to tick and something they can brag to their friends about. Ive put together an entirely separate guide on the 19 best anal sex positions here where you are in the doggystyle position or a variation. If you dont get a chance for regular anal sex, then my advice is to try using a dildo with a flared base (so that it doesnt get sucked inside you) or use a butt plug when masturbating to train yourself anally. There is a lot of trust that goes into the act of anal penetration. The tight sphincter muscles of the anus create a tremendous amount of friction as your penis eases back and forth even with a lot of lube. Whether you're a beginner or a seasoned anal explorer, we have plenty of options that will help add excitement to your bedroom adventures. If you dont like the idea (and loss of control) that comes with having two men at the same time, then using a dildo in your vagina while your man penetrates you anally is the perfect substitute. How do I give my man a prostate massage?