I’m a guy, and over the years, I have occasionally anally stimulated myself with my fingertip during masturbation. I recently convinced my wife to try a strap on with me. As I expected, I enjoyed both the physical stimulation and the psychological joy of giving myself up to her as the penetrator. But try as we may, the buttfucking could not get me to orgasm. I have heard that direct prostate stimulation can cause ejaculation and orgasm. Even though we reached a point where a 5-6″ dildo was all the way in and being generously worked, I could get just to the edge of orgasm but not quite there. It felt incredible, but it was also a little disappointing. Is it a matter of working up to a larger dildo?
–On The Edge
You heard right: direct prostate stimulation can lead to a great deal of pleasure, orgasm, and ejaculation. The prostate is only a few inches inside the ass and toward the front of the body. With a 5-6″ dildo, you’re definitely going to hit it, and a longer toy is not the answer. You may want to try a curved dildo for more focused prostate stimulation (and aim the curved part toward the front of your body) and see if that makes a difference. If you have masturbated with anal penetration to orgasm, then the combination of the two may be what your body is most used to. Add penis stimulation as she fucks you to help you over that edge to orgasm.
Photo: Annie Cruz and Nomad in The Expert Guide to Anal Pleasure for Men