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Prostate milking is the Holy Grail of male sexuality. Some men can even cum from anal orgasms alone, with their penis shooting out cum hands-free. The benefits and sensations of prostate massage are gargantuan, but getting there requires time, patience, practice, and some new male masturbation techniques. There are also additional hang-ups for some curious men, such as the stigma around anal play in straight and some gay! The prostate is located between the penis and the bladder.

Podcast: Play in new window Download Embed. Prostate milking involves direct stimulation of the prostate gland with the goal of expressing prostatic fluid, with or without orgasm. Prostate milking uses a finger or toy inserted anally to reach the prostate gland, which is then stimulated using a variety of techniques. Many men report that prostate stimulation leads to the most powerful orgasms of their lives.