Anal Massage on a Man

Tho asks his friend and playmate Ursula to give him a prostate massage. She begins with a luxurious warm-up, including external anal massage, spanking and gentle penetration.

Ursula’s expert touch and Tho’s rhythmic breathing allow Tho to experience multiple peaks of pleasure before ejaculating.

As he has done hundreds of times before, Ben gives Joe, his lover and partner, a relaxing and arousing anal massage.

“Walking this fine line between relaxation and arousal allows us to come into erotic connection with our entire body.” Ben Haggard

Note the precision and structure of this anal massage.

Ben comments on sharing erotic massage in the context of a long term relationship.

“With this work, it's all in the nuances.” Ben Haggard

Chester Mainard introduces himself, Daniel, and the goal of anal massage: pleasure.

“Open your ass, and your heart and mind will follow.” Chester Mainard

Invite the receiver to participate in the massage.

Chester gently massages with his hands and breath.

The masseur must be prepared with gloves and lubricant. Chester explains how to use a female condom for anal massage.

“Enjoyment is not about enduring anything.” Chester Mainard

Impeccable hygiene is foundational. Notice Chester’s pace.

“With this vibrator, I don’t have to worry about an extension cord or battery.” Chester Mainard

A perineum massage works the base of the penis and even the prostate.

Learn about how to follow “the resilient edge of resistance” for pleasurable penetration of the anal sphincters. Chester encourages you to savor the process, rather than have penetration as a goal.

Chester demonstrates a technique of massaging the perineum while offering internal anal touch. He also instructs you on strategies for moving through any moments of discomfort without interrupting the massage.

Chester demonstrates prostate massage techniques.

Communicate with your partner to explore the sensations of prostate massage.

Using a female condom for anal massage offers a different experience to both the giver and the receiver.

Once inside, you have many pleasurable options: deeper pressure, rotating motion, combining internal and external anal stimulation, and adding genital touch.

“Go for pleasure all the way.” Chester Mainard

Daniel shares with us his experience of receiving the anal massage –and tells us how he healed his relationship with his asshole.