After spending years weirdly obsessed with prostate massages, I finally found a participant willing to entrust his butthole to my novice hands. Though Lenny had had a prostate massage once before and could therefore offer some insights, he was by no means a seasoned pro and was more just wanting to accommodate my insatiable desire to master the art of prostate massage than actually interested in have his prostate milked. Talk about a keeper.

I had talked about wanting to try it out earlier that day and he agreed to let me give it a go. We eased into things. I cooked him a nice, light dinner consisting of sautéed veggies and rice before cutting some lines of ketamine for us — a surefire way of ensuring we were both relaxed, physically and mentally. Then came a long Epsom salt bath featuring playful canoodling and meditative music. Sensing I had succeeded in getting Lenny into the perfect head space, I took his hand and guided him to the bedroom. After turning out the overhead light and lighting a candle, I had him lie face down on the bed and started massaging his legs and back. 

Sensuali Blog: Massage
Photo Source: Nadin Sh

Then, upon checking in to make sure he was doing alright and still on board with me shoving my fingers up his ass, I lathered two fingers up generously with coconut oil and took the plunge — slowly and gently, making sure to receive verbal confirmation that everything was a-okay post-insertion. Having been on the receiving end of butt play, I innately knew that slow and steady would win the race. Lenny directed me on where to go and insisted that three fingers was the move. I obliged and about seven minutes of gentle massaging later, I heard a deep moan and felt a wetness on my fingers. Mission accomplished. 

All this time, I had been intrigued by prostate massages but terrified of accidentally hurting someone. Now that I’ve finally accomplished my life dream of successfully giving on, here are five pieces advice I would give to someone gunning to get freaky with their man’s prostate:

Establish Open Communication and Consent

Open communication is crucial before engaging in a prostate massage. Discuss the idea with your partner and ensure that they are comfortable and willing to explore this intimate activity. Respect their boundaries and establish clear consent throughout the entire process. Encourage your partner to share their preferences, desires, and concerns openly, and be receptive to their feedback during the massage.

Do Your Anatomy Homework

Sensuali Blog: Anatomy of the Prostate
Photo Source:

Understanding the prostate gland and its role in sexual pleasure is essential for a successful prostate massage! The prostate is a small, walnut-shaped gland located just below the bladder, surrounding the urethra. It produces prostatic fluid, which is a component of semen. Stimulating the prostate can result in heightened sexual pleasure and even intense orgasms for some individuals. By familiarizing yourself with its location, size, and function, the odds of providing an optimal experience for your partner will increase exponentially. Knowing the various erogenous zones and nerves surrounding the prostate will allow you to navigate this area with confidence and skill.

Set the Stage with Care and Precision

Creating a comfortable and relaxing environment is key to a pleasurable prostate massage experience! Ensure that the room is warm and free from distractions. Consider using soft towels or sheets for the massage surface. Gather necessary supplies such as lubricants (coconut oil or something water based) and clean towels for hygiene purposes. Have a conversation with your partner about any specific preferences they may have regarding the ambiance or props and tailor the environment accordingly.

Practice Proper Hygiene and Proceed with Caution

Maintaining hygiene during a prostate massage is essential for both partners’ comfort and safety. Ensure that you and your partner have clean hands and trimmed fingernails before initiating the massage. If you’re the anal type (pun absolutely intended), using latex gloves or finger cots for added cleanliness will give you some much needed peace of mind. Additionally, make sure to use a high quality lubricant for smooth and comfortable penetration. Remember to go slow, start with gentle external massage, and gradually work your way to internal stimulation. Doing so allows your partner’s body to adjust and relax.

Be Receptive to Feedback in Order to Master Your Technique

Prostate massage techniques can vary, and it’s important to explore what works best for your partner. Start with gentle external massage, applying pressure to the perineum, which is the area between the scrotum and anus. This can help relax the pelvic muscles and prepare for internal stimulation. When moving to internal stimulation, use well-lubricated fingers and a gentle, gradual approach. 

Locate the prostate by inserting your finger about two inches into the rectum and curling it slightly towards the front of the body. Apply gentle pressure and experiment with different strokes, pressures, and angles to discover what feels pleasurable for your partner. Pay close attention to their verbal and non-verbal cues, such as moans, breathing patterns, and body movements. Encourage open communication throughout the massage, allowing your partner to guide you in finding the most enjoyable techniques and intensity.

Closing Thoughts

Embarking on a prostate massage journey can be an exciting and pleasurable experience for both partners. It definitely helped me form a deeper bond with Lenny and I definitely suggest giving it a try, assuming both you and your partner feel comfortable experimenting in the arena of assholes. Alternatively, if you are a provider of sensual services, being able to give a prostate massage is a highly in-demand skill for which you can most certainly charge a premium for. 

Besides being a pleasurable and intimate experience, prostate massage helps improve blood flow to the prostate gland, reduces congestion, and promotes overall prostate health. It can also assist in the release of accumulated seminal fluid and relieve discomfort or pain caused by inflammation or swelling of the prostate. So what are you waiting for?! Go forth in the world and heal a prostate today. 


Things to know before giving a 🍑 massage. To ensure everyone is having a safe and delicious time! #sensual #sensuali #education

♬ Aesthetic – Gaspar

Conscious sex
holistic health
how-to guide
prostate massage



Based in Brooklyn, Jules has dedicated her twenties towards harnessing her pussy power, exploring the muse, whore, and wild woman archetypes along the way. When not blogging, you can find her sweating the toxins out in a hot yoga class or sipping a matcha latte at a pretentious coffee shop, whilst she scribbles away in her journal.

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