Prostate Milking (Are You Willing To Give Him The Ultimate Orgasm?)

DESIRED Magazine
4 min readMay 5, 2016

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Prostate Milking — It’s Kind Of Like “Squirting” For Guys!

We have written many articles about various types of orgasms, sex positions, tips & tricks and just about everything there is to do with sex. But, it dawned on me here recently that we tend to focus almost exclusively on how to make sex more pleasurable for women, while we have neglected to put much focus on men’s sexual experience…oops…we’re sorry. I plan to start making it up to you guys today! Today, I want to talk about something that many consider extremely taboo, and that’s prostate milking.

When it comes to booty play, it is becoming increasingly more popular among women and much less taboo than it was even 5 years ago. But when it comes to anal play for men, most guys (and even most women) shutter with the thought of venturing there, which is truly a shame because so many men are missing out on what is often referred to as the male G-Spot orgasm. While you are likely never going to here a guy complain about the orgasm he has from stimulation to his penis, those guys that have dared to go “there” describe prostate milking as being the most powerful and intense orgasm they have ever felt! So, is the idea of it being “weird” really worth never experiencing the best orgasm you can have? Well, that’s up for you to decide, but if you want the low down on how to achieve this orgasm, I am going to guide you through it today!

What is prostate milking?

Put simply, it is the process of massaging the prostate (a small gland responsible for the production of semen) to produce ejaculation of seminal fluid. It has several health benefits, including lowering the chances of infection to the prostate and lowering the chances of developing prostate cancer, the second most deadly cancer among men. On top of that, it’s also incredibly pleasurable for most men. With all those benefits, why not go for it?

How do I do it?

Milking your prostate is much easier to do with a partner, but can be achieved alone. Girls, if this is something you want to try with your guy, you need to make sure that you make it the least weird as possible for him. As I said earlier, this is considered taboo by so many, so you need to make sure that you do everything you can to make him comfortable with it (don’t just go “there” without a heads up, and take it slow). With that being said, I am going to write this “step-by-step” guide from a woman’s point of view.

Step 1 — You will probably want to make sure he has been to the bathroom, both number one and two, before getting started, and that he’s had the chance to thoroughly clean himself. This step is not really necessary, but it will go a long way in making him feel more comfortable with you being “down there”.

Step 2 — Make sure your nails are on point! Check your fingernails to make sure they are nice and smooth without any jagged edges, after all — you wouldn’t want him going near your ass with razor blades for nails, would you? It should also be said that you want to make sure your hands are nice and clean before beginning too.

Step 3 — Find a position that he is comfortable with. There are 3 recommended positions that make prostate miking easier on you and more relaxed for him, those are him laying on his side, him on all fours in the “doggy” position, or him on his back with his legs in his air (spread eagle).

Step 4 — OMG! You’re about to actually do this! I mean, you’re about to have his finger where both of you probably thought it would never go! Generously apply lube to your middle finger and put some on his rectum. Carefully insert your finger into him. Go very slow at first gradually working it in a little deeper, focusing on the belly button side of his rectum.

Step 5 — Once you have your finger fully inserted and pushing lightly towards the front of his body, you will feel his prostate about two to three inches in. It feels kind of like a little squishy ball about the size of a walnut. Star lightly massaging around the edges of the prostate with the flattest part of your fingertip, taking care not to press hard or too much on the center as this can actually be painful. Use a gentle circular motion or waving motion.

Step 6 — Continue massaging, but gradually build up a little more pressure and speed. If he has relaxed enough at this point, you may even consider using an additional finger. After a few minutes, his prostate should become stimulated enough for ejaculation to occur. Just keep going with the same motion, let it build up, let it build up some more, and BOOM…you just witnessed him having the ULTIMATE orgasm!

I hope you don’t let the fact that prostate milking is considered taboo dissuade you from giving it a shot. If you’re interested in it, but you feel weird about using your fingers, there are many prostate massagers available for this specific purpose. It’s likely he’s never let anyone ever get close to doing anything like this, so if you are the one that finally does it, you can bet that he’s going to put in extra effort on you too!

Author: Zoe Thomas

Originally published on desiredmag.com

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