A Beginner’s Guide to Prostate Milking

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A Beginner’s Guide to Prostate Milking

Guys, what if I told you that it was possible to chain up multiple orgasms in quick succession? But wait, I’m not finished. What if I also told you that these orgasms were extra-powerful, super-orgasms that sent shivers through your whole body? Such is the magic of prostate milking.

The term might sound a little gross – any mention of the word ‘prostate’ is enough to make some guys squeamish – but stick with me because it might just be the secret to the most powerful male orgasms you can get.

Today, we’re going to be telling you all about this magical masturbation method and how to do it so that you can experience the joy of prostate milking yourself. Read on with an open mind, and I guarantee you won’t regret it.

Let’s get started.

What Is Prostate Milking?

In a nutshell, prostate milking is the act of massaging or stimulating the P-spot (prostate) internally until you orgasm.

Your prostate is a gland that makes some of the fluid in your semen. It’s roughly the size of a walnut and sits somewhere between your bladder and your penis, about 2 knuckles deep in your rectum on the front side.

As you might expect, given its role in producing semen, it’s a very sensitive spot that feels oh-so-good when you stimulate it just right. It’s capable of producing mind-numbing, full-body orgasms that make regular old penile orgasms look positively boring.

The goal is to apply light to moderate pressure to this spot by slowly massaging it until you get that explosive orgasm.

You can do this with toys, prostate massagers, vibrators, or just using your fingers, but it’s not as straightforward or easy to orgasm through prostate stimulation as it is through traditional masturbation. There’s a knack to it, and every guy is different.

Some guys respond better to certain techniques than others. We’ll be covering some of the different techniques you can use and how to find your own method throughout the rest of this article.

The ‘milking’ part refers to the milky fluid that can sometimes be released when you stimulate your prostate. This fluid is a lot like pre-cum, it’s called prostatic fluid and is more or less semen without the sperm.

Massage vs Milking

Before we move on, let’s quickly talk about the difference between prostate massage and prostate milking. You’ll see these two terms used interchangeably a lot as they refer to more or less the same thing. They’re both used to refer to the act of stimulating the male prostate for pleasure.

However, they’re not exactly the same. The main difference between them is that a prostate massage doesn’t have to be internal, whereas milking does.

Milking is specifically the act of massaging the internal area of the prostate on the anterior rectum wall.

Prostate massage is a more general term and can involve both massaging the prostate internally as well as externally by applying pressure to the perineum (you probably know it better as the taint). That’s why prostate massagers like those by Aneros have attachments or ‘arms’ at the base that press against your perineum while the massager is inside you.

External prostate stimulation is generally considered to be less effective than internal pressure. Don’t get me wrong, it’s a nice addition, but internal is the way to go if you want the full, undiluted experience.

Applying pressure to the P-spot from inside makes the sensations much more intense and focused. It leads to more powerful, long-lasting orgasms.

What It Feels Like

I bet right about now you’re probably curious as to what it feels like. I get it – you want to know it’s going to be worth it before you commit to trying this out, right? Well, trust me, it is.

Everybody experiences prostate orgasms slightly differently, but they’re reported to feel similar to the beginning waves of pleasure you experience when you’re having a penile orgasm, only much more powerful and felt throughout your whole body.

Some men report that the pleasure feels centered in the prostate area but spreads outward to be felt in the breast, heart, and even brain.

This idea of ‘waves’ comes up often and is central to the entire experience. Prostate orgasms often start with a sensation dubbed ‘P-waves’ – rolling, fluttering, waves of non-ejaculatory pleasure that roll through the body. They’re quite different from the sudden, piercing, short-lived pleasure of an ejaculatory orgasm.

As prostate orgasms are non-refractory, there’s no cooldown period between orgasms. You don’t have to wait around; you can chain up these sensations in a row and ‘ride the climactic wave’ over and over again, so to speak.

Multiple, continuous orgasms that explode through you and cause your entire body to shudder aren’t uncommon. The whole experience can last a very long time; more than half an hour if you really want to drag it out.

Is It Safe?

Important note: I’m not a doctor, so please don’t consider this medical advice. If you’re concerned, speak to your doctor before you try this at home.

As far as we’re aware, prostate milking is generally safe if done correctly. However, as with most things, there are still a few risks you should be aware of.

The main risks are internal damage to the gland and the rectum. This can occur if the massage is too vigorous, such as scratches, tears, hemorrhages, rectal fissures, and hemorrhoids. The best way to minimize these risks is to make sure you’re gentle with your massage – don’t overdo it.

Another important step to minimize the risk of injury is to use a good body-safe lube. The rectum isn’t self-lubricating, and trying to massage your prostate dry is going to increase the risk of hurting yourself. Lube keeps things slippery so you can more easily penetrate yourself without injury.

If you do accidentally cause scratches or tears in your rectum, these can become infected, so it’s important to practice good hygiene. The safest and most hygienic option is probably to wear gloves if you’re using your fingers. At the very least, make sure your hands and any toys you use are clean.

The Benefits

Intense sexual pleasure is the most obvious reason to try this activity, but it isn’t the only one. There are actually plenty of other benefits. Here are a few of them.

Increased Libido and Sexual Performance

Many men who try milking report a subsequent increase in their sexual performance and libido. Maintaining a healthy prostate can help you to have longer, stronger sex.

That’s right, not only does prostate massaging feel incredible, it might actually help you to be better in bed too.

New Sexual Experiences

Many men go through life never experiencing prostate orgasms. If you’ve only ever had penile orgasms, this is going to be a brand new experience for you, unlike anything you’ve ever felt before.

Experiencing a new, novel kind of pleasure can add a new dimension to your sexual experiences and revitalize your sex drive.

Multiple Male Orgasms

Multiple male orgasms aren’t a myth.

Prostate milking allows you to have non-ejaculatory orgasms. Because you don’t ejaculate, there’s no ‘waiting period,’ so to speak. You don’t need any time to recharge your batteries for round two; you can just carry on.

This means men are able to chain up multiple orgasms in quick succession for an extremely intense experience.

We’ve written a full article about the male orgasm types here.

Partner Play

This doesn’t have to be something you do alone; you can get your partner involved too. Have your partner bring a prostate massager to the bedroom, or use one while you’re having sex.

Medical Benefits

Prostate massage isn’t widely supported by the medical community, but some studies have highlighted it may have potential health benefits, and, as such, some proctologists recommend prostate massage as a treatment for various medical issues.

The reason for these proposed medical benefits is that milking flushes out the gland which can help to ease blockages, expel excess fluid, and promote blood flow to the area. These blockages can cause things like painful ejaculation.

It might also be useful for treating urinary problems. The prostate surrounds your urethra, which means that swelling and inflammation of the prostate can interfere with urine flow. Prostate massage may be able to reduce that swelling and improve urine flow

Erectile Dysfunction Treatment

Another possible medical use of prostate massage is to treat erectile dysfunction. It can be used instead of or in conjunction with other ED treatments, like penis pumps or medication.

An interesting product in this space is GAINSWave. GAINSWave is based on a series of over 30 clinical studies showing a greater than 75% success rate in treating Erectile Dysfunction (ED) and is worth finding out more about.

If you’re a fan of penis pumps, you might want to try the HYDROMAX7 which we find to be one of the best pumps available on the market. It’s a great-looking well-made pump with an easy-to-use design. You should expect tangible results in a few weeks which include stronger erections and better sexual stamina. It reportedly has a 92% user satisfaction rate.

The Basics

Alright, now that we all understand milking a little better, let’s talk about how to do it. We’ll start with the basics and then move on to advanced techniques and strategies.

At its most basic, a prostate massage is simply applying light pressure to your prostate gland, which is accessed through the rectum, about two knuckles deep on the anterior (front) side.

The idea is to put a finger, massager, or another toy into your rectum through the anus and use it to apply pressure to this area by lightly rubbing, flicking, or pushing against it repetitively. Make sure you wash your hands and any toy you’re using thoroughly first. You also might want to wear gloves or put a condom on your toy/massager.

When you hit the right spot, you might feel like you need to use the bathroom – that’s ok, it’s a normal sensation that you’ll get used to eventually.

After a lot of stimulation, you’ll eventually be able to reach the climax and have one or more anal orgasms. The new sensation might feel overwhelming, but try not to let that make you stop. Focus on those sensations and try to amplify them in your mind, and you’ll feel waves of pleasure start to wash over you.

That’s the basic idea, but it’s not as quick and easy as it sounds. It’s not as simple as applying pressure for a few minutes until you come. It takes a long time, and there are lots of stages that you’ll pass through on your journey to the super-O.

With that in mind, let’s look at the different stages of the prostate orgasm.

The Stages Of Prostate Orgasm

Here are the stages most men experience.

Stage 1: Stimulation

The first stage is stimulation. This is when you start stimulating your prostate by applying pressure and gently massaging it. You might not feel any pleasure straight away; it can take time. Just keep applying pressure and gently massaging the area.

You don’t necessarily have to do this manually; you can follow the ‘Do Nothing’ technique and just put a prostate massager inside you and let it do its thing.

Stage 2: Muscle Contractions

After a while, your PC and sphincter muscles should begin to contract involuntarily, sending subtle jolts of pleasure through you. At this point, you might start to feel a feeling of fullness or warmth in your pelvis region.

Step 3: Build Up

Those sensations and the pleasure that you’re starting to feel should start building, and your contractions intensifying. You might feel increased tension around the prostate. Stick with it and make a note of how it feels. Try to amplify those feelings in your head rather than pull away from them.

Step 4: Trembling

Now things start to really get good. As those sensations build into a crescendo, your body should start to tremble. If you’re using a prostate massager, you might find that your sphincter clenches involuntarily around it as if trying to pull it further inside you. You might also start to feel the ‘milk’ coming out. These are all signs that you’re approaching the climax.

Consistency is key here. Whatever you’re doing is working, so stick with the pressure and tempo, and don’t be tempted to touch your penis. It’s important not to ‘rock the boat’ as any sudden change can distract you and throw you off.

Step 5: Orgasm

That pleasure in your prostate should eventually build to a precipice and begin to radiate out through your body. Your PC muscles will tremble even more, and that feeling of fullness will explode through your extremities. You might experience ‘P-waves’; ‘waves’ of sexual pleasure that seem to roll through your body.

Step 6: Multiple-Orgasms

The best thing about prostate orgasms is that there isn’t a cooldown time. You don’t need to wait before your next orgasm; you can keep going for as long as you feel comfortable.

If you want to try to chain orgasms up, slow your breathing when you reach the climax and allow any urge you have to ejaculate to pass by you, then carry on. It takes a little practice and mental focus, and it might not happen the first time around, but it’s very possible.

You can theoretically keep this up for as long as you like, but I wouldn’t recommend going for longer than 10 minutes. After that long, your abs might start to hurt from all the trembling and clenching, and you’ll probably feel overstimulated.

How To Milk Your Prostate Using a Prostate Massager (Step-By-Step)

As I said earlier, there are plenty of techniques you can use to massage your prostate. For example, if, like me, you’re lazy, you can take the ‘Do Nothing’ approach and just stick your massager up there, wait for an hour or so, and let it do its thing.

However, that’s not the most direct or effective route to a prostate orgasm. It can take a while, and it doesn’t work for everyone.

Everyone has their own shortcuts and preferred techniques. I’m going to share mine below. Here’s a detailed breakdown of how to milk your prostate using a prostate massager.

Step 1: Pick The Right Time

When done right, milking is not a quick process. It’s no good trying to squeeze it in as a quickie on your 20-minute lunch break – that’s not going to work.

You need to set aside at least a full hour for this to work, and even that might feel a little rushed. Pick a time when you have plenty of time to yourself, and you don’t anticipate any interruptions. Being able to focus exclusively on the experience is very important, so eliminate distractions by turning your phone and the television off.

Also, make sure you have everything you might need ready before you get started, like your lube, a towel, and some water in case you get thirsty. If you have to pause to go get these items once you’ve begun, it can spoil the mood, and you’ll have to start all over again.

Ideally, you should also start your massage around an hour or two after you’ve had a bowel movement to keep things nice and clean down there. You should also shower and make sure you clean the area around your butt nice and thoroughly. Try to get inside your rectum a little with a washcloth if you can to clear out any nasty stuff that might be hiding near the surface.

Step 2: Relax

Next, we’re going to get in the right headspace and relax both our body and our mind. This is important as, if you’re not relaxed, your muscles are going to be all clenched up, and you’ll find it more difficult to achieve the right level of mental focus.

Get into bed, get comfortable, and focus on your breathing until you feel nice and relaxed. Some guys feel that being aroused helps them to get started off on the right foot, so feel free to throw on some porn if you think it’ll help. Just make sure you turn it off before you begin, so it doesn’t distract you.

Step 3: Choose a Comfortable Position

Different guys have different preferred positions when it comes to this activity. If you’re new to this, I’d recommend lying in bed on your side and raising one knee up to your chest.

This is a similar position to what doctors use when you go in for a rectal examination, except one of your legs remains stretched out straight. It provides easy access so you can more easily insert your massager, and it feels comfortable.

Another option is to lie flat on your back with your knees up and spread apart. You can also try any other position that works for you.

Step 4: Lube Up

Okay, it’s time to lube up. I’d recommend using a good, thick, water-based lube. Don’t use a silicone-based lube if you’re using a silicone prostate massager as they can react together and damage your toy.

Grab the tub and apply the lube liberally to your toy, as well as your butthole. The more the merrier, so lather it on as thick as possible.

Step 5: Insert the Massager

Now we’re going to insert the massager. If you’re using a properly-designed prostate massager, it should be curved upwards at one end to correctly hit all the right spots. You’ll want to make sure you insert it so that this curved side points upwards towards your stomach.

If this is your first time, it might feel uncomfortable at first. Be very gentle when nudging it in and try to relax your muscles to make it easier. If it’s too painful, you might want to use another toy, apply more lube, or try again when you’re feeling more relaxed. You can also ‘loosen yourself up’ first using a finger to make it easier.

Once you’ve got it in there, leave it alone for 10 minutes and continue to relax. Let your body get used to it and do nothing while you let the massager work its magic. After around 10 minutes, move onto step 6.

Step 6: Slowly Contract and Release Your Muscles

Now we’re going to speed things up by slowly contracting and releasing our kegel and sphincter muscles. This is sometimes called the ‘tug of war method,’ which I’ve explained more on this site. It’s a great technique to effectively stimulate your prostate using prostate massagers.

Your kegel/PC muscles are the ones you use to stop yourself peeing, and your sphincter muscles are the ones you use to clench your butthole.

The idea is to contract and release these muscles, alternating from one to the other, very slowly. Start by contracting your sphincter muscles very slowly, holding the contraction for several seconds before releasing very slowly. Then, do the same with your PC muscles.

As you do this, two things happen. First, the muscles draw the toy slowly in and out, which causes it to rub against the prostate and stimulate it. This stimulation needs to be repeated over and over again to eventually lead to climax.

The second thing it does it create an imbalance between the two muscles. As the two muscle forces ‘compete’ to try to hold onto the toy inside you, it triggers a kind of ‘tug-of-war’ effect, where each muscle tries to hold on simultaneously. This causes the muscles to tremble, triggering something called ‘involuntaries’.

These trembling muscles stimulate your prostate very effectively and cause powerful waves of pleasure to start washing over you. Once you feel the P-waves start to build, you’re well on your way to a super-orgasm.

Note that it can take a while to trigger these involuntaries and for the pleasure to build to a climax. Have patience, and give it plenty of time.

Step 7: Try Not to Orgasm

As you approach the climax, you have two choices: you can enjoy the powerful orgasm and call it a day, or you can try to elongate the experience and have multiple orgasms. If you want to do the latter, I’d recommend using the ‘Try Not to Orgasm’ technique.

This technique is similar to edging in that you’re actively trying not to orgasm. Instead, the aim is to keep yourself right on the cusp by controlling your breathing and focusing on not finishing. Keep yourself there for as long as you feel comfortable and enjoy the sensations.

How To Milk Your Prostate Using Your Finger

If you don’t have or don’t want to invest in a prostate massager, you can do it the old fashioned way instead. Here’s a step-by-step breakdown of how to milk your prostate using your finger.

Step 1: Hygiene

As always when you’re doing butt stuff, hygiene and safety come first. Start by trying to have a bowel movement to clean things out, then take a hot shower and clean out the area with a washcloth.

You’re going to be putting your fingers directly in your rectum, so make sure your fingernails are nice and trimmed. The last thing you want is to accidentally poke or scratch yourself with your fingernails – that’s a huge safety risk and can cause internal damage.

You might also want to use some lotion to make your hands nice and soft and put on a pair of gloves.

Step 2: Get Into Position

Now we’re going to get into position. I’d recommend the same position you might use with a prostate massager (lay on your side with one leg raised to your chest). Make sure you’re comfortable and consider placing a pillow under your butt to create an easier angle for entry.

Step 4: Lube Up

Grab your lube and dip your finger in it. Use that finger to put some lube in your hole and smear it around your anus too, then put some more on your finger. The wetter, the better.

Step 5: Locate the Prostate

As we’re not using a specially-designed prostate massager this time, you’re going to need to find your prostate manually, and that takes some anatomical knowledge.

First off, you should know that you can’t touch your prostate directly as it’s located behind your rectal wall. Instead, you’re going to be applying pressure to the rectal wall at the right spot, which will indirectly put pressure on the gland.

Gently insert your finger into your anus, moving very slowly to avoid pain and discomfort. You’re going to curve your finger upwards towards your stomach, slowly pushing it in until you reach the walnut-sized gland on the front wall of your rectum.

How deep you’ll have to go is different for every guy, but most men will only have to insert their fingers about halfway, up to the second or third knuckle, before they hit the spot. If it sits a lot further up than that, your fingers might not be long enough, and you might need to use a toy instead.

Feel around a bit until you find the prostate. You’ll know you’ve hit the right spot as you should feel an interesting sensation. It might feel pleasurable straight away, or it might not. Some guys say it feels like you need to pee.

Make a note of where it is, and it’ll be easier to find in the future.

Start 6: Start the Massage

Once you’ve found your P-spot, it’s time to massage it. There are different techniques you can use to do this. I’d recommend starting with the ‘Come Hither’ technique.

With this technique, you gently curl your index finger in a beckoning motion towards your belly button, as if you’re miming for someone to ‘come hither.’ Remember to be very gentle to avoid hurting yourself. Repeat the motion slowly and increase the speed gradually as the pleasure gets more intense.

Other techniques you might want to try are the ‘Doorbell’ technique, in which you gently press the spot like you would ring a doorbell, and the ‘Circle’ technique, in which you circle around the prostate using the pad of your finger.

Experiment and play around until you find a technique that works for you. Remember, it takes a while to reach the point of orgasm, so be prepared to keep at it for a long time.

Final Thoughts

Ok, that’s all you need to know about prostate milking. I bet you’re itching to go try it out, so I won’t keep you reading any longer. Go grab a prostate massager and some lube and give it a go.

Laura Rose Halliday

Laura Rose Halliday started The School Of Squirt back in 2012 and has been running the website and digital courses along with Jakob Wulfe since then. She is a full time sex writer, researcher and practicer.

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  1. Just wanted to say thanks for the great tips! My boyfriend wanted me to milk his prostate and I had no clue so I was searching online and found this, I’m so glad I did! The tips really work, thank you!

  2. Hi, in advertently found prostate orgasms while enjoying some free time with a vibrating dildo. I have only been able to re-create that feeling a handful of times. Thank you for this information. I am excited to try out this new information.👩🏼

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