Prostate milking is the Holy Grail of male sexuality.
If you’re ready, willing, and able, men (and those assigned male at birth!) are able to achieve mind-blowing multiple orgasms without even having to touch their cock at all.
Some men can even cum from anal orgasms alone, with their penis shooting out cum hands-free. It’s quite a spectacle!
However, milking your prostate is no walk in the park, whether you’re doing it alone or with a partner. 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!) men, but in this guide, we aim to answer all of your questions about prostate milking techniques, expectations, benefits, tips, and more!
What is Prostate Milking?
“Prostate milking” or “prostate massage” refers to the stimulation of the male prostate gland. This gland, which is sometimes referred to as the “P-spot” or “male G-spot” is a walnut-sized gland which is located inside the rectum. It’s not very deep into the rectum – it’s only a few inches inside.
Where is the prostate?
The prostate is located between the penis and the bladder. This gland is essential to male sexual functioning, secreting a fluid which helps to protect your sperm. Coincidentally, it is also intrinsically linked to the male orgasm, and prostate massage has to potential to produce incredibly strong orgasms in men.
How do you stimulate it?
Using a finger or reputable sex toy, you massage the prostate either internally or externally. Although external prostate stimulation can lead to some pleasurable sensations, internal stimulation is much more intense and enjoyable for most men.
Everyone likes different kinds of stimulation; some enjoy the gentlest pressure or muscle contractions, while other men may like to hit their prostate quite hard in order to feel the pleasure. There are a variety of prostate toys available, such as vibrating prostate massagers and hands-free prostate toys.
Aren’t anal orgasms for gay men?
The pleasure that gay men feel when receiving anal sex is largely due to their prostate gland being stimulated by their partner’s penis inside their ass. There are even some prostate orgasm porn videos of gay men getting fucked with titles such as “hitting his prostate” where the “bottom” partner is seen cumming from anal without any penis stimulation at all. It’s extraordinary.
However, this should not deter straight men from taking advantage of the male anal orgasm. At the end of the day, every man is born with a prostate which can be milked for maximum orgasmic pleasure – it’s not something that is exclusive to gay men… they just got lucky! If you want to milk the prostate and achieve otherworldly sexual sensations, you need to let go of the idea that anal orgasms are only for gay men.
Even though prostate orgasms concentrate on your anal G-spot, they don’t really “simulate” the feeling of anal sex anyway. In other words, it’s not like having a cock pump in and out of your ass, per se. However, the sensations that it produces within you are similar to that of receiving anal sex, with waves of leg-quivering pleasure radiating throughout your body.
Basically, if you want to achieve multiple continuous orgasms and maximize the pleasure that your body can naturally give you, then you’re going to have to get past the idea that prostate milking is “gay”. Have you ever met a gay bottom? They have the best sex in the entire world – they’re getting their prostate stimulated every time they shag. All men should be taking advantage of this natural anal G-spot!
Preparation & Cleaning
New to putting things inside your ass? Welcome to the world of anal play preparation. It’s not fun and it’s not always easy, but it’s an essential step to take if you want to keep things clean and avoid any nasty surprises.
Even if you’re used to anal play, there are additional steps which are advisable for prostate play, so be sure to give this a thorough read.
Cleaning your bottom
Poo comes out of your bottom, as you probably know. Do you know what’s a turn-off for the vast majority of people? Poo. So make sure that your bottom is clean before going up there – it’s not the sort of thing that you just chance.
- If possible, have a “clean” bowel movement which isn’t messy or runny. This will clear the way for insertion. Try to eat a healthy diet with lots of fiber, as this will keep your poops uniform and “neat”.
- Next, clean your asshole with a babywipe or toilet wet wipe, getting rid of any fecal matter on the outside.
- At this point, you may want to douche your anus to make sure that it is thoroughly cleaned out inside. There many websites with tips and guides on anal douching if you’re new to it.
- After cleaning out your ass, you may want to have a shower to get rid of any nasty smells or bits and pieces which may have come out during this process.
Because the prostate is only 2-3 inches inside your rectum, you don’t need to go mad with the whole bum cleaning thing. Sometimes your bottom will need less cleaning than others, and other times it may just be a no-go-zone for the night.
In time, you’ll get used to knowing when you’re clean enough for prostate play. And at the end of the day, if a little bit of fecal matter does come out, it’s not the end of the world. Put a towel down and get over it – it’s only a little bit of poo.
If using fingers
If you’re attempting to reach anal orgasm by having your (or your partner’s) fingers inside your ass, you should ensure that your fingernails are trimmed and clean. The last thing you want is dirty/pointy fingernails inside the rectum, as this can cause tears and uncomfortable feelings.
Also, if you’re not used to it, reaching around inside an ass can be a little strange. For this reason, some people prefer to use a glove or condom as a barrier between the finger and the prostate, helping it to feel a little less weird and direct.
As always with anal play, make sure that your finger is adequately lubed up with a high-quality anal lube. Everyone likes different lubes, but water-based and silicone-based lubes tend to be the most recommended for anal play.
If using a prostate toy
If you’re using a reputable prostate toy brand such as Aneros, then the prostate massager toy is going to be shaped so that it ergonomically fits your body, making it easier to insert and feeling quite “natural” once it takes its place.
First, be sure to clean the sex toy with warm soapy water or specialized sex toy wipes before use. Before putting something in your ass, ask yourself “would I be willing the put this in my mouth?” If the answer is no, then you need to clean it. Never put something dirty or dusty inside your bottom.
Before putting something in your ass, ask yourself “would I be willing the put this in my mouth?”
Next, put a towel down on the bed and lay down. Lube the prostate massager up with plenty of water-based lube before insertion. You may want to “warm your anus up” by lubricating your finger and fingering yourself for a few minutes with 1 or 2 fingers. This helps your anus to relax and expand slightly, making more room for the toy.
Getting into the “zone” for prostate play
It’s called a “prostate massage” for a reason – you really need to be in a relaxed and meditative state of mind. I know saying that you need to be in a meditative state sounds all hippie-ish and weird, but believe me when I say that it’s true! Calm your body and your mind, think arousing thoughts, and get yourself excited for one of the best orgasms of your fucking life.
This meditative state of mind helps to trigger and stimulate the muscles inside you which are going to give you intense pleasure later on. It’s very hard to describe if you’re not used to these sensations, but it’s almost like you have to get your butt “excited” for this pleasure before it evens happens. The more “excited” your ass is, the more readily it produces anal orgasms.
Also, breathing is really important with many kinds of prostate massage – make sure that you take deep and long breaths, allowing your body to feel all the sensations of the massage as you slowly inhale and exhale your breath. Try to be as mindful as possible with your breathing; it’s an essential part of the process. Practicing mindfulness meditation in your everyday life could actually be a huge help here.
Hands free prostate orgasms are not the sort of things that can be achieved in a quick 10 minutes before you catch the train – this is the kind of thing you need to set a couple of hours aside for. Ideally, you want to be home alone (you’ll want to moan loudly) and you’ll want to have 1-2 hours of time without any distractions. If you can plan for 2+ hours of free time, then that’s even better. Don’t rush, as rushing will get you nowhere with this kind of erotic milking.
Looking for those coveted prostate stimulation techniques which produce multiple long orgasms? Then you’re in the right place! Although couples erotic prostate milking can be fun, solo internal prostate stimulation with a high-quality sex toy is the best way to ensure a leg-quivering body-shaking continuous anal orgasm, sometimes referred to as the “Super O” in online prostate milking communities.
If you’ve seen prostate orgasm videos of men rattling around on their beds in pleasure and you want to want to know the best way to achieve prostate orgasm, keep reading.
If using your finger (or a partner’s finger)
Although not the best prostate massaging technique, milking the prostate with your finger (or your partner’s finger) could be a good introduction for newbies who are unfamiliar with this kind of anal play. Use a clean and well-lubed up finger, insert it into your rectum around 2-3 inches. You want this finger to be about 2 knuckles deep inside you. You may wish to use your index finger for this, although I find the middle finger to be best personally.
The prostate gland is located on the anterior side of your body, so once you’re inside your ass, you want to curve your finger towards the front of your body, almost like you’re moving toward the direction of your penis from inside your ass. With any luck, you’ll feel a walnut-sized “bump” around this area. This is the prostate gland.
Use your finger to gently “rub” or “tab” the prostate gland, getting used to the pleasurable sensations that it creates. This kind of prostate stimulation tends to be best accompanied with cock massage and penis masturbation, so try to adopt a position which makes it easy to stroke your cock and jack off while also milking your prostate.
If using a vibrating prostate massager
Vibrating prostate toys are a good step up from finger play – they get you accustomed to prostate stimulation and having a male sex toy inside your ass for extended periods of time. You might think that a toy which vibrates would be the “ultimate” pleasure for your prostate gland, but this is not true, as the vibrations tend to “numb” the area over time.
Alas, it will feel relaxing at first, but then the numbing effect will take over and the pleasure will become less noticeable. Still, it’s a good middle step for prostate play.
After preparing your ass and washing the toy, use a lubed-up finger to loosen up your asshole a little. You need don’t to go too far in – just 2 or 3 inches should do – as we’re just trying to loosen up and relax the anus at this point, making it more ready for a toy to be put inside it. Use 1 or 2 fingers and take a good few minutes to loosen up your ass.
When you feel relaxed and open enough, lube up the sex toy with water-based or silicone-based lube and then insert it into your anus with the prostate-stimulating end facing toward the “front” of your body, as if pointing toward the penis. Most manufacturers of these vibrating anal toys will include diagrams which show how their toy is supposed to slide into your rectum, such as this one and this one.
Once it’s inserted and your body becomes accustomed to it, simply turn on the vibrations and enjoy! Start soft and work your way up to the bigger pulses – you don’t want to jump in at the deep end. When it comes to prostate masturbation, it’s about the journey rather than the destination! Again, you’re unlikely to experience the Super O anal orgasm from a vibrating toy, so feel free to stimulate your penis and scrotum along with the sensations of the toy.
If using Aneros-style prostate sex toys
You really want the best male orgasms that leave your body shaking and legs quivering with pleasure? Then acquaint yourself with the Aneros sex toy range. These sex toys feature patented designs and 100% medical-grade silicone, ensuring an amazing and safe road to your first anal orgasm. Aneros actually make the only medically patented prostate massagers in the world, with their unique design absolutely maximizing anal pleasure for men. The downside? They require practice.
Before using Aneros devices, you need to acquaint yourself with your sphincter muscles (the ones you squeeze when pooping) and your PC muscles (the ones which stop you from peeing). The PC muscles (pubococcygeus muscles) are the trickiest to get used to contracting/relaxing, but doing some kegel exercises should help you to strengthen them. These PC muscles are quite subtle and it takes some time to find them, so don’t lose hope. It feels a bit like you’re “pushing out” up to your groin, but everyone describes this feeling differently.
Place a towel down and lie in a comfortable position. For the best prostate stimulation results, most people recommend lying on your back with your knees bent up and your feet flat to the floor. Some people also find that lying on their side is pleasurable, especially if they bend their knees up toward their chest. Aneros actually recommend lying on your side and bringing one of your knees up toward your chest as high as you can – this is said to grant the easiest access to the prostate, but may not be the most relaxing or comfortable position.
Get your anus ready by lubing up your finger and fingering yourself with 1-2 fingers for a few minutes. This should help to loosen up your ass and relax your sphincter muscles a little. Next, lube up the toy and gently insert it inside your bottom with the prostate-stimulating end facing “upwards” toward your penis from inside you. The perineum pressure point should gently rest on your perineum, which is sometimes called a “taint” or “gooch”, helping with external prostate stimulation.
Now there are several prostate masturbation techniques which are possible when using Aneros-style prostate massagers, but here are the 2 main techniques which most users (and myself) have found to be effective:
#1 - The “Tug Of War” Technique
This prostate milking technique is all about forcing the muscles in and around your anus to spasm, leading to involuntary muscle spasms which cause a chain reaction that you cannot stop once it starts.
With the Aneros sex toy comfortably inside you, contract your sphincter and PC muscles, holding them for around 7-8 seconds before releasing them again. Repeat this approximately 20 times. After a while, these muscles will start to get tired and you’ll feel that they start to “wobble” as they spasm on their own.
Now you should continue with these long contractions, but don’t squeeze the muscles as hard. Instead gently contract the muscles at around 40-50% their maximum amount, holding them there was as long as you can before relaxing and starting again. With any luck, this will start to cause involuntary spasms from both your sphincter muscles and PC muscles.
Keep gently contracting these muscles at 40-50% and holding them there until you get to a stage where your body will take over and do all the spasming for you. If you get to this point, you start to feel extreme pleasure radiating throughout your body, extending to your penis, anus, and down your legs to your feet.
Now you’re on the road to a “super O” male orgasm. Relax and accept the new sensations that are occurring inside your body. If the sensations die down, gently contract the muscles and hold them in place again until the sensations return.
Do not assume that tighter contractions lead to bigger orgasms – it’s all about gently coaxing your body into involuntary orgasms that build… and build… and build. DO NOT force it – just let your body take you on this magical erotic journey.
#2 - The “Do Nothing” Technique
Yes, you heard that right… the “do nothing” technique. This technique is best for people who are experienced in the art of anal G-spot stimulation, as it requires a lot of focusing, meditation, relaxing, and arousal.
With the Aneros sex toy sitting comfortably inside your ass, relax your body and think erotic thoughts to get you into a sensual mood. Make sure that you’re in a comfortable environment with no distractions and ensure that you can relax and fully concentrate on your anal play session. Breathe slowly and deeply, staying mindful of your breathing and how the sensation of moving your chest in and out gently affects the toy inside your ass.
Now start to concentrate on the sensation of the Aneros toy inside your ass. Feel it inside you and allow its warmth to radiate throughout the surrounding muscles. When you have a foreign object inside your ass, your body naturally wants to tense its muscles up, even very slightly. This process is all about accepting the Aneros as a new part of you and allowing your bottom to fully relax around it and accept it.
While concentrating on the sensation of the toy in your ass, try increasing your arousal by playing with your nipples, talking dirty to yourself, and imagining erotic thoughts. The is very much a “mind over matter” technique – the more “turned on” and erotic you feel, the more likely your prostate is to “wake up” and cause pleasurable sensations.
After a while (often 30 minutes or more) of relaxing and turning yourself on, you may start to feel some involuntary trembling from inside your ass. This is the muscles around the prostate toy starting to tremble and spasm. Do not tense up or fight this feeling – go with it and allow it to continue.
If you allow yourself to remain aroused and relaxed, then the trembling muscles inside your butt will begin a chain reaction of spasms which cause the Aneros toy to bump into your prostate repeatedly. This can start to feel very intense and unusual, but DO NOT fight the sensations.
You will feel pleasure radiating throughout your entire body and down to your extremities, and with any luck you’ll be able to achieve the coveted Super O continuous orgasm that men are constantly searching for.
If you feel the sensations die down without resurfacing, very gently contract your PC muscles and hold them in place for a few seconds before relaxing again. This is usually enough to bring back the trembling and lead you toward a toe-curling hands-free prostate orgasm.
Make no mistake – these 2 techniques are the best ways to achieve prostate orgasm. If you want to know how to milk yourself and cum from anal stimulation alone, then these 2 methods are the best way to do it. They will take time, practice, and patience, but these are the easiest roads to your mind-splitting toe-curling body-shaking first anal orgasm.
If you want to experience the pleasure of prostate stimulation but you’re not sure if internal ass play is right for you just yet, perhaps you (or your partner) could try massaging the prostate externally by massaging the perineum. The perineum is sometimes called the “taint” or “gooch” – it is the area between your anus and scrotum that looks like it has a seam running down the middle.
Please note that external prostate stimulation is MUCH less effective than internal milking, so don’t expect mind-blowing results from this.
External prostate massage with fingers
Take your index finger, middle finger, and ring finger, pressing down together to form a sort of “triangle” of fingertips. Next massage the perineum by moving these fingers in a circular motion. Repeat this 6-7 times before changing direction. Rinse and repeat (not literally) to give yourself a relaxing prostate massage from the outside.
This method is best combined with penile masturbation or it is unlikely to cause an orgasm. Some people may also prefer other variation on this, such as “tapping” their fingers on their perineum while masturbating with their free hand. While unlikely to cause a prostate orgasm, these methods definitely increase the intensity of regular cock massage and masturbation.
External prostate stimulation with vibrating toys
You could also use vibrating sex toys, such as vibrating bullets and eggs in order to stimulate your perineum, penis, and testicles. While these sensations are not going to lead you to an anal orgasm, they could introduce you to the feeling that anal orgasms generate, getting your body prepared for more intense orgasms that leave you tingling all over.
Now you might find yourself wondering “what does an anal orgasm feel like?” Well, to put it simply, they feel fucking amazing. Imagine the best orgasm you’ve ever had, times it by 10, radiate it throughout your entire body, and then prolong it to last several minutes at a time without stopping.
There’s a reason that people are willing to shell out their hard-earned cash for prostate stimulation toys – the orgasms are absolutely unbeatable. By contrast, normal orgasms will start to seem a bit crap.
My personal take on anal orgasms
Everyone has different experiences and sensations of prostate orgasms, but for me, the sensation was like a warm “glow” of sexual energy which radiated from my anus out down my legs to my toes and up my arms and out to my fingers.
I felt about as turned on as I’ve ever felt in my entire life – it was like my entire body wanted to give itself over and surrender to the immense sexual pleasure I was feeling.
For me, the feeling was not like a regular penile orgasm – it’s like being on a whole new level of sexual pleasure that you cannot imagine until you experience it for yourself. Your muscles twitch and your body can shake, yet your bottom and your penis are glowing with a warm sense of erotic calm.
I personally find that there is a very unusual contrast between my muscles twitching/spasming and my inner core feeling a calm sensual relaxation. It’s like I’m caught in the middle of a fight between all the muscles in the body – a fight which leads to intense sexual pleasure.
The so-called p-waves (waves of prostate-related pleasure) could leave me feeling tender and euphoric for several seconds or even minutes at a time, often causing me to involuntarily moan out there or bite my lip as I neared the ultimate climax. I’d be leaking precum after a while, and sometimes my penis would throb without me even having to touch it. It’s fucking awesome.
Other people’s takes on anal orgasms
Here I’ve compiled some of my favorite comments from this “Ask Reddit” thread where Reddit users who had experienced prostate orgasms were asked to describe them:
When it hit, it fucking hit. A wave smashing into my groin, wave after wave smashing over the rest of my body. My skin felt super receptive. I felt every hair follicle on my scalp, and I felt a pressure building again. I had ended up groaning again, quite loudly, and shot across the room. Multiple volleys of semen flew across the room, managing to hit the opposite wall.
It's difficult to describe, because they come about in several different ways and in several different parts of the body. It's a very bright, tingly sensation, ranging from subtle to overwhelming. Prostate stimulation, even without achieving prostate orgasms, can make normal masturbation feel much better, multiplying the intensity of the regular orgasm to come.
For me, I find that I am simply overcome by the sheer power of the orgasm. It's not a whole lot better, per se, but it is a lot stronger. As in after it happens I'm stuck there out of breath and trembling for at least a few minutes. As if all of my energy had just been sucked out of my body and concentrated into a ridiculous orgasm. P-spot is the way to go.
It feels like you're brought to the brink of orgasm, but you stay there for a long time before the pleasure just takes over and you explode.
I couldn’t have said it better myself!
This section is all about getting you ready for a new kind of orgasm that you’ve never experienced before.
We’ll talk about what you can expect, the side effects, the aftermath, and everything else you want to know about the elusive wonder of prostate milking orgasms.
Cumming and precumming
This might seem strange, but with prostate orgasms, you don’t always cum. You see, rather than reaching a destination, prostate milking is all about enjoying the journey. You could experience multiple orgasms through P-spot play, and you may also notice your penis convulsing and leaking vast amounts of precum. However, you may not necessarily cum from this form of anal massage, although it can indeed happen. Let go of the idea that “cum = orgasm” and go with it.
Trembling and body shaking
If you’ve ever watched prostate orgasm videos of people using the Aneros prostate toys, you may see their legs trembling and their bodies shaking all over their beds with pleasure. If you do manage to achieve prostate orgasms, then this could happen to you too. Don’t worry, it’s perfectly safe (assuming you don’t do it 24/7) so when it starts to happen just go with it and keep enjoying the ride. Your body will feel shaky and wobbly once you finish your session, so make sure that you prepare for this in advance.
No penis stimulation
If you’re trying out P-spot massage for the first time, it will be incredibly tempting to play with your penis and masturbate at the same time. DO NOT do this unless you’re in a hurry to cum. While it is indeed erotic and will make you feel more aroused, jacking yourself off while having your prostate massaged is likely to make your cum more quickly, and male anal orgasms tend to need around 20-30 minutes to get going before you really feel their bliss.
After an intense prostate milking session, you might find that your body is incredibly sensitive and shaky for a while. I also personally find that my prostate is very sensitive for the next day or 2, making me feel hornier than usual while doing everyday errands.
For example, driving a car or sitting in certain positions can involuntarily stimulate my sensitive prostate gland, causing me to run off in search of the nearest bathroom where I’ll feel the overwhelming need to jerk off. It sounds fun, but it’s actually very inconvenient when you’re trying to concentrate on non-sexual tasks.
Aneros actually started as a medical equipment company, creating prostate massagers in the 1990s which were designed for medical treatment. Soon they realized that their massagers were being used for sexual pleasure more than treatment, so they patented their designs and became a prostate sex toy company!
Prostate massage was a common treatment prescribed for people suffering from ED, and many people with erectile dysfunction use prostate play in addition to other modern treatments to help elevate their libido.
In the US, 1 out of 6 men are diagnosed with Prostate Cancer in their lives. However, according to the Sperling Prostate Center, prostate massage can help to reduce men’s risk of Prostate Cancer. It is thought that stimulating the prostate regularly (i.e. moving it around) makes it much more difficult for a tumor to grow.
Sometimes your prostate can interfere with your urethra, making it difficult to pee properly. By massaging the prostate, it can help to move it out the way/relax it and stop any urine flow issues.
If you suffer from painful ejaculations, there may be blockages in your fluids system which are getting in the way of your semen. Massaging your prostate and the surrounding area could help to “undo” any kinks and reduce blockages.
Don’t worry if you’re getting nowhere – I used to be you, but I got past it! It’s common to have problems finding your prostate and stimulating it properly, especially if you’re using advanced prostate toys like the Aneros range. Here are some common tips to help you reach the continuous orgasm that you’ve been dreaming of.
Breathe deeply and breathe slowly. Concentrate on the sensation of your breaths and how they subtly affect the sensations building up inside your ass. These deep breaths not only help to cause contractions in your body, but they also help you to relax. You can’t achieve anal orgasm if you’re not relaxed!
You might find that your prostate is more effectively stimulated by changing your position up a little bit. Some people like to lie on their sides with their knees bent up toward their chest, while others like to lie flat on their backs with a pillow beneath their butt. Some people even like to lie on their front… try a few different positions and see which one most effectively stimulates your prostate.
If you’re not used to anal massage, it’s likely that your body will naturally tense up and try to fight against what’s happening. Bear in mind that it can take quite a few lengthy sessions to really get used to anal masturbation.
With all this concentration and meditation going on, it can be easy to lose your horniness and arousal while in the throes of a lengthy P-spot milking session. If this is the case, try playing with your nipples, thinking erotic thoughts, talking dirty to yourself, and moaning out loud. The more aroused you are, the easier it is for your prostate to respond and do its thing.
You cannot rush a prostate milking session, with some websites reporting that it can take around 10-40 minutes in order to achieve anal G-spot orgasms. However, many people suggest that you should allow 1-2 hours for a prostate milking session as a minimum. If you need to run some errands in an hour, you shouldn’t be milking your prostate. The best time is probably before bed, when you’re in no rush and your body has time to recover from the intensity.
The Bottom Line (pun intended)
Prostate massage will change your life. It will increase your libido, make masturbation feel better, and introduce you to a new level of orgasm which is far beyond anything you’ve ever felt before. The only downside of self prostate milking is that it can get a little addictive! In fact, one man in his 60s even became addicted to prostate orgasms and couldn’t stop having them!
Nonetheless, if you’re sensible and use the appropriate preparation, technique, and caution, then you can open up your mind to a whole new world of sexual sensations. Who knows, maybe you’ll even achieve the “Super O” that people are always talking about! Prostate stimulation needs to be tried by all men at least once in their lives – you don’t know what you’re missing!