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Prostate Orgasm 101: *Unlock* The Most Intense Milking Ever
Dainis Graveris
Updated: March 26, 2021
Want to learn how to have a prostate orgasm? Tried it before but didn’t work? Read this prostate milking guide and achieve the Super-O you oh so deserve.
Who would have known that you have a fucking clitoris in your ass?
When you’ll reach your first prostate orgasm (PO), you’ll feel like you are living a dream…
You will be able to orgasm like your wife (again…and again).
When I first experienced my first PO I thought to myself:
“I’m never leaving bed again. lol.”
Suddenly all my orgasms from good, old-fashioned hetero sex and self-pleasuring seemed so pedestrian.
So as a straight male, I say to you: 
“This is an adventure you want to take at least once.”
In this guide, I collected the best advice I have & the stuff I learned after talking to hundreds of guys to help them experience their first ever prostate orgasm.
Many guys try it for years and don’t succeed. 
I found that there were a lot of key factors that need to be there to have even a CHANCE of success.
To succeed with prostate milking it’s more like trying to put the 30-piece puzzle together than simply trying to finding one silver-bullet technique.
I call it a three-legged stool technique.
I believe there are three critical ingredients (& tons of subtle flavors) to prostate play success:
Here you’ll learn more about the arousal & the process. 
I’ve covered the best prostate massagers here.
I found it impossible to give myself PO with my fingers. 
Pros can reach PO with just an external perineum massage and right breathing.
But you set yourself up for failure, if you have never reached the PO and try to just fiddle with fingers and hope for a bliss.
But the rewards can be mind-blowing orgasmic:
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.
When it was over I was still quivering. Gasping for air and trying not to touch my body. I grazed my nipples and nearly had a seizure. I cleaned myself off after 10 minutes trying to regain my composure. When I stood up I couldn’t walk. My knees were quivering with exhaustion.
It was intense beyond intense. Do try it.”
Also if you’re serious about PO success, please don’t skip around though.
The order is very important and I spent over a hundred hours constructing it. 
Prostate massage isn’t just for fun. 
Though it will definitely bring you to a whole different state that feels like a RESET button on your life. A reboot of the system if you will. 
But originally it was (still is) recommended by doctors1 as an aid to prevent prostate cancer.
You might even have had your first prostate milking experience at the doctor’s office (but he didn’t try to make it pleasurable).
Aneros made prostate massagers in the 1990s and discovered that men started using them more from pleasure than medical treatment.
That’s how this sex toy and prostate milking was born.
This seems to be the #1 stumbling block why most men don’t even try prostate play.
It stopped me. Years of society conditioning stood in the way.
I regret not starting a prostate play years ago.
Being penetrated is a totally different mindset.
But never experiencing Super-O is like…
…never orgasming for your whole life and discovering sex only at the age of 50.
The sensations are THAT intense. Blissful. Otherworldly. With no refractory period…(meaning) you can have multiple of those…
Sexual orientation happens in the mind. 
You’re either attracted to men or you’re attracted to women (or both).
If you have mental blocks about this though, you need to solve them first. 
I once consulted a guy who wanted to play with prostate but had a subconscious fear of rape. 
His body was screaming against him playing with his ass.
He needed to fix his mind game first.
 On a scale from 1 to 100, I would say penis is 10, and prostate is 100.
Yeah, penis orgasm is still fun, but the PO is quantum leaps better.
Penile orgasm originates in genitals, but prostate orgasm feels like coming deep within the body.
When it hits, it’s totally overwhelming and beyond this world experience. 
But the best thing about prostate orgasm is that you can have multiple of them.
When you jerk off normally, ejaculation triggers a refractory period2.
You cannot physically orgasm again for some time.
With prostate milking – you will orgasm without ejaculation.
And this will allow you to orgasm again…. and again…
You can chain those orgasms and have another one 5-10 seconds apart.
Ultimately the only reason you would stop is that you simply cannot take any more.
Pay attention because to succeed you’ll need to rewire your brain from penile sensations to internal prostate ones:
If you can locate the swollen prostate, you can hit it in any way you want.
The most sure-fire way to find the spot is to refrain from any sexual stimulation (it’s not that hard) for a week.
Note: If you don’t trust yourself to refrain, get a chastity cage to help.
You want to feel so turned on and aroused that you feel like almost humping the air.
You literally cannot think of anything else than sexual release.
That’s when you should put on porn for 20-30 mins with clothes on.
You’ll feel the prostate become engorged and swollen as it fills with the liquid and grows 2x in size.
That’s when you want to go for normal jerk-off session and feel around your ass with a finger while you ejaculate (cut fingernails before to avoid hurting rectal walls).
P-spot will become a hard bump that there will be NO WAY you can miss it.
The picture below shows both sphincters, prostate location and the wall where the P-spot is located:
You’ll feel the P-spot as a change of texture.
You’ll need to get through two anal sphincters to be able to reach it. 
First one, you can control and relax. 
The second one will take time and patience to let you in.
Do this with a finger when you’re super aroused and close to orgasming and you WILL FIND IT.
“Expectation is the root of all heartache.”― William Shakespeare
The quote above is there to symbolize the most important mindset shift you must forego.
The biggest hurdle for most people is to create a distinction between action and pleasure.
With penile stimulation you knew 100% you’ll get the reward in the end.
You stroke = wrrrr…the pleasure comes.
The prostate doesn’t work that way.
Be Prepared That You Won’t Have An Orgasm On Your First (Or Second Try)
I’ve talked to tons of guys and on Aneros forums, a general consensus is that most guys figure out how to have multiple non-ejaculatory orgasms, within one year or less.
Very few guys figure it out either sooner or much longer.
It took me around a year, but I was really obsessed with it.
Why would anyone keep going with it?
Because even when you don’t have orgasms, you’ll enjoy new sensations a lot.
And there is always a GUARANTEED ENHANCED normal jerk-off at the end.
The penile orgasm will be way more intense and the fireworks (amount of cum) will be unbelievable.
In fact, I would suggest you not to expect a PO in any session.
If you’ll push too hard, aiming for big-O, your mind will kick in and murder all chances of success.
Just enjoy the journey. Whatever happens, happens.
The prostate is fickle, and you cannot make it orgasm on demand.
But it helps to know that in the end there is always a reward with the enhanced normal jerk-off.
With that said, let’s get to the nitty-gritty:
Yes, you can fool around with your fingers and in theory, you can achieve orgasm like that. 
In practice though – it’s practically impossible to do it yourself.
The only exception could be a trained specialist.
If you’ve ever tried to stimulate woman’s G-spot you’ll know that your fingers will fall off sooner than she will reach orgasm.
I never succeeded to get the first prostate orgasm using just my fingers, and chances are you won’t either.
So what do you need for a proper session?
If you remember the three-legged stool technique:
The right toy and right lube are 1/3 of the success equation.
I wrote a separate guide about prostate massagers that you must read before you go on.
Both lube and massager are critical getting right.
For massagers, I recommend either Pure Wand or Nexus Revo.
Nexus Revo is 100% hands-free, that does it all for you. We have a complete Nexus Revo review for you as well.
Sliquid Sassy is a popular water-based choice and the one I use.
However, you still will need to re-apply it in longer sessions.
That’s why oil-based lubes are popular for anal.
You’ll need to apply oil-based lube only once and it will be enough for a multiple hour session.
The #1 recommendation is 100% unrefined shea butter (especially Now Solutions brand).
Or you can use grocery store baby-oil. All of these work great.
Oil is safe with all toys as long as you don’t use it together with a latex condom.
Alternatively, you can use disposable gloves or washcloth to keep your hands clean and dry.
Nobody wants more mess than is needed.
Not everyone needs to douche, but it depends on the person, their diet and how their body works.
It helps if you don’t eat anything heavy during the day (stick to raw things like veggies, fruits).
Then use a basic anal douche like this.
Here’s how to do the douching itself:
Don’t keep water in longer than 5seconds, because that’s when it becomes an enema… and you DON’T WANT it.
Then take a nice shower, lie on soft towels and you should be all good.
If it’s still messy, consider changing the diet. Eating whole psyllium husk can be a game changer to make everything more solid.
Note: A clean-shaven perineum and asshole also help to prevent any discomfort that could be caused by a random hair being pulled by the toy.
When monkey mind is running around it’s no bueno.
But you need to find a way to relax your mind.
Also, make sure you do this only if you can get 1-3 hours of uninterrupted time by yourself.
I also like Tony Robbins Priming exercise (14.5min) to help with presence.
Few more things that you should do to prepare the space:
Porn can help to get you really aroused, but during prostate milking, it quickly becomes a distraction.
That’s where auditory stimulation comes to rescue.
You’ll be working on this 1-3 hours… and it’s tough to know what to do. 
For some, it’s audio-porn listening to multi-orgasmic woman moans. 
For some, it’s Tibetan monk chants.
For some, it’s Hypno trainer type of stuff.
I suggest you download these audios on your phone ahead of the time and have 2-3 hours prepared upfront.
You can, of course, keep playing porn, but just make sure you have a long playlist prepared so you don’t need to touch the keyboard or trackpad that will distract you from the experience.
Finally, prepare towels to place under your butt, get water close by and let’s get to it:
Now that you are relaxed and everything is prepared it’s time to get aroused.
It should be easy if you took my advice and refrained from any sexual stimulation for a week.
You should be feeling horny in your body and excited for the play.
Now you can start with normal porn for 20-30 min while having your clothes on.
SUPER IMPORTANT: Don’t touch your penis during the whole session when you’re trying to go for prostate orgasm.
You want to rewire your brain from penile stimulation and discover completely new internal pleasures.
After the session, you can finish off with a jerk-off, but please, if you want any chance for a prostate orgasm to happen – DON’T TOUCH THE PENIS!
With porn and clothes on you’re waiting till you will feel that your prostate starts to ache and become engorged.
If you’ll be only sorta horny when you insert the prostate massager, it will probably won’t be worth it and won’t work.
During the process just enjoy and if you want you can work on relaxing your ass.
Relaxed ass will make massager insertion easier and it will cause the prostate to be more exposed.
When you contract, prostate moves out from a reach into your rectal wall.
To help with it I suggest to squeeze and tense the penis and ass as hard as you can for 10 seconds… Then relax.
Now you should go back to the lube part, get the headphones and get to space you prepared.
Lube it up. Finger your ass. Lube the toy.
I like to first start with an external massage around the asshole to relax it.
The first sphincter is voluntary. The second one will take some time to let you in.
Just massage around till it’s all nice and relaxed.
You can contract your butt muscles as you breathe in and relax as your exhale to help yourself to let go. 
What are The Best Positions for Prostate Milking?
There is no one size fits all and you’ll need to experiment.
It depends on the toy you got (Pure Wand, or Hands-free like Revo or Hugo)
My favorite position is laying on the side as the lady in the picture and manipulating my hand from behind. It’s called a fetal position.
Oh, and a great tip to avoid toy being pushed out is to wear loose underwear or use a belt.
Lower the belt from the back and put against the toy, so it has nowhere to go.
Yeah, You’ve got yourself a hands-free experience!
What do you do during those 2-3 hours?
Don’t just lay there expecting magic.
Everyone is different and you should experiment a lot till you find the right angle, pressure, and pace.
Here are a few more ideas (with Revo the position and movement are taken care of):
Notice your arousal slowly increase.
Continue breathing deeply and heavily.
Note: I really like playing real female orgasm compilations (NSFW – feel free to search on adult sites) and I copy the breathing, trembling, moaning girls do in the video. They know naturally how to do it, while guys have insecurities, mental blocks…that tense their body and don’t allow this expression. Practice this and you’ll feel more.
Even if you don’t notice mind-blowing orgasm approaching, don’t worry. 
Remember: It’s about the journey and it will be enjoyable either way.
If you’ll forget yourself in the journey, chances are the destination will arrive unexpectedly at the right time.
How do you know if you’re moving in the right direction?
You’ll notice sensations only increasing in strength and intensity if you’re moving the right direction. 
You might even feel like peeing at some moment, which could mean you’re pressing too strong on P-spot.
If you keep all this time with deep, slow breathing while slowly increasing your arousal with a constant, slow P-spot massage, you’ll start feeling vibrations through the whole body!
If you don’t keep the pace and breath – you’ll feel the sensations ONLY surrounding your rectum, perineum and genital area.
Whatever happens… Roll with those feelings and keep going.
If you’ve seen women orgasming intensely, the whole body shaking – that’s where you’re going. Embrace it.
Don’t be afraid to moan and let your body shake – enjoy the intensity!
Note: Mr. Racy3 has published a nice infographic on stages of arousal, that may help you to understand how far are you developing (but note that your sensations still might differ).
As the intensity increases, you’ll feel like something is coming. That energy simply must go somewhere.
As the orgasm approaches your ab muscles will start shaking, PC muscles will intensively flex and relax by themselves.
You’ll feel waves of energy going through the body. It will fee
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