How To Have Your First Prostate Orgasm

How To Have Your First Prostate Orgasm

If you’ve ever spent some time on the internet looking at a decent amount of porn, you may have come across the phenomenon of prostate orgasms in men. Whether you’re sexually attracted to men or not, the spectacle of a man’s body shaking around in orgasmic pleasure is surely a sight to behold. “How can that be me? I want to feel sexual pleasure that intense!” I hear you say…

Prostate orgasms can cause men to have multiple orgasms, something which we thought was limited to women for the longest time. Not only can prostate orgasms occur several times in a row, but they can be continuous and lengthy too. You know that moment just before you ejaculate where your legs go weak and pleasure washes over you? It’s like that feeling but extended for minutes at a time. Yep.

I recently wrote a lengthy guide on our website about prostate milking entitled The Ultimate Guide to Prostate Milking which is definitely worth checking out if you want to get into the finer details of prostate play. However, for the purposes of this article, I’ll be touching on the basics of prostate orgasms and how they can be achieved most easily.

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We get that some people are not big into the idea of putting things up their bottom, and for heterosexual men, there’s also the obvious stigma of ass play being “gay” or unmanly in some way. I could talk for days about how ass play isn’t intrinsically gay, but that’s a story for another time. External prostate play is not as effective as internal prostate play when you’re looking to stimulate this sensitive gland, but it’s a good starting point for newbies nonetheless.

For example, you could try using your fingers to massage your perineum, the area between the testicles and butthole sometimes referred to as a “taint” or “gooch” depending on where you live. Next time you’re masturbating or lucky enough to be receiving a blowjob, try clumping 3 of your fingers together and gently making circular movements on your perineum – if you’re lucky, you’ll stimulate the prostate and feel an increased intensity in the sexual pleasure you’re experiencing. This is the power of the prostate in your fingertips.

If you want to take it up a notch from there, you could try using an Orville Anal Vibrator or another Emojibator vibrator to massage this area with increased intensity once using your fingers is no longer good enough! The vibrations will be significantly more powerful than the sensations provided by manual massage, so you can slowly progress up the prostate play ladder until you’re ready to go further. If you’re working your way up to insertion but you’re not quite feeling brave enough yet, using a vibrating bullet toy on your perineum is a brilliant middle ground.


If you’re okay with the idea of anal insertion, then it’s time to give some fingering a try. You could finger yourself or ask your partner to finger you, depending on your preference. Do bear in mind that it will be easier for a partner to finger you, as the location of the prostate is a little tricky to reach with your own fingers. The prostate is located on the anterior side of your body (i.e. the side closest to your penis) about 2-3 inches inside your rectum. It feels like a walnut-sized “bump” inside your bottom.

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Once you have found the prostate with your lubed-up finger, proceed to gently rub or “tap” the bump, massaging it and causing pleasurable sensations throughout your body. Some describe the gland as a “pleasure button” which you can press if you know where to look for it. For some people, this direct contact with an intimate part of the male anatomy can feel a little strange, so it may be helpful to wear a glove or condom over your finger in order to feel less like a surgeon and more like a person who’s looking to orgasm.


If you’re prepared to make way for something to go up your ass which isn’t a finger, then perhaps it’s time to have a look at vibrating toys. Websites such as LoveHoney, SheVibe, and Babeland contain a wide range of vibrating prostate toys, giving you a lot of size options and vibration settings to choose from, catering to various budgets and desires. Rest assured that most prostate toys are not huge dildo-like objects – you only need to travel a few inches up the ass to find this gland… we don’t need menacing veiny 12-inch dildos.

Vibrating toys, once properly positioned, provide the prostate with unique stimulation which can send pleasurable waves of sexual desire throughout your body, sometimes referred to as “p-waves” (with the “p” referring to “prostate”). These are great when combined with penile masturbation, sex, or blowjobs; they serve as a brilliant way to spice up your masturbation/sex life and enhance regular orgasms, although they are unlikely to make you cum hands-free from a purely anal orgasm. This is because the vibrating nature of the toys eventually “numbs” the gland and the prostate becomes less sensitive to the vibrations over time.

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If you’re really looking for a mind-shattering otherworldly kind of orgasm, this is the place you wanna be. Aneros is a sex toy company which actually originally started out making prostate massagers for medical reasons before quickly realizing that their products were being used more for sexual pleasure than anything else. Today, Aneros devices have a cult following of sorts, with forums such as the Aneros subreddit discussing various toys and techniques for achieving Super Os (super orgasms).

You see, these sex toys are not vibrating – they don’t use power for anything at all. No, they are completely manual. I have to admit that when I first purchased one, I naturally assumed that there would be a battery compartment, and I was baffled when I couldn’t find one! These well-shaped pieces of medical grade silicone have the power to change your sex and masturbation life forever if you’re prepared to put in the time, patience, and technique required to use them properly.

These manual prostate sex toys are all about learning to contract the muscles in and around your prostate, namely the sphincter muscles (the ones you use to hold in a poop) and the PC muscles (the ones you use to hold in a pee). By contracting and relaxing these muscles in the right way, they will eventually become tired and start to “flutter” and “wobble” when you relax, a bit like when you’re lifting weights at the gym and your arms start to shake as they get tired.

With any luck, you’ll be able to time these muscle spasms in such a way that they begin to cause involuntary orgasms. It’s easier said than done, and it takes a lot of concentration and meditation, but if you play your cards right, you could cause a chain reaction which leads to the elusive mind-blowing Super Orgasm. In our ultimate guide to prostate milking, we talk about the techniques used to achieve these orgasms in more detail, and there are also many online forums where you can find out more tips and tricks for male hands-free orgasms.

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Prostate milking is a bit like hacking your own body – you’re taking advantage of a natural pleasure spot inside you which happens to be quite easily accessible if you have the right equipment/knowledge behind you. If you can get past the fear of putting things inside your bum (if you have that fear) then you’ll be able to harness the power of multiple intense male orgasms emanating from your anus. I’m willing to bet that if the prostate was located on the forehead, men would be massaging it like there was no tomorrow.

Still, prostate play requires knowledge and preparation, so don’t rush and make sure that you spend plenty of time reading up on toys and techniques which work for you. Once you’ve mastered the art of prostate orgasms, however, your sex and masturbatory life will never be the same again. The only downside of prostate orgasms is that they make regular penis orgasms seem a little crap… I personally seem to have spoiled regular orgasms for myself.

Written by Ian, Sex Toy Collective and originally appearing on

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