
When someone tells you to shove it where the sun doesn't shine, chances are they aren't talking about a prostate massage. But why not? That's their loss. Maybe you found the best prostate massager but have not figured out the best position for prostate massage.
It doesn't matter how much experience you have in and out of the bedroom or your confidence levels. Exploring new avenues is tough at the best of times (trust us, we've tried a few). If you're new to prostate massage or need a refresher checkout our beginner's prostate massage guide.
Whether it's yourself or your partner that's all about the prostate massage, we're going to remove any discomfort from working out the best positions for prostate massages for you. That way, you can ease your way in gently without putting yourself off the most exhilarating ride of your life before you're even strapped in (or on)!
Solo or Partnered?
The great thing about a prostate massage is that you can enjoy your own company or play with your partner. But if you're new to anal play and are a little nervous about the prep-work involved, or any embarrassing mishaps, then we recommend going solo the first few times while you familiarize yourself.

As RuPaul would say, "If you can't love yourself, how the hell you gonna love somebody else?"
However, all our favorite positions can be enjoyed either solo or partnered. So, you can apply these to spice up your sex life once you know what hits that spot!
Legs-Up
Legs-up is one of the classics. Some even say it is the de facto best position for prostate massage. It's popular among beginners and more experienced, as it makes your prostate very easy to stimulate. In addition, legs-up play is one of the most fun options for solo play, allowing you to explore all the sexiest parts of prostate massage without having to juggle with your hands.
If you haven't already done so, make sure that you lie down on your back somewhere comfortable, such as a bed. Some people like to place a pillow or cushion underneath their bottom. This provides support and can help relax your lower back and abdominal.
You can then lift your knees to your chest, make sure that you spread lubricant on both of the points of contact, and then let the action begin. Legs-up is a classic yoga position, and can allow for the prostate to enlarge.
Face Down
It is a little bit harder to penetrate when you are face down, so many people dismiss this as a little too much of a hassle. It has a benefit, though: like kegel exercises, it gives you better control of your sphincter, which lets you grasp a toy or body part for extra X-rated fun.
The knees should be on the bed as you lie face down in reverse position to facing up. The first thing you need to do is insert, then straighten out. You'd be surprised at how easy it is to do this instead of struggling to do anything when your body is in full pencil mode!
Fetal Position
If you wish to achieve a prostate orgasm without penile stimulation, it is best to lie on your side to minimize sensations present at the front of your body. If you are with your partner, this would be better than other options, including the penis. For solo play, this pose is great because you can flex your muscles, and you can get the most out of it.

The best way to do this is to lie on your side, bend your knees, and breathe deeply. Make sure that your knees are as close to your stomach as you can. When you find yourself in this position, you will have no trouble reaching for your prostate.
Doggy Style
For those of you new to anal play, the best way is to do a training butt plug with this method. Prostate play can make you feel like an octopus with far too many arms and legs getting in the way. Doggy position fixes that problem while simultaneously helping you to control your sphincter.
In a similar way to laying face down, your top half is bent over rather than lying flat this time. If you feel comfortable doing so, you can start in a squat position so that entering the position is as smooth as possible, and once you are comfortably seated, you can switch to a doggy position.
Further Reading: How To Insert a Prostate Massager
All of the Above
Any of the other positions we've mentioned here will also work for prostate milking. The secret to success is to try a few different positions first to understand what works for you and what feels most comfortable.
That said, go with the fetal position first since it's one of the most comfortable to allow the muscles to relax and get those juices flowing. If you want to learn more about how to milk your prostate, checkout our Prostate Milking guide.
The Best Position for Prostate Massage is Personal to You
Prostate massage is a fantastic experience for so many different reasons. First, they're proven to help men with erectile dysfunction and stimulation issues. The also increase ejaculation volume, providing a longer and more intense orgasm. Not only that, but more frequent ejaculation can significantly reduce the risk of getting prostate cancer. And finally, they feel amazing.
So if you're the sort of person who feels prudish and even guilty about wanting to explore the best positions for prostate massages, know that you're not only improving your mental health and sexual well-being but also your physical health at the same time.
Now you're all loosened up, and we've satisfied those curiosities inside your soul, take our special quiz to find the right toy for you! Go on, treat yourself to something new today!