Pleasure Mechanics

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Anal Masturbation

How to Add Anal Touch to Your Masturbation

The anus is part of your sexual system – male or female, whatever sexual orientation you may be – your anus is a central part of your sexual anatomy. The external anal sphincters have one of the highest densities of nerve endings found anywhere on the human body, and those nerve endings are directly linked up to your arousal and orgasmic responses. So if you choose, anal stimulation can be part of your sexual experiences, both solo and with a partner.

Anal masturbation can amplify your pleasure and offer new sensations during masturbation. Many people find the combination of genital and anal touch to be incredibly intense and love the fullness of sensation offered by engaging all parts of the sexual system at once. Other people like to explore anal stimulation alone, savoring the specific pleasures of anal play. You can choose to explore anal masturbation alone or in combination with genital stimulation and enjoy the full range of experiences available to you!

Including anal touch in your masturbation is a great way to start exploring your erotic response to anal stimulation, long before you choose to explore anal play or prostate massage with a partner. By exploring anal stimulation as part of masturbation, you get to explore on your own terms- as slowly and as gently as you wish.

Many people explore anal masturbation by using their fingers to stimulate the external anal sphincter, either alone or in combination with gential stimulation. Try adding in gentle external circles next time you are masturbating and see how your body responds.

Some people like to explore penetration during anal masturbation. You can contort your body to penetrate yourself during masturbation, but many people find this challenging. Anal masturbation toys can be a great tool to explore deeper stimulation. The Aneros is designed for men but can be enjoyed by women as well, and anal beads and butt plugs also offer a big variety of options to explore solo anal play. Whatever type of toy you choose to explore with, make sure it is specfically designed for anal play, with a wide base to prevent the toy from slipping all the way inside!

Anal Masturbation Vs. Prostate Masturbation

Some men who explore anal masturbation want to include direct stimulation of the prostate. It is important to remember that a lot of the erotic pleasure from anal play comes from stimulation of the nerve endings on the external anal sphincter, and both men and women can experience profound anal pleasure without any penetration at all. Some people love external anal play and never choose to include penetration, others mix it up depending on how they are feeling. Check out our article about prostate masturbation if you are interested in direct stimulation of the prostate during your solo sex explorations!

Ready to ask your partner to explore prostate stimulation with you? Enroll in our Prostate Massage Mastery Course and discover all the skills and strategies you need to make it super pleasurable and successful for both of you!

Prostate Masturbation Tips and Techniques

Many men enjoy including self prostate massage in their masturbation. By touching their own prostate, men can engage more of their sexual system, thereby enjoying more sexual sensation and improving health in the entire pelvis.

Prostate masturbation can include internal or external stimulation, with or without toys. The most direct way of milking your own prostate is via anal penetration. If you are flexible and can reach that far, you might be able to feel your own prostate with your fingers. Otherwise, you can explore the area using toys and pay attention to the sensations in your sexual system.

It can take some time to get used to new erotic sensations. You might feel numbness or even nausea at first when you explore anal stimulation. Over time (or sometimes right away!) that newness gives way to intense arousal, deep sensations and powerful orgasms. We get emails every day from guys saying “why did I wait so long to do this?” and “why isn’t every guy taught about prostate orgasms?”

To experience the most arousal from your anal and prostate masturbation, be sure to warm up with lots of external touch, slowly relax the anal sphincters first and only proceed to penetration when you are really relaxed and aroused.

We’ve been teaching guys and their partners about prostate massage for over 10 years now. While designed for partnered play, many of the techniques in our bestselling online course Prostate Massage Mastery (which includes the world’s best selling video about prostate pleasure!) can be used for self-prostate stimulation.

Tips for More Pleasurable Prostate Masturbation

Prostate Masturbation Toys

Prostate Masturbation Toy

Using a toy such as the Aneros* or this favorite from Fun Factory can help you experience the full range of sensations, depth of penetration and kinds of stimulation that are available during prostate masturbation.

Many men enjoy using prostate masturbation toys* in the shower. Again, be sure to stimulate the external anal sphincters so you are relaxed and the toy penetrates easily. There never needs to be a moment of pain during anal stimulation.

External Prostate Masturbation

External prostate milking can be done via the perineum. You need deep pressure to reach the prostate through the sling of muscles that comprise the pelvic floor. Push deeply along the perineum and see if you can feel sensation in and around your prostate. Do this while stroking your penis for maximum pleasure.

Make sure you are highly aroused while stimulating the prostate. Prostate stimulation feels best for most guys when done in combination with genital stimulation. The more aroused you are, the more swollen and pronounced the prostate will be, making it easier to locate and stimulate with your finger.

Internal Prostate Stimulation

Wear a glove for easier clean-up and to free yourself the distraction of being worried about touching your butt. Over time you’ll notice that with a little preparation, there is nothing gross to worry about!

Once your finger is inserted, feel towards the front of the body and try to locate the walnut shaped prostate gland. Many men can not reach deep enough to feel their own prostate.

It may take several sessions of prostate stimulation for the sensations to turn into intense pleasure. Many men experience tenderness or numbness at first. Allow yourself to explore the sensations without too many high expectations at first. Many men report that prostate sensation is a learned pleasure!

Positions for Prostate Masturbation

Manually stimulating your prostate can be a pleasurable and healthy part of your masturbation. Most men who are interested in exploring this pleasure find themselves limited only by flexibility – it can be extremely challenging to contort your body into a position for prostate masturbation and yet relax enough to enjoy it.

Try reaching both forward between your legs and from around back, or one hand going each way. Try lying on your side, on your front and back, standing or squatting. Use pillows to elevate your hips.

Stand with one foot on a chair or stool and then reach with one hand behind you. This opens up the pelvis and may allow for deeper self penetration.

Feeling fit? Drop into a deep squat and try penetrating yourself from this position. This position may help you penetrate with more ease, but most guys can’t hold a squat long enough to explore getting aroused in this position.

Be creative enough to see if there is a position comfortable enough to reach both your penis and your anus – the rewards are well worth the effort. If you simply can not reach, and many men can not, try using toys to extend your reach. Or, get your lover on board and save anal play for partnered explorations.

Master The Art Of Prostate Massage

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* please note some links on this page are affiliate links, and if you choose to make a purchase we will receive a small percentage as thanks for the referral. We only link to resources we know, trust and love!

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