Your Ultimate Guide to Anal Masturbation
Anal beginner

Your Ultimate Guide to Anal Masturbation

T Tabitha Britt 10 min read

Whether you're an occasional masturbator, an experienced pro, or curious about trying something new, anal masturbation is one way to discover new sensations and unexplored pleasure. While a quick solo sesh is satisfying (and, honestly, efficient), what about those moments when you yearn for a deeper, more fulfilling experience? Enter, anal play.

Whether you're an occasional masturbator, an experienced pro, or curious about trying something new, anal masturbation is one way to discover new sensations and unexplored pleasure. While a quick solo sesh is satisfying (and, honestly, efficient), what about those moments when you yearn for a deeper, more fulfilling experience? Enter, anal play.

In this article The Benefits of Anal MasturbationHow to Prepare for Anal MasturbationThe Best Anal Masturbation PositionsTips for How to Enjoy Anal Masturbation

Anal masturbation is when you stimulate the rectum, anus, or prostate using fingers, toys, or other objects, for sexual pleasure. So, if you're touching your anus as a part of your masturbation routine, you're engaging in anal masturbation.

"People often find a way of masturbating and stick with it for years, but anal play during masturbation is a great way to mix up your routine," says LELO's resident sex expert and AASECT-certified sex therapist, Casey Tanner. Tanner also notes that anal masturbation is a great, low-stakes way for people who are curious about anal sex (but are hesitant to try it with a partner) to explore their bodies and see what feels good.

That said, there's no doubt anal play can be intimidating, especially if it's your first time. With the right preparation, an open mind and lots of lube, however, anal masturbation can be an incredibly delicious experience.

This article covers the ins and outs of anal masturbation, including how to prepare, what toys to use, and which positions are best for maximum pleasure.

The Benefits of Anal Masturbation

Before we get deep (pun intended) into how, let's talk about the why people might be into anal masturbation. Here's a quick rundown of some of the benefits:

Read: The Ultimate Guide to Prostate Milking

How to Prepare for Anal Masturbation

Like any other sex act, prep is key in anal masturbation. Here are some tips to help you get ready and make the experience as comfortable and enjoyable as possible:

Make sure you have plenty of lube.

The anus, unlike the vagina, is not self-lubricating, so it's important to find a good quality anal lube to prevent friction, discomfort, or injury. Some recommendations include Überlube, Sliquid Sassy and Maximus.

To make things even easier, consider using a lube injector or lube launcher, which can help you get it exactly where you need it without wasting product or making a mess.

"A lube launcher will prevent the 'squeegee effect.' When something is inserted into the anus, the tight anal opening wipes off the lube like a squeegee, essentially leaving the rectum dry," says sex expert and founder of TheAdultToyShop.com, Mayla Green. "If you use a launcher first, the rectum will be nice and wet."

Avoid numbing agents or desensitizers.

Lube is more than enough to make things slippery and enjoyable, and using numbing agents can be dangerous. After all, if you can't feel what's happening, you won't know if you're pushing too far or injuring yourself.

"Do not use numbing creams!" warns relationship, sex, and intimacy coach and consultant Jeni Simas. "Just because you can’t feel yourself getting hurt doesn’t mean you won’t. You need to know if something is causing tearing or so deep that it hurts."

Read: 7 Tips for Having Anal Sex That Doesn't Hurt

Cleanse the area.

Do a bit of grooming beforehand. This could include trimming your nails, taking a warm shower or bath, or using an anal douche or enema. Just be careful not to overdo it! Excessive enema use can cause dehydration or damage the delicate lining of your rectum.

Read: How to Do an Enema Before Anal Play

Make sure you're hydrated.

Staying hydrated is essential for overall health, but it's especially important before anal play, as dehydration can lead to constipation and discomfort.

"If cleanliness is a concern, it's best to stay hydrated and eat plenty of fiber," advises sexologist, relationship coach, and inclusivity consultant, Lilithfoxx. "It might seem counterintuitive to eat fiber leading up to this, but you want to keep things regular and flowing. It's important to note that this should be in the days leading up to anal play, NOT right before."

Find a comfortable, private space.

Remember, relaxation is the secret to a positive experience. So, be sure to find a time and place where you can be alone and really feel yourself. If you're a beginner, you may want to lay a towel down or get in the shower to reduce the anxiety of "making a mess." This can also make aftercare easier.

"If you’re struggling to relax or have concerns about the mess, experimenting with anal masturbation in the shower is a great first step," says Tanner. "The heat of the water, and the knowledge that any mess would be prevented, can be enough to help you let go."

Start slow and be patient.

Getting started is a part of the prep work; it takes time and patience. "While some people might enjoy warming up with anal play, many find anal more pleasurable after they are already aroused," adds Tanner. "Try exploring other erogenous zones (the neck, chest, inner thighs, clitoris, penis, etc.) before making your way to anal. The more physically relaxed you are, the more comfortable anal play will be."

The Best Anal Masturbation Positions

Now that we've covered some of the basics of prepping yourself for anal masturbation, we can get into the fun stuff: the best positions for an unforgettable, orgasmic experience:

Missionary

Missionary sex position illustration. The receiving partner is laying flat on their back. The penetrating partner is laying on top of the receiver, knees between the receiver's thighs, to penetrate. An X-Ray ballon shows the penetrating partner wearing a cock ring during sex. | Kinkly

The Missionary position is a classic for a reason, and it works the same for anal play. Lie on your back (like the receiver shown in this partnered graphic!) with your legs spread wide apart (you can bend your knees if you'd like), and use your lubricated fingers or a toy to stimulate your anus.

Remember to use lube and go slowly; if you're feeling adventurous, you can try bringing your legs up towards your chest to change the angle of penetration.

Doggy Style

Doggy style sex position. The receiving partner is on all fours on their hands and knees. The penetrating partner is kneeling behind them, knees in-between the receiver's knees, to penetrate. | Kinkly

Doggy style is another popular option for anal play, but navigating it alone can be trickier. To do this position, get on all fours (you can lay your head on a pillow for extra comfort) and reach back to stimulate your anus with your lubricated fingers or toy.

If you're struggling to reach with your arms, try positioning yourself near the edge of a bed or couch so that you can angle your body for easier access. Pro tip: If you have a suction-cup dildo, stick it to a wall or other stable surface and back onto it for a hands-free doggy-style experience.

The Hole Lot of Love Position

Hole Lot of Love sex position. A person straddles the sex furniture piece with a dildo held upright in the piece of furniture. They can now use the toy hands-free.

Speaking of suction-cup dildos, the Hole Lot of Love position can be a pretty good option if you've got one handy. To get into the Hole Lot of Love position, stick your dildo to a sturdy, clean surface (in this case, it may be the floor, a chair, or maybe a wedge), then stand over it with your feet shoulder-width apart or wider and slowly lower yourself onto the dildo. A sex toy mount can also help this sex position go anywhere in your house!

With this position, you can control the depth and speed of penetration and have a free hand to stimulate other erogenous zones. If squatting is difficult, try holding onto a sturdy piece of furniture for stability.

If you ever want to take this one to a partner, it's very similar to the Squat position!

From the Back Position

From the Back sex posiiton. A person is laying on the side with their knees pulled up towards their shoulders. They are reaching around behind them, from the back, to slide an anal toy into their butt. It looks like they're laying in the fetal position. | Kinkly

The From the Back position doesn't get enough credit, but it can be a great way to explore anal masturbation. To try this position, lie on your side with your knees bent (like you're in the fetal position) and use your lubricated fingers or a toy to stimulate your anus.

For added pleasure, vulva owners can stimulate their clitoris, G-spot, or both during this position. A fun toy like the Evolved Trifecta can take your pleasure to a new level. (If you have a prostate, get more toy and masturbation tips in Guys, Here's How to Hit the P-Spot Using a Toy.)

If you want to take this partnered in the future, it's very similar to the Spooning position.

Tips for How to Enjoy Anal Masturbation

Let us leave you with a few final words of advice before you go:

T
Written by

Tabitha Britt

Tabitha Britt is the SEO Expert and Content Strategist for Kinkly.com. She's also the founding editor-in-chief of DO YOU ENDO, the first no-BS digital magazine for individuals with endometriosis by individuals with endometriosis. You can find her byline in a variety of publications, including Insider, O.School, YourTango, and My Sex Toy Guide, among others. She earned her Master's degree in Creative Publishing and Critical Journalism from The New School of Social Research.

More from Tabitha Britt →

Related reading

More