Exploring Anal Masturbation, Fingering, and Anal Orgasm

Butt stuff is brilliant and pegging is fun, but sometimes you want to experience that same booty-loving pleasure alone. So, how do you get down with fingering your own asshole during anal masturbation? Victoria Blisse explores the joy of solo anal orgasm for all genders.

Anal has forever been seen as a taboo topic in so-called polite society because we all know what comes out of butts, right? However, it's totally shit to dismiss what arousal can be found and explored in your butt just because of societal hang-ups! Our bodies are fascinating, and our assholes hold lots of joyful secrets to discover.

Why is anal masturbation and fingering a turn-on?

Anal orgasms are definitely an incentive to try anal masturbation and fingering. People with prostates can orgasm from these being stimulated, but if you have a vagina and clit, you can also stimulate them through the anal passage, and achieve orgasm from this different approach.

Indeed, everyone can enjoy bum fun – there are loads of nerve endings around the anus, so even if you only stimulate the rim of your ass, you can experience many exciting sensations. What's more, your gender doesn’t matter at all. Indeed, there are so many different ways to experience anal play alone – it’s not just for gay men, as you might have been led to believe.

There's also a taboo around ass play as it’s often seen as dirty or perverted – many people still see that as a bad thing! However, if you’re even just a little bit kinky, something being perverted is a definite reason to give it a go.

Anal masturbation has an edge of thrill that you’re doing something naughty but it’s the delicious kind of naughty. Society might think there’s something nasty about anal masturbation, but we know nasty the best kind of fun can be.

What do anal orgasms feel like?

Everyone feels orgasm differently and not everyone orgasms the same way every time. Hell, some people (usually vulva-owners) are lucky enough to have discovered how to have multiple orgasms. Anal orgasms can, ahem, come in different ways, for example, from stimulation of the nerve endings in the rim and along the anal canal, prostate orgasms (P-gasms), and those from stimulation of the G-spot and interior parts of the clitoris.

Fuzzy feeling? Anal fingering can bring you to orgasm

Anal orgasms are often described as intense. Many people report that they last longer than their penile or vaginal/clit orgasms and that they can spread throughout the whole body. Some lucky people can have multiple anal orgasms while others take longer to achieve anal orgasm, and may only be able to come from it once.

“Anal orgasms are definitely an incentive to try anal masturbation. People with prostates can orgasm from these being stimulated, but if you have a vagina and clit, you can also stimulate them through the anal passage.”

So, the only way to know for sure is to give anal masturbation a go yourself! It may be exactly the same as other orgasmic experiences you feel or may be different; that’s part of the joy of experimenting. You can’t do it wrong – if it feels good and makes you feel great then anal play and bum fun is right for you.

Is anal masturbation good for you?

As with any kind of sexual exploration, you'll get to learn more about your body and how it reacts through anal play. You can find relaxation and stress relief, and, of course, pleasure. Self-pleasure lets you work out what you really enjoy so when you’re playing with other people you know how to direct them too.

But it’s not just about partnered sex. Getting to know all the secrets of your body gives you all the tools you need for stress relieving wanks of all kinds and durations. You can also perk up your mood, have better sleep, and relieve ***. Taking time to pleasure and explore your own body is an essential part of anyone’s self-care.

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Often you hear that anal sex and anal play are ***ful, but if you're new to anal masturbation, don’t let this worry you. There are ways to ensure you don’t feel *** and get all the pleasurable benefits from exploring your own butt. In fact, there's no need for you to feel any *** whatsoever. And masochists? Well you make it as ***ful as you like!

How to do anal masturbation: 7 top tips

So, ready to get hands-on with your butt? Here are seven anal masturbation tips to get you started...

1. Be prepared

It's essential to be relaxed and turned on to enjoy any kind of anal play and fingering, so before you get down and dirty with your booty hole, take some time to turn yourself on and get ready for exploration. You might like to shower or bathe, or douche if you want to feel extra clean down there. Douching isn’t necessary, though, but remember, coming into contact with some traces of poop while fingering your ass is highly likely – no matter how well you clean.

“Anal orgasms are often described as intense. Many people report that they last longer than their penile or vaginal/clit orgasms and spread throughout the whole body. Some lucky people can have multiple anal orgasms!”

If that freaks you out, use latex/nitrile gloves or finger caplets that you can just take off and throw away. It won’t be a huge amount, especially if you time your wanking right. However, don’t try anal masturbation if you’re feeling a bit loose in the bowel movement area – it’s likely to end badly (or, at the very least, messily!).

2. Lube

You’re going to need lots of lube. Water-based may be easier to clean up as it’s thinner, but go with whatever you prefer. However, it’s best not to use any kind of numbing lubes or creams, as you're more likely to hurt yourself if you can’t feel any ***.

Loads lube: essential when it comes to anal masturbation

If you start to feel unpleasant friction or ***, then simply add more lube. You can’t be overly lubed-up for anal play and fingering your way to anal orgasm. Apply lube liberally to your finger/s and the anus, and add more the moment you feel the slickness has lessened.

3. Go slow

To get pleasure from anal masturbation, you need to be relaxed and in a sexy frame of mind. Anal sphincters stay closed if you’re tense, so you want to relax and 'think' your butt open. Don’t rush the anal fingering and masturbation process. Start by stroking other erogenous zones and masturbate in a way you usually enjoy. It might be good to start with a penile or vulva orgasm to really get you chilled out, turned on, and in the mood.

4. Fingers first

You don’t need any fancy equipment to achieve anal orgasm – all the pleasure you need is at your fingertips. Make sure your nails are trimmed short, then explore the rim of your anus with your fingertip – using plenty of lube. Insert your finger or multiple fingers inside yourself to find out what feels good for you.

If you don’t think you can get a finger fully inside your bottom, don’t worry, you don’t have to. The rim of the anus is filled with nerve endings, so you can get lots of pleasure from stimulating those alone.

5. Get comfy

Finding a comfortable position is half the battle for anal masturbation, as reaching round to your own butt isn’t the easiest thing to do, particularly if you’re not especially flexible. Positions to try include:

On you back, knees to chest, with a pillow under your hips
On all fours, reaching round between your naturally-split buttocks
On your side, top leg bent and pushed forward

6. Tools of the trade

If you want to try something different or need some extension for more easy access, then there are plenty of butt sex toys for you to try. Anal plugs of varying sizes can give you a sense of fullness, and anal beads provide a variety of sensations going in and being pulled out.

“Anal sphincters stay closed if you’re tense, so you want to relax and 'think' your butt open. Don’t rush the anal fingering and masturbation process.”

Prostate massagers are made specifically for stimulating the prostate if that’s what gets you off. And dildos with flared bases (so they can’t get lost up your butt) can give you the sensation of being butt fucked.

7. Combine and conquer

It might take a little practise, but try rubbing other erogenous zones and pleasure spots such as the tip of the dick or the clit as you stimulate your ass. This combination can really be the key to mind-blowing orgasms. Be sure to wash your hands between stimulating your ass and your penis or vagina so that you lower the risk of infection.

Pull the plug: don't like fingering during anal play? Then try sex toys

Post anal fingering care

When you’re hopefully satisfied from your anal masturbation session, it’s fine if you need to go to the toilet. You may feel the urge to poop – it's more than likely just the stimulation of your anal passage. Also, wash your hands thoroughly along with any of the toys you’ve used.

If you feel stretched and/or sore around your back passage; this is perfectly normal. You might feel a little more pressure when you have a bowel movement; again this is normal and just because you’ve been stretching the muscles down there and stimulating the nerves while fingering your anus. If you feel any sharp *** or discomfort or pass *** in your stool, you should see a doctor.

If, however, you see a small spot of ***, you've probably just scratched your anus or anal canal and this is likely to heal of its own accord, like any other scratch on your body.

The final FET: anal masturbation

Exploring your body and pleasure zones leads to a happier, healthier you. Just because the anus is a taboo subject not to be talked about in polite company, it doesn’t mean you shouldn’t be exploring the pleasure of anal masturbation and fingering in your own time and at your own hands.

Learning what turns you on gives you self-insight, increased pleasure, and could add anal orgasms to your list of ways to get off. Don’t let shame weigh you down (unless that’s your thing), get to know your anal pleasure spots and how to push them just so. •

Victoria Blisse was an erotic author and sex-positive Reverend. She helped shape fetish.com and FET from the very beginning and we're eternally grateful for her passion and creativity. Sadly, she passed away in January 2024. We hope that whenever her articles are read, she'll be honored.

Do you want to know more? Wonder how other kinksters experience anal ecstasy through masturbation? Then add a thread to our fetish forum...