Category: Anal Masturbation

Masturbating anally for fun and pleasure. See also Anal Training for posts specifically referring to the use of anal play & masturbation techniques to further develop one’s anal abilities and prepare for anal sex.


The Benefits of Overnight Plug Wear

I’ve long recommended the use of butt plugs to aid in the anal training process, and they really are one of the best ways to practice, train and warm up before sex.

Many people, however, are uncomfortable with the idea of wearing them all day at work or in public, or have a job or lifestyle that makes it difficult to do so. Fortunately, there’s a great option anyone can enjoy to make long term plug wear possible and to enjoy the benefits!

Putting in a plug before you go to bed and wearing it overnight can give you many hours of passive anal training each day without interfering with your daily life and routine.

Overnight plug wear passively trains your ass

When you’re wearing a plug during the day, it can be very stimulating and for a lot of people that’s part of the appeal, but it can also be distracting and interfere with other parts of daily life for some people.

By wearing a plug overnight instead, it’s more of a passively pleasant feeling. It can be distracting for some people at first, but with a little practice, it provides an easy 6 to 8 hours per day of anal training where you don’t need to do anything but slip your plug in and go to sleep. Keep up that routine, and you’ll be having anal sex regularly and easily!

Better relaxation and sleep can result from overnight plug wear

Once you get past the newness of having your ass plugged while you sleep, it’s common to wake up feeling more refreshed and relaxed than before and getting better sleep. This may seem counterintuitive to those who are just starting and feel overstimulated with the plug in and may even find it hard to get to sleep the first time or two, but once you get comfortable with it in, it becomes very relaxing!

This pairs nicely with the natural relaxation of the body that most people experience when sleeping, and as their anal muscles relax along with that, it helps the plug hold them open comfortably and train them into becoming more elastic and easy to stretch open for sex and more active forms of masturbation.

Overnight plug wear is one of the easiest ways to establish an anal routine

One of the most important things for enjoying anal long term or becoming anal only is establishing a consistent routine so that your ass stays warmed up and ready for sex rather than waiting long amounts of time between sex or masturbation each time and needing to start over to open yourself back up and getting sore every time.

As you get a little more experienced with wearing a plug to bed, start doing it every night, and you’ll have your very own routine to stay warmed up and limber and ready for sex or masturbation as often as you want.

Ease into overnight plug wear

If you’re new to long term butt plug wear, you may not immediately be able to wear a plug all night long the first time you try it. Put it in, go to sleep, and see how it goes. If it gets uncomfortable sometime in the night, take it out and see if it needs more lube added. If it stays uncomfortable, leave it out the rest of the night and try again the next night. After a few nights of this, you should notice that you can wear it for longer amounts of time.

Similarly, you may find that certain types of plugs are more comfortable than others for overnight wear. High quality silicone, metal and glass tend to be the best. Cheaper silicone and other soft materials that need water-based lube can often dry out overnight and need more lube. But try it for yourself and see how it goes!

Message: Anal only husband

Carl R: PIV sex became sore for my wife just as we left our 40s. I really learned to pleasure her with oral and finger insertion but not with PIV sex, it trailed off. As we became adventurous I gave up any forms of masturbation as I said goodbye to PIV sex. Since she can’t orgasm with her vagina, I felt it right and a little kinky to end normal orgasms with my penis. My wife gives me regular anal stimulation, gently, for my pleasure and that eventually leads to an orgasm. We started with a plug that she still uses, and she also has a thin expensive vibrator that I love. I’ve also used it in her anus. Since we got this raunchy, and I made a self-vow not to stimulate my penis or have my wife do it, we purchased an expensive chastity appliance for those times my flesh becomes weak, which usually happens it we haven’t been romantic. I assure you this is no Mistress and slave marriage either, though obviously the opportunities for role play given the circumstances are endless. It has been no PIV in nearly 10 years.

Sounds like an interesting arrangement, and if it works for the two of you that’s wonderful. Do you also have anal sex with each other, or does not using your penis involve not penetrating her anally with it either? Many women can orgasm from anal sex, so having anal together in that way might be another way to be anal only together.

Article: These Lubes Will Make Anal Sex SO Much Better

Lube is pretty much required for anal sex — unlike the vagina, the anus is not self-lubricating and can’t get wet unless you help it out. Aside from skipping the necessary prep work, forgetting to use lube is one of the main reasons why anal can be unpleasant for some people.

Thicker lubes are best for anal sex, as anal walls are thinner than vaginal walls, and thus require a lube that can keep them nice and slippery to reduce the chances of cuts and tears inside the rectum. Abrasions increase your risk for contracting an STI, and nobody wants that. Overall, anal sex is considered particularly risky in terms of STI transmission, compared to vaginal or oral sex, so condom use is key (unless you’re in a monogamous relationship, and you and your partner have both been tested). And because of that, it’s important to make sure to use a lubricant that’s latex-friendly. Coconut oil and basically anything in your kitchen, for example, can’t be used with condoms.

Another thing to keep in mind is that the anus absorbs water quickly and can dry out easily when you’re using a water-based lube, according to sex therapist Kyla Black. Therefore, silicone-based lubes are usually the safest bet. That said, if you’re having anal sex with a silicone toy (like a strap-on or a dildo), or engaging in anal play with a silicone butt plug, go with a water-based lube and just make sure to use a lot. (Silicone breaks down silicone, and you don’t want your toys breaking down inside your butt.)

Whether you’re having anal sex with a penis or a toy, we want to make sure you’re having a safe and enjoyable time. Thankfully, there are lubes for every type of butt fun. Read on for our favourite lubes for your bum.

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Like Double Anal? Try Double Anal Only This November!

Every No Pussy November, women around the world challenge themselves to try a month of anal only (AO) and often end up getting introduced to the anal only lifestyle and choosing to stay anal only afterwards. But just because you’re now anal only doesn’t mean the fun has to stop there, challenge months like NPN can provide you with the opportunity to try new challenges.

This year, more than a few women have already expressed their interest in trying what others started exploring the past year or two, and going double anal only (DAO) for the month of November to see how they like it—and then, of course, remaining that way going forward if they do!

As a result, this is going to be the official challenge this year for No Pussy November for any women who are already anal only and/or really enjoy or like the idea of double anal sex. Start training and preparing now with dildos or with partners so that come November you’re ready and eager to dive right in to a month of 100% double anal masturbation and sex!

What does this mean? When masturbating, you should use at least two dildos in your ass at the same time. When having sex, if you have one partner, you should have their penis and a dildo in your ass at the same time; or, if you have two partners, you should have both their penises or strapons in your ass together at the same time in whatever combination your partners have. And you do this every time you have sex, without doing single anal penetration.

For everyone else, fear not—there will be plenty of other fun challenges to try as well if double anal isn’t your thing! Stay tuned for coming announcements leading into No Pussy November 2020.

Article: New to Anal Sex? Please Read This!

People wanting to try anal sex for the first time are usually attracted by what they’ve heard about it, or were asked by their partner to try it. Most who try anal have no information to guide them towards a pleasurable experience. Here is a list of important things to keep in mind if you want it to be enjoyable, repeatable, and something you and your partner will EVER want to do again!

1) There are two sphincter muscles, and both have to be relaxed for anal sex to feel good. The outer sphincter is a voluntary muscle, so with practice it can be relaxed at will. The second sphincter muscle  is an involuntary muscle about an inch and a half inside the anus. Because it’s an involuntary muscle, you’ll just have to wait for it to relax.  This can take up to twenty minutes for a beginner.

2) Anal sex should not hurt. If it hurts, you’re doing it wrong.  Anal sex feels amazing if the second sphincter muscles are relaxed. If they aren’t, forcing entry will bruise the muscles. That hurts a lot! When people talk about anal sex being painful, this is the stage they’re talking about.  Rectal tissues are much thinner and more fragile than are vaginal tissues. The only solution is to take things slowly – very slowly – and wait for the second sphincter muscle to finally relax by itself. Rush this step, and you may turn off the person involved to ever trying anal sex again.

3) Anal play requires lube. Lots of lube. Unlike the vagina and mouth, the anus and rectum do not produce lubrication. Lubes specifically formulated for anal play are typically thicker to compensate for how absorbant the rectal walls are to moisture. Thinner lubes will be absorbed more quickly, and will  need reapplication. An alternative is silicone-based lubricant, which will not be absorbed into the body, but is not safe for all toys. No matter what kind of lube you choose, use plenty and reapply.

4) Talk to your partner about how it feels. Waiting for the muscles to relax is a wonderful opportunity for communication, feedback, and lots of giggles! Yes, this is a chance to take things with some lightness and fun and even some silliness. Ask questions, answer questions, move slowly. This is a learning curve, as this is a whole new realm of sensations for the newcomer!

5) It gets better. Once relaxed, there is enormous potential for pleasure from anal sex. The second sphincter will eventually learn to relax much more quickly, taking cues from the first sphincter relaxing. This training can take months and even then can be finicky, so always take it slow.

We often tell people there are four major elements to anal sex: lots of good lubrication; lots of time; more lube; and more time.  Go slowly, have fun, and check in with your partner. Anal play is just that: play!

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Why Double Anal Sex is Becoming More Normal

Over the past few years, first in pornography, and then more recently in real life, double anal sex has increasingly become more common, more desired, and more sought after.

Double anal has dominated porn, becoming a staple of group sex and largely sidelining traditional double penetration involving a combination of vaginal and anal penetration. Porn producers have commented on this, saying that double anal sells while double penetration doesn’t, and so DP generally only gets included as something extra, if it’s done at all—but more often, scenes are anal only with a focus on double anal. Essentially, audiences want to see anal and double anal the most. This is especially true for European studios and audiences, though it’s gradually becoming a global trend.

And in real life, people have become inspired by the widespread focus on double anal in porn, as well as a natural desire for more and bigger things in their ass which seems to come with the territory of anal play and sex for many people, and most anal only women who enjoy a bigger stretch or like group sex have developed a healthy interest in double anal.

In addition to the increased stretch and the ability for a woman to have anal sex with two different men simultaneously in a group sex setting or as part of a three-way relationship, double anal provides a phenomenal increase in pleasure that can’t be had any other way: by having two penises or dildos in the same rectum, they move in and out at different times and at different paces, and this causes stimulation that can’t otherwise be experienced. There’s also the mental stimulation of knowing that you have two men in your ass, sharing it and both enjoying it and getting off using it, and that can be very rewarding to many women.

Over the past couple years, dozens of women have communicated either through this blog or other platforms about their exploration and embrace of double anal sex, whether trying it on occasion, making it a regular part of their masturbation or sex life, or even making it their new normal way of having sex.

This focus has also led some women to becoming double anal only, where they prefer double anal to the point that they stop or generally avoid single anal sex as much as possible, instead doing double anal every time they have sex as their normal sexual outlet. In some cases, a promiscuous person who has sex with many different people often can make this sort of lifestyle work easily enough—though, in the age of COVID it can be more difficult. The majority of double anal only women end up being those who live with or have a relationship with multiple men and so always have two or more men available for sex at the same time, and can make it easily work to have double anal sex every time.

Whatever the arrangement, those who end up double anal only absolutely love it and have little interest in returning to single anal, to the point that some carry a dildo with them so that if they’re in a situation where only one man is available for sex, they can slide the dildo in alongside and turn it into double anal. Others will just do oral sex if there’s only one man, and anal if there are two.

What are your double anal experiences? Don’t hesitate to share them in the comments or by submitting your story.

Message: Vaginal Chastity Products

Anonymous: Hi, do you know any vaginal chastity products, or like some tapes to cover your front part. I tried to deny my pussy and also clit but it’s difficult to.

Vaginal chastity is a great option to learn to resist your pussy and clit when you’re trying to go anal only! There’s actually a section in our Guide to Anal Sex and the Anal Only Lifestyle focused on this topic with an overview of the various options: The Use of Chastity Devices in the Anal Only Lifestyle.

Good luck, and I hope that helps provide you with the information that you’re looking for!

Message: Should I Stay Virgin?

Anonymous: I’m 20, and a virgin. I read in other posts that you recommend girls who are virgins start with anal and stay vaginal virgins. I like the idea, but I want to know if you really think that I should, and why.

Anal porn has been my favorite for years, and thinking about doing it makes me so horny. I masturbate that way mostly but sometimes I rub my pussy too. Should I stop doing that if I go anal only? I’ve tried putting a toy in my pussy too, but it doesn’t feel as good as in my ass, which is why I’m thinking anal only would be a good idea.

I don’t want to be weird, though, and wouldn’t guys want to fuck my pussy too and get upset if I said no?

I definitely, unequivocally, recommend staying a vaginal virgin and going straight to anal only! Now, if someone has already had vaginal sex before going anal only, or really wants to try both and compare before committing to anal only, that’s fine too—whatever works for each person—but if you have the opportunity to keep your pussy virgin and totally unused, and that’s something that interests or appeals to you, then absolutely go for it!

The way I see it is, most girls who prefer anal but try vaginal end up anal only anyway and just regret that they wasted their virginity and didn’t stay pure anal only when they had the chance. By going straight to anal only and staying a vaginal virgin, there’s nothing to regret—you can always try vaginal sex later if you change your mind, but if you lose your vaginal virginity now, you can never go back to being a vaginal virgin again.

It sounds like you already know being an anal only vaginal virgin is the right path for you—you prefer anal, don’t enjoy vaginal masturbation, and are on an anal only blog asking for advice, so your decision is nearly made already. Commit to it. You won’t regret it.

As for what guys might think, that’s going to depend on the guy. Some guys might want pussy, and they’d be the wrong guys for you if you want anal only. Other guys absolutely prefer anal and anal only girls, and would love the idea of an anal only vaginal virgin girlfriend. If they don’t respect that your pussy is off limits for good, find someone who will.

Forum: Anal Passion

Two days after I posted that our country was locked down and with the virus, we decided to post pond the idea of having a kid. We feel like it would be a risk for a baby with something dangerous is out there. So that’s the sad part because I really wanted a child and here is the good part. 26 month anal only and continue. and with this situation, we are not planning to have a kid until next year. And we had some crazy home alone anal sex time for the past few months.


Also, I would like to add more to my anal sex experience. Because there are still people think this is just a bullshit idea and this is some sort of male fantasy being spread. This is not a statement to prove that fact is wrong or otherwise. This is my realization of my own experience.

People have sexual desires and fantasies and this is one of them. I started anal from a very early age but until marriage, my sex is pussy and ass both. I tried some anal only period before marriage it was broken and after marriage i only had anal sex now it’s 26 months more than two years. First year i only had anal sex but i rubbed my clit for singe masturbation. Didn’t penetrate in vigina just rubbing like a virgin girl masturbate. After like a year i started to masturbate anal only two. Every nine out of ten intercourse i have i cum. Just from anal. Occationally squirt too.

How it happens? Remember when you watched porn or so much aroused for any reason and for guys one or two stroke you cum and women just a touch on her vigina she cum too. And your orgams is so strong accorging to how much horney or aroused you were. This is very rare some times people can orgasm or cum just by having sexy imagination without touching your sexual organs. This is not pre-ejaculation this your inner arousness and how strong your sexual chemistry is. Rare but possible.
So when it comes to the anal only why this is so amazing for me because this is not just physical for me. We all have sex fantasy and desires. Has anyone ever had sexual passion?. This is my way. I have a sexual passion for anal sex. This passion takes me to a certain level of arousness within my chemistry in the body. And when this passion arounsnes meets physical anal contact my orgasm cannot be explain thru words.
If anyone says sexual passion is just bullshit have any one seen public dom and sub couples? Dom actually, takes the sub in public on a collar and leash. And the woman doesn’t feel it as a humiliation she enjoys it because it’s a passion. Not a try out.

And if there are any girl and woman who try anal only and not working i say if you can try this. Have a passion for it. Not like oh! i want to try anal. No, not like that, using the fantasy, desire, some times porn helps too not for all try to make passion and when that passion goes thru you, your sex experience will be unexplainable.

Sky, Anal Only Lifestyle Forum

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