Anal Orgasms | Secrets to Giving Them

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Anal Orgasms | Secrets to Giving Them

It’s frustrating, I know. You feel like you’ve run out of things to do in the bedroom. Like your sexual experience has become repetitive.

Maybe your partner isn’t experiencing as many orgasms as she had in the past… or maybe she has become so disassociated from the idea of sex that your romantic life has come to a standstill and to make things worse – you have to ask for sex because she never initiates and you often find your advances to be rejected.

Be honest with me. Is there anything more emasculating than moving through your day knowing that you cannot satisfy your woman?

Knowing that she might be talking to her friends about how bad the sex is in the same way you used to tell your friends about how good the sex was?

How about the idea that she may be shopping around for a better man? One that can satisfy her the way she does herself when you are not around… I remember how it feels, and trust me when I say that I have the solution that you need.

Imagine a time in the future when you can make your woman scream the way you see when you watch porn. You feel the heat of your bodies together, see her eyes rolling back, hear her moan so loud that you know the neighbours are going to be upset.

I have good news for you! You no longer need to worry. I’m going to up your sex game and make her want you… bad! Take your masculine power back; make her crave your dick! Today, I’ll be sharing some serious gold with you.

And… check out my new video program – Squirting Triggers 2.0 – I demonstrate my best anal orgasms tricks and much more.

The type of information that, when you are able to apply it with your woman, will almost guarantee an orgasm (over 90% of women who enjoy this technique will have an earth-shattering orgasm, according to a US National Survey of Sex and Behaviour)!

Keep in mind, however, that these techniques will not work for everyone, so I have to ask you: please make a promise to me, and to yourself. The promise that once you read this article, and you and your woman agree to try this, you will do it in exactly the way that I outline to guarantee the best results.

We’re going to be talking about the MOST TABOO sexual practice in the world, as both religious and societal pressures often dissuade couples from allowing themselves to experience this incredible opportunity. I’m talking about anal sex. More specifically anal orgasms.

When you and your partner are able to overcome the initial fear and take the leap, you will undoubtedly discover a much more rewarding experience, with anal orgasms often producing a state of complete bliss; an extreme ecstasy that washes over the body like a tide rolling in to shore.

I’ll be outlining exactly what an anal orgasm is, how it occurs on an anatomical level, and, as a bonus, I’ll be including a step-by-step guide on how to lead your woman to the most intense orgasm she has experienced in her sexual lifetime. Trust me when I say that this knowledge has changed my life, as well as the lives of men with whom I have already shared this information, and I can guarantee that, when you read this article, and you and your partner agree to try it, it will change yours too.

What is an anal orgasm?

Though the sensations of an anal orgasm are distinctive from those of a vaginal or clitoral orgasm, on an anatomical level, they are very similar. An anal orgasm occurs when an object inserted into the anus stimulates the clitoral crura, or legs of the clitoris, through the thin lining that separates the anal cavity from the vaginal cavity; which means that you’re pushing up against the same sensitive areas as you would be were you penetrating her vaginally.

Additionally, anal insertion stimulates high-density nerve bundles located in the anus and along the lining, the same way that vaginal sex would stimulate the g-spot and deep spot. The reason these orgasms can be so powerful, especially when combined with additional stimulation of the clitoris or the vagina, is that each of these tissues send sensory information to the brain through a different set of nerves; the anus is linked to the pudendal nerves, the rectum to the pelvic nerves, and the gspot to the hypogastric nerves.

Thanks to these nerves working in unison, the orgasmic experience is much longer and more intense than any other type of orgasm she could ever experience.

Caution: Remember: not every woman will be ready to try anal sex just because you are. Communication is the most important aspect of venturing down this new path of sexuality. Your partner must feel complete love and trust towards you for her to even be open to the idea. If she does agree, you must remember that listening to her and respecting what she says to you are vital in maintaining that love and trust, and to keep her open to the idea of trying again in the future, as she may not enjoy her first experience as much as you hope that she will.

14 Tips and Tricks to Lead Her to the Best Anal Orgasm of Her Life


• Bringing It Up:

She will probably experience an initial fear or uneasiness at the idea of you putting something inside her rectum if she has never done it before or has had a negative experience with a previous partner. Remember that psychology plays a vital role in the female orgasm, and that it is your job to keep her relaxed and guide her through the experience by reminding her to breathe and listening to her feedback.

Go slowly; it’s necessary to give her the time to get acclimated to the sensation of penetration and for the anus and anal canal to open to the appropriate dimensions to welcome the penis.

• Ensure an Emotional Connection:

When you attempt anal sex, your partner will feel vulnerable and the possibility of experiencing pain or the light amounts of pain experienced the first few times will induce feelings of stress and unease. These sensations may very well pull her away from the experience and overwhelm her (making her unable to achieve orgasm or unwilling to attempt it after the first time). Be patient and remind her that she is safe when she is with you by only going as far as she is willing to go and encouraging her to stop you if she would prefer to take a break and continue another time.

• Communicate:

The only way to make it through the initial phases of anal sex is to work through the discomfort together. Tell her not to remain quiet just because she thinks that you are enjoying yourself and she doesn’t want to ruin the moment; sex is a shared experience, not a selfish game. For that reason, make sure that this is something that she wants to do and that she is not just doing it for you.


• Everyone Is Different:

Just because you once had a partner who was able to get off from a certain angle or position or technique, you should not believe that your current partner will be able to orgasm from the same experience. Every woman is different biologically and psychologically, and you must learn to appeal to these differences.

• Let Her Learn What She Likes:

Instruct her to start with her own finger so that she can feel free to explore what she likes and doesn’t like without the pressure of having another person involved in her intimacy; advise her to try using toys on herself if the finger is a little bit too foreign for her. Once she has figured herself out, she can invite you to join as she guides you. Remind her to use as much lube as she has to and not to worry about wasting or making a mess.

• Foreplay:

Play with her butt, massage her ass, include her perineum (the area between her vagina and anus), and rub her anus to get her used to the sensations that she will be experiencing. Consider eating her ass to relax her and get her ready.

• Use Lube:

Think of the most ridiculous amount of lube that you have ever used, then double it. Now add some more. Her ass is not self-lubricating like her vagina, and any friction caused by the condom will cause pain and possibly small tears inside the rectum. It’s better for both you and your partner to be drenched in lube than it would be to cause intense amounts of pain, regret, and the unfortunate idea of never wanting to attempt it again.

Do not use a lube with a numbing agent; this will lower the possibility of her experiencing orgasm and won’t allow her to feel that you may be going too rough until the numbing wears off and she’s stuck recovering for the remainder of the week.

• Don’t Go All the Way at the Very Beginning:

Start with a finger to open up the anus and get her used to the sensation, then move into sex toys, and finally, your penis. If she doesn’t like a finger, she probably won’t like your entire dick, and won’t be able to get off.

• Butt Plugs:

Butt plugs can be used during your regular sexual intercourse to habituate her to the sensations that come along with anal sex.

• Hand Care:

Make sure that your nails are trimmed and your hands are free of dry or hanging skin as this will cause serious discomfort for your partner.

• Anal Sex Will Not Happen Overnight:

If a small plug or a finger are uncomfortable for her, do not attempt anal intercourse with her. Give her as much time as she needs to get used to the new sensations. Avoid allowing yourself to get frustrated or trying to rush her; this will only serve to dissuade her from the willingness to try again.

• Add Anal Sex at the End of Your Usual Sexual Routine:

To allow her to get into the right state, both physically and mentally, start your sexual experience as normal. Let her experience a vaginal orgasm (or two) and move onto the heavier stuff. This will also allow her to experience a faster, stronger orgasm than she ever has before as she is being stimulated in multiple erogenous zones within the same experience.

• Don’t Go All the Way:

You may not be able to get more than half-way in before it starts to hurt; and that’s okay. You don’t have to force your entire penis inside of her to induce orgasms. A quick, shallow in-and-out might be just what it takes to get her off.

• Use the clitoris:

Some women may not be able to experience orgasms from penetration alone; others might be too worried to be present enough to allow themselves to experience orgasms. While you work on her ass, tell her to touch herself to increase the pleasure as much as possible.

Bonus: An 8 Step Guide to Your First Successful Anal Orgasm

Once you and your partner have explored the idea of anal penetration and she has decided that she would like to indulge in the experience, the next step is to get to work. Most couples fail this practice because the man assumes that he can just get her clothes off, push it in, and make her cum the same way he would were he fucking her normally. If you’ve been paying attention to what has been said, you should have an idea by now that maybe that is not the right way to go.

Thankfully, we have carefully crafted a method for you to copy and paste into your sex life, hopefully making anal penetration (and the subsequent orgasms) a staple for you and your lover. Remember, this is a practice that is going to take time, patience, and delicacy; so do not skip any steps as it may harm your partner (and your relationship) and it could be a long time before she’s ready to try it again.

Step 0: Preparation

Pre-anal checklist:

  1. Shower
  2. Towel
  3. Condom
  4. Lube
  5. Plastic Wrap

Before you begin your experience, ask your partner to shower (and join her if you like that kind of foreplay). Ask her to wash herself thoroughly, especially around and in her anus, to destroy any possibility of fecal contamination or a messy experience.

When you move to the bedroom, be sure to have lube; a condom; a towel to lay on the bed underneath you to catch any excess lube; and plastic wrap or a dental dam if you want to guarantee a bacteria-free experience.

Step 1: Get Her Turned On

As I am sure you are aware, the sexual experience for a woman is simultaneously psychological, emotional, and physical. Before you take the big step, use foreplay to help her relax and make her cum once or twice through clitoral or vaginal stimulation.

The more she experiences orgasms, the more her body will relax as she is overcome by the release of sexual energy, and the easier it will be to penetrate her anus.

Step 2: Anal Foreplay

Just like with the vagina, you have to get her anus ready to take your dick. Start by turning her onto her stomach and massaging her ass. Be gentle at first, then push harder into her glutes.

If you’ve ever received a massage before, you should understand how much tension this can release, completely relaxing the muscles being targeted as well as those nearby. (Check out our article on how to perform an “Orgasmic Potential Massage” here).

Move towards the anus and begin teasing her. Don’t penetrate her with your fingers, but circle the area around her rectum and touch it lightly. Give and take, push and pull; go back and forth between her ass and her anus.

Step 3: Eat Her Ass

Because she showered beforehand, you won’t have to worry about any kind of fecal contamination from eating her ass out; however, if the idea does worry you, you can take plastic wrap and use it as a barrier between her ass hole and your tongue.

Start by kissing, licking, and sucking her lower back, her cheeks, and the area where her butt meets her thighs. Slowly move towards the target, allowing enough time for the anticipation to build within her. As you get closer, begin circling it, and move in closer and closer to the object of interest. Remember, you’re still in the foreplay stage, so teasing is critical to build her excitement and make the experience as amazing as possible for her.

Keep in mind that you should never lick from the anus to the vagina, as the vagina is extremely sensitive to outside bacteria and may contract an infection. The anus is not self-lubricating, so be sure to use as much saliva as you can to minimize the possibility of discomfort.

You can continue with circles or move to figure eights centering them over the middle of the anus. Try pulling her cheeks apart to expose even more of the anus to your godly rimming techniques.

The full article about how to eat ass is here.

Step 4: Get Her Ready for Your Finger

When you’re satisfied with your rimming, grab the lube and squirt an obscene amount onto your finger. We’re still building tension, and not penetrating yet. For now, you’re just meant to get her accustomed to the sensation of your finger near her anus, so in the same way that you have teased her with your tongue, use your lubricated finger.

Use circles or figure eights slowly around the anus and moving in towards the center over the course of a minute or two. By now, she’ll be bubbling with anticipation, waiting for the first penetration.

We have the full guide to fingering her anally here.

Step 5: Finger Penetration

It’s finally time for you to penetrate her, and, because you’ve read the rest of this guide and didn’t just skip to the end to see the “how-to,” you know that you’re going to go extremely slowly and keep your ears open for any sign that she might be in pain or requesting that you slow it down or stop.

Getting passed the anus is the most painful part, but you’ve already reassured her by telling her that it probably will hurt at first but that you would be there with her and be willing to stop as soon as she asks you to. Remind her to breathe deep and, with a freshly lubed finger, begin the penetration.

Your finger is not going to be imitating a penis by moving in and out (that would just mean repeating the most painful part again and again) but instead will be going in and, with a “come hither” motion, massaging the lining separating her anal and vaginal cavities. You’ll be pushing up against the same hyper-sensitive areas as you would be if you were in her vagina, and this is where you’ll begin to build her up towards an orgasm.

(We have an article solely dedicated to the art of anal fingering. It’s a great idea to read it as a complement to this article so you can expand your knowledge on ass play even more.)

Step 6: Penile Penetration

When she is ready, get the condom and the lube. Get yourself hard, put the condom on, and get a ridiculous amount of lube on there. Now double that. Remember, the vagina is self-lubricating, the anus is not; if you don’t have enough lube, it is going to hurt her enough that she may forever be closed off to the idea.

Insert the tip, and wait. Push it in another inch, and wait. You have to give her the time to acclimate to the sensation, so continue with this until you get it to a point when you can’t go in any further without it hurting her. You likely won’t be able to get your entire dick in, and that’s okay. I will continue to emphasize that you have to listen to her, so don’t be afraid to continue adding lube, and stop when she asks you to stop.

When she has gotten used to the feeling of your dick in her ass, you can begin thrusting. Be gentle at first, and continue adding on lube. You’ll be able to build up to a more forceful thrust over time, but remember that this is not the place for rough sex.

The anal cavity is fragile and not built to be pounded in the same way that its vaginal counterpart is. Keep up the rhythm that you find is comfortable for your partner.

Step 7: Orgasm

She may not be able to orgasm the first time, and that’s perfectly normal. The more you engage in anal sex, the more comfortable she will become, which means that you will become better at giving her what she likes; and the more likely she will be to cum.

Some girls may not be able to cum without clitoral stimulation, so tell her how hot it would be for her to touch herself while you fuck her from behind; this could lead to the most powerful orgasm that she has ever experienced.

(On that note, if you want your girl to be able to experience INTENSE deep spot and G-spot orgasms regularly, please check out our Squirting Triggers course here. You’ll learn all the mindsets and techniques needed to do these like a pro – all the techniques are demonstrated live as well.)

Step 8: Next level

If you and your partner become successful with anal sex and orgasms, or are looking for the thing that could push her over the edge into orgasm, there are many other positions and styles of anal play that you can try. Attempt anal penetration from missionary, doggy, cowgirl, or whatever your favourite vaginal positions are.

Use sex toys to stimulate the clitoris, or for an experience of double penetration, with you fucking her pussy while she has something in her ass, or fuck her in the ass while she fucks herself with a vibrator or dildo.

(If you’re looking for a little sex toy that can do an impressive job, check out our magical finger vibrator here. It’s provided really great results for the guys who’ve tested it out on their partners so far.)

Use your imagination and have fun trying out alternative sexual styles.

Closing Thoughts:

You now understand how to lead a woman to the most powerful orgasm that she has ever experienced.

If I had to emphasize one technique that can get a woman addicted to the feeling of your cock, it would have to be this: remember to communicate, take it slowly, and work through the experience together.

It may take multiple attempts for you to get to a point where you both feel comfortable with this but trust me, once you do, and you become a master of anal orgasms – she will never even THINK of leaving you because she knows that she will NEVER meet another man who can make her feel the way that you can.

I recommend that you read this article at least two or three more times (or as many times as you have to) in order to truly internalize every one of these concepts; then prepare for the amazing confidence that comes along with knowing that you can fill your woman, or any woman, with ecstasy the likes of which she has never before experienced.

Give Your Partner a Gift

Give your partner the “gift” of pure pleasure and satisfaction.


Stop reading articles and get a breakdown of our best techniques via video demonstrations.

That’s exactly why we created Triggers 2.0. Our video program teaches you directly all our best kept secrets for giving your girlfriend or wife the best orgasm she’s ever had.

Yes, reading articles is a great start, but it doesn’t compare to learning directly from Jakob as he breaks down each technique is detail in his step by step video demonstrations.

Find out if you’re suitable to join the program.

Laura Rose Halliday

Laura Rose Halliday started The School Of Squirt back in 2012 and has been running the website and digital courses along with Jakob Wulfe since then. She is a full time sex writer, researcher and practicer.

Disclosure: Our content is reader-supported. This means if you click on some of our links, then we may earn a commission. We only recommend products that we believe will add value to our readers.

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  1. Literally every woman I’ve patiently applied most of these techniques with has told me her anal orgasms have been better than her vaginal.

  2. I love anal when done properly – it almost becomes addicting. I will ABSOLUTELY agree with the inch-wait-inch-wait tech. It takes a few minutes to completely relax before you can start moving. Also, I VERY HIGHLY recommend aloe gel as lube, and Excite by Skyn. These two together are UNSTOPPABLE!!! ?

  3. cool tips, I’d just like to add that I find I’ve really got to be in the mood for anal for it to give me an orgasm. Sometimes my man likes to rim me or finger me and I’m just not feeling it. Sometimes I can do without it. I really need to be in the mood to get into butt play. But I always need a dick. a real one!
    love XDestinyX

  4. Just got feedback from my girl that an anal orgasm she had when we last fuck was the best orgasm she has experienced ever since we started our journey of being together. She doesn’t like or want my dick in her butt hole but she does like my finger rubbing her butt hole with lube on it while she’s on top riding.

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