anal orgasm

Anal Sex For Penetration

Anal Sex For Penetration


You can find Part One of our Two-Part Anal Sex Series here! In part one you will learn about:

  • Key Definitions
  • Preparation You Can Do on Your Own
  • Exercises

Please be mindful that I am not a physician and these are just suggestions. Consult with a physician before trying! 

Try this on your own and begin your own exploration of anal receiving. Do not try anal penetration with someone else first. You should be comfortable with your own body enough to know its signals so you will be ready when you are with someone else. 


Anal Sex Preparation Exercise 

Apply firm inward pressure with your finger against your anus, but do NOT penetrate the opening! 

Keep your finger tip pressed firmly against your anus and give a BRIEF GENTLE “push out” for 1 second, then stop. 

It is important that it be GENTLE and BRIEF when you “push out.” 

Keep your middle finger pressed firmly against the center of your anus. You will feel your sphincters change shape when you “push.” 

This is the voluntary ability you can apply to opening your anus. 

You will also feel your anus clinch up after you stop “pushing out.” 

Continue to “push out” for one second at a time, then rub your finger in a circle around your anus and return to the middle of the hole before “pushing out” again. 

Do this for 10 minutes, but do not penetrate. 

Pay close attention to the way your anal sphincters change shape in relation to your “pushing out” and how your anus begins to slightly open when you do.

It may feel odd at first to “push,” since you are used to only using this muscle action when expelling waste. It takes a moment or two before you are fully at ease with doing this under conditions not associated with defecation. 

However, it’s this physical action, the opening of your sphincter, which you’re trying to gain better control of for anal sex and anal penetration! 

If you clean yourself out properly before performing this exercise, you’ll be empty and shouldn’t worry about a mess. If you’re concerned, try to use the bathroom one more time.

After 10 minutes of short and gentle “pushing” motions, you may have a sense of control over your anus and it’s now time to penetrate with a finger. 


Deeper Anal Sex Penetration Exercise 

Lubricate your gloved finger again and place it directly over the anus. 

Apply slightly firmer pressure with your finger this time and give a gentle “push out” as you slide your finger into your anus. 

Keep “pushing out” as your finger slides into your anus. Once your finger passes through the sphincters as deeply as you can get it, stop “pushing out.” 

You will feel your anus grip down on your finger when you relax and stop “pushing.” 

If you “push out” again with your finger inside you, you’ll feel your anus loosen its grip around your finger.


Anal Sex Penetration

You can gently massage your finger into the anus by wiggling it back and forth as you push it in. 

Take time to feel inside and explore your sphincters. 

Curve your finger in a hook shape and you’ll feel your sphincters from the inside. 

At this point, your finger tip will be inside your rectum, which is beyond the anus. 

Note the sensation of gentle penetration your anus feels in relationship to the squeezing sensation on your finger. 

Pay attention to the control you have over your sphincters when you “push out” versus when you relax.

IMPORTANT! Anytime you slide your finger into or out of your anus, you should “push out” to open the sphincters. This will facilitate the least resistance during insertion or withdrawal of anything that penetrates your anus. 

Remove your finger and repeat this penetration exercise for another 10 minutes. 

This exercise can help you gain better control of your anus, which is the first step in learning to enjoy smooth and pleasant anal penetration! 

Thank you Fetlife Educator @HoleTrainer for your contribution to this piece and your wisdom. I am grateful that I was able to site your knowledge on this type of sex act!


Anal Sex with a Partner

Begin to do anal prepping for penetration together! This could be something you do with a partner to build up the mood and be part of the scene. 

When you are done prepping for hygiene, make sure you use fingers or a sex toy to prep the anus for penetration. 

It would be best if you used a toy that is similar in diameter to the penis that will be doing the penetration. 

Because the anus doesn’t lubricate like the vagina, use a bunch of lube – you will not regret it. Just like with vaginal sex, condoms are recommended. 

Prepare mentally: Make sure there is no time rush on your sexual encounter. Anal sex may take longer than regular sex, so it is best to begin by going slowly. 

Again, make sure you have plenty of lubricant. 

As the receiver of anal sex, you need to learn how to relax the muscles in the anus to enjoy the sensations.

The anus has two sets of sphincter muscles. Sometimes it is easier to relax the first set. 

When you push something into the anus, you need to be able to relax both sets of muscles or else you can encounter problems. 

Most people can relax the first set of muscles, and then when something gets inserted, the receiver will tense up and resist, preventing any further penetration. 

Hence why all the training in the beginning of this blog! 

At this point your partner may continue to force the object (be it a penis or a sex toy) into the anus. 

I recommend that you do not force anything into the anus, but instead take time and use patience while allowing the second set of sphincter muscles to relax as you become more comfortable.

Make sure that you pick a position that is comfortable in which you can control the speed on the penetration the first time you engage in anal sex. 

The spooning position and female on top helps the woman control the action. Missionary and doggie style sex work as well, yet some people report that these positions feel too aggressive. 

When you have anal sex, and it feels good, make sure you are vocal about what is enjoyable and what is too much. Tell your partner if they ought to go slower or change the pressure.

After anal sex is complete, it is important to discuss what went well and what didn’t. Spend extra time with one another to discuss the differences of anal sex instead of oral or genital penetration. 

There should not be any pain after anal sex if you have prepared and taken time to do it carefully. 

It is important to penetrate with condoms on until you are more advanced, because the condom with lube provides an easier insertion than a penis with no condom. There is a chance of infection without condoms as well, just like with any type of penetrative sex. 

When having anal sex, you must not go from the anus to the vaginal hole without changing up condoms or washing hands. 

Make sure that any penetration objects (finger, toy, penis) that go near the anus do not then go near the vagina. This can cause infections. 

If you penetrate the anus with a penis or a toy that is the same width as average stool, there should not be any problems. If you have pain after penetrative anal sex or have problems with stool, please see a physician. 

Anal sex is more common than you think and doctors hear about it often.

If you are comfortable with your physician, you can always ask them ahead of time the most safe way to practice penetrative anal sex, since your physician knows your physical health more than we could! 

You can get more content on relationship and sex tips by checking out my Youtube Channel – The Sex Healer

If you know someone that would benefit from this information, feel free to share it. 


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