The ultimate guide to lesbian anal sex - Exploring your ass

Welcome to the second part of my guide to lesbian anal sex in which I'm going to explain all about the first step: exploring your anus and the sexual feeling that are waiting to be revealed!

If you missed the first part, then before proceeding with this section please do yourself the favor of reading the introduction to lesbian anal sex!

Exploring your ass

So, now that you are a little more at ease (I hope) with the fact that it’s quite allright to be interested in / enjoy anal sex you should start with exploring your ass. If you’ve never had any experience at all with any girl playing with your ass you really got to to explore a bit by yourself and see how it actually feels to have anal stimulation and you can allow yourself to become comfortable with the idea of having "something up your ass".


Before you can properly enjoy girl-to-girl anal intercourse you have to get a little bit of self-training to learn to control your mind. Because if you are tense in your upper room then your asshole is going to be tense as well, resulting in it to close tight and in effect no finger, no dildo, nothing will be able to penetrate it without pain. It is actually pretty incredible how big of a role your mind plays when it regards anal sex.

I personally have a lot of experience with anal sex and I enjoyed it very much, however I have found that the times I’ve enjoyed anal intercourse the most is those moments when I am the one to initiate it, although that is not always the case. It seems to be much more easy, where on some other occasions it could take a bit more time to get into the relaxing mode. Even though I then crave badly for it once my little slut wants my ass, my subconscious mind needs a few minutes to adapt and open up.

The best place to start your private anal explorations would be in the bathtub if you have one. Just prepare yourself a nice hot bath, make sure that you have plenty of time and that nobody disturbs you, then climb in and go slow.

A great alternative is the shower or even just lying down on your bed will do quite well. Start off by running your fingers over the insides of your thighs and over your pussy to get yourself into the mood and as you become more comfortable, you'll draw your legs up and run a finger down the crack that lead from your vagina to your anus. Take your time to experience how it feels when you touch your anus softly.

Then, very gently and slow, push one or several fingers down against your anus. If doing that feels pleasurable or exciting... congratulations babe, you're on the right track and you may want to masturbate your clit or slowly fingerfuck your pussy while your finger is pushing down on your anus and slowly moves deeper inside your anus and rectum. Does that give you good sensations? Move around a bit and explore the inside. Take it nice and easy, there isn’t any kind of rush, really.

The anus is a part of the large bowel which
opens to the outside of the body. You may
hear it called the anal canal, which is
actually the rectum. The anus is about
2 centimeters long, and is located at the
very end of your rectum.

Anus and rectum, what's the difference

Your rectum is actually quite similar to an "elastic pipe" with a couple of muscular rings at the very end, which is the actual anus, refer to the picture on the side showing the anatomy of the rectum and anus.

Your anus, which is roughly 2cm in length, acts as a plug, to stop "certain things" from going out or in. It tightens and loosens with muscles, like the strings of a bag and is quite strong. Your rectum would easily be able to  "accommodate" a 16 centimeter long dildo and most probably a few cm larger, depending on your build, age and ethnicitty. My white-American (Dutch bloodline) pussy and rectum for instance are longer and wider then my darling's one's, who is Asian (Philippine bloodline).

Anyway, if this rectum can handle all your "excrement" then the smaller things like fingers, penises
and also dildos are really not much of an issue!

The rectum is a sturdy yet flexible organ and really, it isn’t going to be hurt by fingers or a dildo unless there is intent to hurt it.

Exploring further

So lets continue exploring! Before inserting your curious finger into your anus, girl, you do want to make sure that your finger-nails are cut short (for obvious reasons) and don’t bear any sharp edges. Needless to say they could easily scratch or tear the rectal tissue and that won’t be a fun would it?! After a few first touches you can, if you feel ready, move on a little further and actually insert the tip of your finger into your anus.

Using lubricant for anal sex

Unlike your pussy, your rectum 

does not produce a natural lube, 

so it's usually standard practice 

to use a lubricant for anything 

anal. I personally would 

recommend a branded lubricant 

that is water soluble. I have been 

told by some of my lesbian friends 

a few years back that Vaseline is 

also considered to be an acceptable 

lubricant as the rectum is actually a 

selfcleaning organism, unlike 

your dearest vagina.

At this point it is probably a good idea to have a lubricant at hand to ease the penetration. Make yourself as comfortable on your bed as possible, or whatever spot you select for your anal exploration. Then bend your legs somewhat, bringing your feet closer to your ass. Using one hand you can now get into a comfortable masturbation rhythm, then taking one finger of your other hand, usually the index-finger or your middle-finger are the ones most suitable, and apply your choice of lube to it to cover your finger fully and nice thick.

Next, very gently you will push the tip of your finger into your anus. You will feel it will go in pretty smoothly the first 3 centimeter orso. To penetrate your finger a bit deeper you need to keep pushing, gently, while trying to keep your anus relaxed. That relaxing will make sure that you get past the thick muscle that is situated directly before your rectum. It may feel a little uncomfortable at first, and there may also be a burning sensation or irritation but don't you worry now, it's a completely normal response when you're just starting out, just keep trying to relax your ass as much as possible and continue to masturbate your pussy with your other hand.

And if you desire so, you can orgasm while your finger is still inside your rectum. How does it feel? If this feels only just a little bit good to you, then by all fucking means please do continue with your explorations. If it didn’t really feel good at all then withdraw your finger from up your ass and try it again some other time, try it at least 5 or 6 times before concluding that this isn't your cuppa tea, coz it happens regularly that you're not in the right state of mind. Take all the time you need to become comfortable with your anal play.

I bet you've enjoyed yourself so far, and if you did then you may be ready to try and wiggling your finger around inside of your ass. What does that feel like? The inside of your ass is actually very soft and feels comfortable. To me, it’s a very interesting and enjoyable sensation. Go ahead and move your finger around in various directions and explore what different movements feel like.

If you've got the fingers from your other hand inside your pussy you can push the the two towards each other and feel them pushing on the inner wall that separates them. Eventually you probably want to stretch the inside of your ass a bit so that you can prepare it for a dildo, vibrator or other toy a bit later on.

One way to do that stretching is to slide in a second finger while trying to slowly spread the two fingers as far apart as feels comfy. Please don’t make yourself feel like you have to accomplish everything in the same day! You will surely do better if you explore bit by bit during several days. Add to your practicing sessions also to tense and relax the anus muscles around your fingers, you will eventually gain good control over them and develop stronger anal muscles!

Anal sex toys

Soooo, by now you are probably pretty comfortable with your fingers playing around in your ass and it’s time to move on to something a bit more sophisticated... anal sex toys!

A good dildo or vibrator, which is not too large, usually being special anal dildos or anal vibrators, are excellent sex toys to continue your exciting anal play with.

Choosing and buying a dildo or vibrator

Gjass vaginal- and anal dildo

You can easily buy one at a sex shop nearby or order from any online webshop. Even Amazon sells them and they deliver to you discreetly so don't worry about anyone finding out. I would personally recommend an anal dildo that is made of glass, carbon-fiber or even plastic rather than those latex dildos as latex is difficult to clean and these dildos also have soft pores in which bacteria could grow. Don’t use anything that has any sharp edges or that can easily break. In choosing a dildo you should not focus on price but instead on quality.

After lubricating the dildo, slowly insert it into your ass, gradually. Then push it in and out of your anus while you continue to masturbate your pussy with the other hand. For me personally, if I’m already excited from masturbating it is much easier to penetrate a toy deeper into my ass.