It's hard not to giggle when we think of anal sex. You know, because of butts. Butts! All joking aside, anal sex can be very, very pleasurable and a great addition to your sexual adventures. There are a lot of nerve endings in the anus and if they are stalemated in the right way, you can greatly increase your pleasure and even orgasm harder and better than you have before.

Before you start to experiment with anal sex, it's important to be prepared. This is one of those things that you can't just jump into because you could actually hurt yourself. And the last thing you want to do when you're wanting to feel pleasure is to unintentionally hurt yourself! Here are so initial guidelines to keep in mind when preparing for anal sex:

Under no circumstance should you ever start by putting an entire penis or large toy or dildo into your anus. That is asking for ripping or tearing! The very most you should start with is a pink finger. Yup, the tiniest finger. Not even a thumb. Trust us, you want to start with the pinky finger. Try just the tip of the pinky finger first and do that for a few times. Once you get used to the size of a pinky finger in your anus you can graduate up to larger fingers and eventually a penis. It is going to take time, though. If you are serious about getting into anal play you can purchase special butt plug sets that graduate in size.

This is very important too. Just like going too big too soon can potentially tear or rip your anus, not using lube can have the same effect. This is because unlike a vagina, an anus does not produce it's own natural lubricant. Make sure to use a water-based lube and don't be shy about how much you use. Use a lot of it!

First of all, in speaking about cleanliness, it must be said that the anus, which is the lowest part of the rectum closest to the butthole, is generally fairly clean and free of poop. Despite this, it is definitely scary and worrisome to have your partner stick their finger up your butthole. The last thing you want to do is poop on someone, right? Exactly! However the chances this with shallow finger play is very, very unlikely. However, if you are worried about it, some doctors say that the occasional douching isn't bad for your anus. You don't want to do it to often though. As well you could always just splash a little bit of fresh water on the area to give it a quick rinse.

If you are using toys for anal play, make sure those toys don't get used anywhere else during the session. Once it goes in your butt it doesn't go anywhere else! The same goes for any fingers—keep those fingers away from mouths or other holes.

Lastly, when you are all finished with anal play, it's nice to be able to wipe down quickly with a baby wipe or damp cloth. Seriously, you should have wipes or clothes handy for after any kind of sex but it is especially important for anal sex.

If you are new to anal sex, the first few times will feel really, really weird. It often feels like you have to poop. Just don't get too worried or freeze up because you don't actually have to poop. After you relax and get over that initial feeling, try to focus on all of the new sensations you are feeling!

Usually the rule is that you should practice something until you feel comfortable. However, when it comes to anal sex, because it is a bit different and not the norm, it isn't for everyone. Most sexologists say that you'll know after the first five or so times if you enjoy anal. If you still don't like it after about five times, don't keep going! It is very unlikely that you will magically start to like anal someday down the road. Instead, tell your partner how you feel and make sure to talk about other ways you can sexually explore one another's bodies.

Speaking of talking to your partner, it is very important to keep the lines of communication open when it comes to anal sex. Anal sex takes some getting used to and the sensations can be a bit odd or slightly uncomfortable at first. Keep an open mind and open ears and listen to make sure your partner is enjoying themselves. Also be sure to keep it lighthearted. You are sticking things in each other's buttonholes, after all!

We mentioned above that anal sex might feel a bit weird or different at first. This is still true! However, if it straight-up hurts and is painful, them something is going on. Either whatever going in is too big, there isn't enough lubrication, or it is too fast or hard or aggressive. As soon as you are in pain, communicate with your partner immediately so you can figure out how to make it better.

Now that we've gotten some of the basics of anal sex out of the way, it's time to get into some more specific tips and techniques to ensuring that you have pain free anal sex. Read on for the entire list.

We mentioned above going slow and we're going to reiterate it as a specific technique. While with vagina/penis intercourse, fast and vigorous can usually feel really good, with anal sex if it's too aggressive it can lead to pain or potential injury. Keep the movements slow and delicate. The nerve endings in the anus are so sensitive that you won't need to do a lot to make your partner feel really, really good.

Maybe you eventually want to graduate up to have penis-in-anus sex. That's cool! However it will take some work to getting your anus and rectum ready for that. We also think that using fingers or your tongue can be just as good, if not better! Like we've already said, most of the nerve endings are located right at the rim or just inside the anus, so interesting something super deep up the anus doesn't necessarily feel better. It can still feel good, of course, but we like to think keeping it close to the rim can feel better.

When you start off with fingering, use your pinky finger and go slow. We recommend interesting just the tip of your pinky into their anus and wiggling it around. You'll be surprised at the reaction you get from such a small movement! You can also run your finger along the outside rim of the butthole. There are so many nerve endings there that any sort of touch feels great.

Once you've gotten used to having fingers near the anus, try going for the tongue next. Fight the urge to go "ewwww" because, trust us, it can feel really, really good. It's called rimming, salad tossing, or analingus. And you've tried fingering and think it feels good, imagine how much better a tongue would feel lightly flicking across your butthole.

We've already mentioned that butt plugs can be great for training purposes. There are lots of other toys made specially for butt play that can help to increase pleasure. Some are more passive, where you insert them into the anus and continue with your foreplay or intercourse, and others are more active, like a vibrator that you use to stimulate the butthole and anus. As a reminder, once a toy is used in the anal region, make sure it doesn't get used anywhere else until it is thoroughly sterilized and clean. Another warning that we should add is make sure that any toys you are inserting into your anus are made specifically for anal play. Usually this means they have some sort of built in stopper to keep them from getting pulled up inside the rectum. This can seriously happen so please use caution when participating in anal play!

If you are performing anal sex on your female lover, whether it's rimming, fingering, or full penetration, also try stimulating her clitoris. The two sensations combined can be amazing and sometimes even lead to a heightened orgasm.

Adding to pleasure isn't just for the women! If you are performing any kind of anal sex on your male partner, try also cupping his balls or stroking his penis. The added pleasure should be overwhelming in the best way possible.

If and when you are ready to graduate up to using your penis for anal sex, but sure to wear a condom. It's the cleanest and safest way to enjoy anal sex. Why protect your penis but not protect your fingers? Good question! If you feel safer and more comfortable, you could definitely wear a latex glove on your hand to protect your fingers. That being said, penises tend to be a little more sensitive to the bacterias that can be found inside the anus and rectum. And a penis will be going much farther and deeper into the rectum, where there is a risk of more bacteria.

You'll naturally want to tense up when you feel anything go into your butt but it's way better if you relax your muscles. It will make it easier for the finger/toy/penis to get inside your anus. You can also try a pushing motion, as if you are trying to push whatever is in there back out. This can create a really unique and pleasurable sensation. (But if you're still getting over the feeling and fear of pooping, maybe don't try the pushing thing!)

When you are first trying anal sex or any sort of anal play, the easiest and most pain-free position is for the receiver to lie flat on their stomach. The risk of any sort of anal tearing is greatly reduced if you are lying on your stomach. The next position you can try out that is still fairly safe is doggy style. This gives you a little more movement and allows for other kinds of play and stimulation. After that another position to try is missionary, where the receiver of the anal play is on top. That way the person receiving the anal play is in a fair amount of control over what is happening.

Anal sex isn't just for women or gay men. Hetero men can enjoy anal stimulation too! Sometimes it can take a bit of time to get your partner comfortable with the idea of anal sex but once he gets over his initial reservations he'll likely really enjoy it.

Anal sex, when done properly and safely, can be very pleasurable and entirely pain-free. It can also be a great addition to your sex play. However, it is very important to be incredibly prepared when it comes to anal sex. As a reminder, we will list again some of the key things to remember:

1. Go very slow.

2. Use a high quality lube, and lots of it.

3. Start with a pinky finger.

4. Cleanliness is super important.

5. Relax—your mind and your muscles!

6. Be cautious about what positions you try.

7. Use toys, but keep them for anal play only.

8. Don't be afraid of pooping!

The most important thing to remember about anal sex is that if it doesn't feel good, that's okay. All it means is that anal sex might not be for you. Many people do find it enjoyable, however. And with the tips we just listed out, we hope they can find it even more enjoyable and above all: pain free!

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