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Beginner's Guide To Anal Sex


Anal about your sex play? Well, the good news is that this gratifying guide will assist you in being anally attentive as well as anally retentive! So, whether you have your heart set on being a Backdoor Betty/Billy, or you simply want to experience the joys that prostate stimulation has to offer, you’ve come to the right place.

So, what’s the crack? We all know that men have a prostate, which feels simply incredible when massaged, but there really is a lot more to it than that. Otherwise why would so many women get so much pleasure out of anal? Well, my curious companions, the bum has many sensitive nerve endings within it, just as many as the clitoris in fact, which simply love to be played with. Those nerve endings are so sensitive that the slightest touch is explosive. Plus the giver of anal will have a lot of fun too, as that hole is so tight. That means his cock will get a salacious squeeze with every stroke.

Now, don’t be an ass; if you’re going to do it, do it properly!

 
safety

Safety First!

Sometimes shit happens, folks! But not when you follow the UberKinky safety tips...

Even if you are 100% monogamous and have been tested, it’s still advisable to wear a condom. Not only does it prevent bacteria from the bowels spreading anywhere else, it also ensures that clean up is quick and easy. For those that aren’t being too careful, catching an STI from anal sex is a very real possibility. This is especially true for first timers, as small skin tears in the anus and rectum may occur. So, don’t be a fool, vulcanize your tool!

Don’t try to force things; you’ll be heading for trouble if you do! The tip of the penis is the widest part and can therefore cause a little pain. Just remember to take things slowly. Once the tip is in, the shaft should slide in a lot easier. It’s important to relax the PC muscles as much as possible. You could damage things if there is resistance and you continue to push.

Don’t be bummed out if you don’t succeed the first time, it can take a little practice!

safety

Do

  • Wear a condom
  • Use plenty (and we mean plenty!) of anal lubricant
  • Stop if you experience any pain; some discomfort is normal
  • Communicate & monitor body language
  • Trim your fingernails for warm up
safety

Don't

  • Use the same condom in multiple holes
  • Use oil based lube if wearing a condom
  • Dive straight in without a proper warm up
  • Use a desensitising lubricant – you need to feel if anything is awry
 
preparation

Preparation

It’s exceptionally important to prepare for anal sex. After all, no-one wants their experience to be a shitter do they?!

Right, let’s get down to business! First off, you need to go to the toilet before any type of anal play. I mean there’s no two ways about it, this is where poo comes out, and you don’t want to fall foul to any mishaps. We recommend you avoid spicy, fibrous foods in the days leading up to anal play too. Some people opt to perform an enema on themselves 3-4 hours beforehand, to ensure they are completely clean. This is entirely up to you, but if it is an avenue which you’d like to go down, be sure to take a look at our Beginner’s Guide to Anal Douching and Enemas.

Now, for anal sex to be successful, you need to be completely comfortable. Unlike vaginal muscles, the sphincter muscles take much more coaxing into relaxation. Diving straight in without preparation will merely make them tighten up, in some cases rendering anal sex entirely impossible. Anything that helps you to loosen up, such as setting the scene with candles and soft music, is a welcome attempt.

If you’re going to be the receiver, it might be worth getting to know your body beforehand and allow yourself to get used to the sensations. Start by gently massaging your anus the next time you are masturbating. You can also experiment by inserting your finger or a small butt plug. But, don’t forget the lube! Small butt plugs may even be worn during the day to prepare for what is to come that evening.

Now you should be fully prepared for a bit of cheeky anal action!

 
getting

Getting Started

Don’t run before you can walk! Otherwise you may not be walking anywhere at all for a few days ;) Follow these step by step instructions to ensure that your anal sex meets high expectations;

Anal Sex - Relax
1.

Do as Frankie says and relax!

The PC muscles (aka the pelvic floor) need to be completely relaxed in order for anal sex to be successful. Let go as if you were going to the toilet... don’t worry – you made sure you were empty and clean beforehand!

Anal Sex - Foreplay
2.

Don’t forget the foreplay!

Foreplay is of paramount importance when it comes to anal play. In order to insert anything in there, you need to be sufficiently aroused. Having an orgasm (or three) beforehand never hurt.

Anal Sex - Lube Up
3.

Lube Up!

Apply plenty of lubricant to the anal entrance, inside and outside.

Anal Sex - Warm Up
4.

Get wonderfully warmed up!

The giver should start by slipping a lubed up finger in the anus, holding it in place for a few minutes and then relaxing. After a while that the finger will naturally loosen up. As it does, try slipping in a second lubed up finger. Again, wait a few moments and the sphincter muscles will become more relaxed. Use a small dildo or butt plug if you prefer (always lavish with lube).

Anal Sex - Main Event
5.

It’s time for the main event!

Once the muscles are relaxed and warmed up, you can take the next step. Apply more lubricant to the bum and surrounding area. This time it should also be applied generously to the penis too. Slide in slowly and enjoy!

Anal Sex - Bathroom Break
6.

Take a bathroom break!

After you finish playing you should take a trip to the bathroom. You’ll probably feel the need to go to the toilet anyway. Be prepared for butt queefs. That right folks; queefs, not to be confused with farts. These occur as the air inside escapes. Think of it in the same way as a burp shows your appreciation of a fine meal!

positions

Positions

If you think the only position you can have anal sex in is doggy, then you’re really behind the times! In fact, you can perform anal in almost any position; it just depends on what is the most comfortable for you. Many are intimidated at the thought of going on top when receiving anal. However, it can be a good position to be in for controlling the depth of penetration. The ‘on top’ position that you choose will depend largely on the shape of the penis. If it curves up towards his belly you should face each other. If it curves downwards, you should face away from your partner. Anyway, here are just a few UberKinky favourites to help you get stuck in;

G-Curled Angel
1.

Curled Angel

Spooning with a deviant difference! The man lies behind his playmate with bodies bent, just like spooning. This is a great position for beginners, as it is very relaxed and doesn’t allow for deep penetration. Bending the knees a little higher opens the external sphincter slightly more. He can stimulate other parts of the body from here too. We have faith that this position will go down a treat!

Afternoon Delight
2.

Afternoon Delight

Sky rockets in flight, afternoon delight! The giver lies vertically on his side, while his playmate lies horizontally on his/her back, facing towards him. The anus is at a wider and more relaxed angle in this position, making anal sex easier. He’ll also be able to reach all of those best bits from this angle, plus playmates can practice their ball skills!

Reverse Cowgirl
3.

Reverse Cowgirl

Yeehaw! Ride ‘em cowgirl/boy! This is one of the most popular positions for anal. Ideal for beginners, the receiver is able to set the pace and control the depth of penetration. Plus, you each have your hands free to explore other sensations. The man should lie down straight, on his back with the legs together. His partner should face away from him, bend the legs and straddle him. Now saddle up boys and girls; this is going to be one hell of a ride!

Doggy-Style
4.

Doggy-Style

For the real animals among us! Although the most commonly thought of position when it comes to anal, experts are divided on their opinion. That’s because the receiver has no control over the depth of penetration or thrusting. As such, trust between you and your partner is essential and it’s vital to communicate. Out in the lead when it comes to bringing about incredibly intense orgasms, but don’t run before you can walk!

The Basket
5.

The Basket

You’d be a basket case not to try this position! The depth and motions are controlled by the receiver. These may vary throughout your anal play session. That leaves the giver’s hands free to pursue other pleasurable tasks. He sits with his legs stretched out in front of him and his playmate sits upright on top of him, almost in a squatting position, with legs either side of his torso. There’s something much more exciting than shopping in this basket!

The Hinge
6.

The Hinge

Get into the swing of some amazing anal action! The receiver should sit on top as if in the Reverse Cowgirl position. This time they lean forward and rest on their forearms, with one leg either side of his right leg. He is kneeling, but leaning back and resting on his arms. This is a great for full access to the bum, plus it can also provide great clitoral stimulation. Having an incredibly intense anal experience could all hinge on finding the perfect position!

The Stair Master
7.

The Stair Master

Take things one step at a time and work your way up to this one! When it comes to anal, one of the big turn ons is the fact that it’s so kinky. Now you make things even kinkier, by doing it on the stairs. The giver rests his knees on the stair in front, while the receiver rests their feet in the same place and kneels on the step in front. Perfect for stepping up the kinky factor!

The Clip
8.

The Clip

Avoid hairy situations with the Clip! This position allows the receiver more control over the depth of penetration. It also provides better access to other areas, increasing the chance and intensity of orgasm. The Clip is similar to the Cowgirl position, but leaning, with an arched back and supporting body weight with the arms. It allows the receiver to position themselves in the way that provides the most stimulation. You’ll soon see what we mean!

The Side Kick
9.

The Side Kick

When it comes to anal, you’re no-one’s sidekick! This position allows the giver to enter from behind, while being able to massage his playmate all over. The receiver lies on their front at a slightly sideways angle and the man straddles the left leg. The angle doesn’t allow for penetration to be too deep, but still offers intense stimulation, so it’s one of the very best starter positions. We’ll drink to that!

The Splitting Bamboo
10.

The Splitting Bamboo

Feed your animalistic instincts! This position allows him to look at your entire body whilst inside you. You, on the other hand, get to feel a more intense sensation without being overwhelmed. The giver kneels in front with a leg resting either side of their left leg. The receiver lies on their back; the back of their right leg is resting against his body and sits over his right shoulder. Now, we’ve planted the seed...

 
lubricant

Which Lube To Use?

Okay, we all know the poop chute doesn’t self lubricate. As such, when it comes to anal, a thick and creamy lube is imperative. Silicone based is a great choice for anal sex, but if you’re planning on using toys too, particularly ones made from silicone, opt instead for a good water based formula. Lubricant is vital to combat any discomfort and ensure that things run smoothly. And remember; there’s no such thing as too much!

 

Further Reading

Don’t get down in the dumps, but there’s still a little more to learn before you get started. Be sure to take a look at the following Beginner's Guides;

Beginner’s Guide to Anal Stretching

Beginner’s Guide to Anal Stretching

Beginner’s Guide to Anal Sex Toys

Beginner’s Guide to Anal Sex Toys