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Initiating yourself into anal play can be an intimidating task, but don’t let that deter you; virtually every anal play enthusiast shared a similar sense as you when they first started out. Most of us arrived to anal intercourse preloaded with cultural and societal norms concerning what one should or should not do with their butt. One of the first things to realize is that anal play comes in many different forms with numerous acts which don’t involve penetration. This means anyone can slowly and easily approach anal pleasures at their pace, according to their own comfort. After all, the anus is often labelled as the “great equalizer” of sexuality as everyone has one and can appreciate the various sensations it provides.

Before we begin to discuss the different acts of anal play, let us lay down some basic ground rules for any and all encounters involving the anus.
  1. Communication: This rule mostly involves play with your partner, but it is a critical element to safe anal sex. If you’re on the receiving end of the act, let your partner know if you’re enjoying what they’re recently doing or not. With roles reversed, make sure to frequently check up on your partner to guarantee that they’re still comfortable.
  2. Comfort: Speaking of being comfortable, feeling relaxed and comforted will make every anal encounter much easier to handle, maximize your pleasure, and create a deeper connection between you and your partner.
  3. Lube: Simply put, lube makes every sexual encounter better and anal play is no exception. In all activities involving the anus, just use lube.
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External Play
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​Ranging from massaging or teasing the cheeks to playing with the external sphincter, outer anal play is obviously the easiest and most approachable form of anal sex. It’s a wonderfully accessible entrance to the world of anal delights! It can be as simple as massaging the general area of the glutes or tickling a particular part with a finger or toy. Massaging the anus can be gratifying while also being an excellent method of transitioning into internal play. In any case, external play is perfect for beginners who need plenty of time and comfort to relax enough to perhaps continue forward. Again, even with external play, which may seem mild to some, make sure to maintain constant communication and be ready to stop at any time if you or your partner feel any discomfort or pain. Also, always use lube. Believe us, it’s amazing!

Internal Play

Once you and your partner have familiarized yourselves with the outie of anus and you wish to go forward, anal intercourse is naturally the next step. Internal play is where anal sex can become truly mind-blowing and, much like with external play, everyone is able to appreciate the inner experiences. Men and transwomen are supplied with a walnut-shaped organ known as the prostate which can be found 2 to 4 inches up the anus, towards the pelvis. If stimulated, the prostate can produce intense sexual pleasure and even multiple orgasms. While women and transmen may lack a prostate, they aren’t lacking in the countless nerve endings throughout the anus and even have what’s known as the perineal sponge which can be stimulated through both the anal and vaginal canals for double the pleasure.​

When engaging in internal anal play, the three ground rules apply much more and it is critical to keep to them while participating in anal intercourse. One bad experience can sour the entire activity for you or your partner. With internal anal sex, the three rules work in tandem: communicate at all times, ensuring that whoever is on the receiving end is comfortable, and use plenty of lube, reapplying as often as you need to. Remember, anal play should not be painful in the slightest and if you or your partner experience any level of pain or discomfort, stop immediately and consider what you might have been doing wrong before continuing, adjusting how you play as you go along.​

While this is quite a lot to digest (especially for beginners), in all honesty, this is the tip of the iceberg when it comes to anal play. If anyone reading is interested to learn more, we at Mischievous Pleasures would be glad to share our many more resources to help fuel your exploration of anal pleasures. Feel free to stop in at our shop, send us an email, or give us a call with any questions you might have. We’ll do our best to guarantee your satisfaction.
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