The Guide To Anal Masturbation

Posted by Lauren - January 12, 2012 - Anal Play, Anal Toys, Sex Ed - 3 Comments

Anal Masturbation:

The perfect first step to adding anal sex to your sexual repertoire.

As more people are learning about the pleasure derived from anal play, this kind of exploration is greatly increasing in popularity. It is important to educate yourself and follow a few important steps before beginning to explore any kind of anal stimulation. Your anus, rectum and sphincter muscles can be sites of amazingly powerful sexual pleasure, and we’ll teach you how to have the ultimate experience.

 Why bother with anal masturbation?

Well, how about because it feels good. Just try it. You know you want to.

Before engaging in anal sex with a partner, it is a good idea to begin by experimenting with anal play on your own body. It will make you a better lover…more sensitive, more aware and more knowledgeable. Anal Masturbation is the perfect way to learn the basics and discover your preferences. By exploring anal play, you’ll discover a whole new kind of pleasure.

 Inform Yourself

Learning about the anatomy of the anus and rectum will help you to know exactly how to pleasure yourself.

The opening of the anus is a very sensitive, pleasurable area for stimulation because it has such a high concentration of nerve endings. Because the entrance of the anus is so responsive to subtle stimulation, application of gentle but firm massaging, light caresses, and soft vibration from a sex toy will feel wonderful. This kind of stimulation will teach your body to sexually respond to touches to this area. Patiently massaging and stimulating this area will also relax the sphincter muscles, making it easier to completely enter the rectum. Two rings of muscle, the internal and external sphincters, control access into the rectum. You must take the time to fully relax both of these muscles in order to have an entirely pleasurable anal play experience.

The anus itself is a short tube about 1.5 inches long, and just beyond is the rectum, which is a 5 -9 inch long, curving tube. The rectum does not have many nerves, so you won’t experience any subtle sensations, but many people respond to the feelings of pressure and fullness enjoyed when stimulating this area.

To gain even more pleasure, men can stimulate their prostate, located 2 inches inside on the wall towards the belly.

Women will enjoy the stimulation to their vagina through the thin layer of tissue between the rectum and vagina.

There are many books, sex manuals and educational videos about anal sex and anatomy, that will teach you everything you need to know before experimenting.

Prepare Your Tools

It is a good idea to begin anal exploration with the touch of your own hands, so that you can fully experience your body’s responses. Make sure your nails are not too long and that they have no sharp edges. Wearing a tight latex or non-latex glove is an effective way to smooth out your skin (dry skin and sharp edges can cause damage to the rectum), while keeping your session hygienic and safe. If you are using a toy, make sure it is appropriately sized (meaning very small for beginners), completely smooth (file down any sharp edges), and that it has a flared base to prevent slipping too deep inside the rectum. Again, due to the concern over cleanup, many people like to use a thin latex (or non-latex) glove on their fingers or a condom on their toys for the purpose of hygiene, easy clean up and safety.

Clean And Ready

A little preparation will make your experience much more enjoyable. A visit to the toilet, a shower, perhaps a quick rinse with a small douche, and you’re ready to start. By the way, anal play in the shower is a great way to start your exploration. Remember that a silicone lubricant works perfectly when playing in the water, but note that if you spill the lube, the shower floor will become very slippery.

Lots of Lubricant

The anus and rectum are not self-lubricating, and the tissues and muscles are very delicate. Using an anal lubricant is essential to an enjoyable, safe experience. Apply a lot of it, and apply it often. You can’t use too much lubricant during anal play. Spit will not provide sufficient lubrication and may result in pain or damage.

Get Comfortable 

Find a comfortable position that you can relax in for a minimum of 20 minutes, and that provides access to your bum. Some comfortable positions are lying on your side, on your back with your knees up, even squatting or laying in the bathtub. Be sure that you have plenty of private time for your anal play session. The more you experiment and practice, the more comfortable your body will be with this new kind of touch and stimulation. Don’t rush it. Take the time you need, progressing slowly over several sessions.

Slow and Gentle

A slow and gentle touch is essential. Taking your time, breathing deeply and being patient will relax your body, and teach you to learn to relax your sphincter muscles. The internal sphincter muscle must become fatigued, through slow and consistent stimulation, before you’ll be able to safely and pleasurably enter deeply into your rectum. Rushing this step can result in damage to your delicate tissues and muscles. If you ever experience any discomfort or pain, slow down, try using more lubricant, maybe even take a break, or stop all together and try again some other time.

Arousal

When you become aroused most touches, even when producing new and different sensations, become pleasurable.

Men: While you acquaint your body with the feeling of anal play, remember to massage your perineum (the area between your scrotum and anus) in circular movements with gentle but firm pressure. Masturbate your penis during your anal play session as well, to add even more pleasure to this experience and help your body get used to the new sensations.

Women: Clitoral stimulation will greatly enhance your anal play experience. Your body will be much more relaxed and open to the new sensations you’ll be feeling if you are very aroused. Many women enjoy using sex toys, especially vibrators like a hands-free clitoral stimulator, throughout your anal play.

 

Begin Outside

The outside of the anus is remarkably sensitive to touch. At this point, don’t focus on penetration. Instead, just take the time to enjoy the new sensations. A gentle massage around the outside of your anus will work to arouse you and relax the anus. If you are not enjoying these initial sensations, you might want to stimulate other erogenous zones for a while to increase your level of arousal. Here is a simple guide to the first steps of anal play:  

Men: Start with lots of lubricant on your hands, as well as your penis, balls and anus; don’t be stingy. Spend a good amount of time masturbating your penis, and then begin to press and rub your perineum (the area between his scrotum and anus) with the pads of your fingertips. Take it slow. Tease yourself. Breathe. Massage around the outside of your anus in rhythmic, circular motions. With gentle pressure, without entering, rhythmically push on the outside of the anus like you are pressing a button. Add more lube, if necessary. You should breathe deeply throughout your anal play. Remember to touch your penis and testicles during this external massage and during your entire anal play session. This will relax the internal and external sphincter muscles, and help to make positive, sexual associations with this kind of play.

Women: Start with ample lubricant on your hands, as well as your vulva (the entire outside of your vagina) and anus. Spend a good amount of time masturbating, playing with your clitoris, caressing your labia, and playing with a vibrator if you wish. A vibrator on your clitoris will be a sublime enhancement to your entire experience. You can begin to press and rub your perineum (the area between your vagina and anus) with the pads of your fingertips. Take it slow. Tease yourself. Breathe deeply. Massage around the outside of your anus in rhythmic, circular motions. With gentle pressure, without entering, rhythmically push on the outside of the anus like you are pressing a button. Add more lube, if necessary. Remember to touch your clitoris and vulva during this external massage. This will relax the internal and external sphincter muscles, and help to make positive associations with this kind of play.

Going In

When you are ready, use the pad of your finger (not the fingertip) to put gentle but firm pressure (no poking) against the opening of your anus as if you are pressing a button. Remember to breathe deeply, massaging in small circles and putting light pressure on the opening of your anus on an exhalation of breath. To make your external sphincter muscle relax, use the muscle to push down (like when you are using the toilet), and then slide your finger inside just a bit. Hold your finger still to allow your body to get used to this feeling. Add more lubricant, and slide in a bit further. Hold again for a moment. If you feel any discomfort, slow down and add more lubricant. This would be a good time to stroke and stimulate your genitals, as well. Remember that you can always stop here today, and move forward at another time during another session.

Explore What You Like

As you become more comfortable, you can try out different angles, rhythms and movements. You could try gently twisting your finger, moving it in and out, or touching and massaging the walls of your anal canal, all while focusing on all of the sensations these touches produce. As a beginner, it is very important to make all of your movements very slow and gentle. The opening is the most sensitive and responsive, and the deeper you go the more you’ll feel fullness and pressure but not the more subtle sensations.

Men: You will want to try stimulating your prostate, which is the size of a chestnut and located about 2 inches inside your anus at the front wall (toward your belly.) Stimulate your prostate with one finger by making a come-hither motion or just applying gentle but firm pressure. Some men love this kind of stimulation immediately, some men learn to love it, and some men absolutely hate the way it feels.

Women: When you stimulate yourself anally, you are also stimulating the vagina and even the internal clitoral body, because the wall between the rectum and vagina is very thin. Focus on all the sensations flowing through your body.

Slowly Increase Size

You must be patient and gradually teach your body to relax and accommodate more fingers, larger toys, etc. Rushing this process can cause serious damage to the delicate tissues of your anal canal. When focusing on increasing the size you can accommodate, always remember to:

  1. Apply lubricant throughout your session
  2. Breath deeply throughout your anal play
  3. Whenever you penetrate your anus, or slide your finger or toy deeper inside, you should do so on an exhalation of breathe while bearing down with your sphincter muscle as if you are using the toilet.
  4. Continue to stimulate your genitals during your anal play sessions, as this will keep your body sexual aware and more open to new sensations.

The Right Tools For The Job

A gloved hand (a thin latex glove, or non-latex for those with a latex allergy) is the perfect first anal training kit. Progress by slowly adding a finger with each new session, starting with a pinky and building up to the longer, wider fingers as you gain experience. To help you to gain more experience, there are many anal training kits on the market which provide anal toys in progressively larger sizes, or you could start with a small anal plug or set of anal beads, followed by toy choices with an increased girth and length. Browse through the anal toy sections and you’ll find many sizes and styles to suit your experience level.

Love Box Boutique also provides you with a Guide To Anal Toys that you may want to take a look at, as we want to inform you of all your options, so that you can make the best choice for you.

 

No Pain Or Discomfort

At no time should you ever experience pain or discomfort. Do not ignore, or fight against, discomfort. Pain and discomfort mean that something is not right, and you must stop what you are doing or you will do damage to your body. If you do become uncomfortable, stop all anal play, add more lube, try to arouse yourself by stimulating your genitals, and breath slowly and deeply. When you feel ready, try to slowly begin stimulating, massaging and, if you wish, entering your anus again. Remember that this process can take many days, working step by step, choosing to do only one or two steps per session. Don’t go any further than you are ready to go. There is always tomorrow. Don’t rush this. We do not recommend the use of a desensitizer during anal play because these products can be dangerous, numb you to the pleasure of anal play, and prevent your from learning the proper way to prepare your body. The ritual of preparation is an integral part of the anal play experience, and is very enjoyable in and of itself.

Anal Play With Sex Toys

There are so many products on the market, you should really just browse through our catalog and see what appeals to you. Many anal toys are completely unisex, and can be used by both sexes, while others are tailored to a specific use.

Men: There are many anal sex toys that are designed specifically for men, with prostate stimulators being the most popular. Many men state that their orgasms while using a prostate stimulator, like the Lelo Billy, Rock’s Off Big Boy or the Aneros Progasm, are absolutely mind-blowing, like nothing else they have ever felt. Some men love vibrating prostate stimulators and anal sex toys, while others find the feeling uncomfortable and prefer to choose from the many non-vibrating toys.

Women: Definitely experiment with anal sex toys appropriate to your experience and taste. But, remember that simultaneously pleasuring yourself of vaginal and anally is truly superb. Using a clitoral vibrator during anal play will make your experience much more pleasurable. It is also very arousing and relaxing to use a powerful electric massager to provoke and tease yourself: start out massaging your neck and back, slowly progressing to your outer labia and clitoris, and then to your perineum and anus. If you become very experienced with anal penetration, you might enjoy combining it with vaginal penetration, with sex toys and/or a partner. Many women find that anal play combined with penetration provides them with a feeling of fullness that is very pleasurable and enhances their orgasms.

Keep Clean

Never, I mean NEVER touch anything, especially your or someone else’s genitals, after playing with your anus. Do not move from anal play to vagina play without a good washing between. It can result in horrible infections. Many people like to use condoms on sex toys and gloves on their hands to allow for ease of cleanup. Clean all lube bottles, sex toys, etc that you might have touched during your fun.

3 comments

  • timothyk says:

    My wife and I have been talking about trying anal sex, but she’s scared it will hurt or be messy if you know what I mean. After reading your blog, I feel much more prepared to try it out. It’s a great idea to start small and slow, with a finger or toy, and then move up to anal sex. Very helpful information.

  • bandi says:

    I hope you will post more here! Thank you!

  • Jeremiah says:

    You obviously know a good deal about what youre talking about, and I can get behind that. Thanks for being so upfront and so honest about the sensitive subject matter. I really feel like I have a better understanding now.

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