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Beginners Guide to Anal Pleasure

How to do Anal Play Safely and Which Toys to Use

guide to anal play for beginners

Not so long ago, anal sex was a taboo topic and many US states outlawed it as an act of sodomy. Today, anal sex is legalized in most states, as the Supreme Court shot down the antiquated sodomy act in 2003.

Both men and women can enjoy immense pleasure from anal sex , which is an erogenous zone that is rich in nerve endings and very sensitive to stimulation.

For men, inside the anal canal resides the prostate (P-spot or male G-spot) is an enormous source of pleasure that can lead to intense and even multiple orgasms.

For women, anal penetration can indirectly stimulate the G-spot as well as the anal canal.

In this Guide to Anal Pleasure for Beginners you will learn everything you need to know about trying anal play for the first time including safety tips, how to do it, and which anal sex toys to choose for beginners.

Getting Started

If you are an anal virgin and want to try it out for the first time, it's a good idea to go solo to learn how to pleasure yourself there and to see if you even like it. you don't want to be in the middle of having anal sex with your partner and discovering you don’t like it, or that it hurts, and totally ruining the mood and perhaps even your desire to ever try anal pleasure again.

Going solo, you control the activity and can increase or decrease stimulation based on how it feels, plus you don’t have to worry about pleasing your partner. You decide the pace, depth, and type of stimulation that is right for you.

Luckily for anal novices, there are lots of great anal toys you can try by yourself during masturbation to explore anal stimulation safely.

But, before we begin, let’s go over some anal safety tips.

Anal Pleasure Safety Tips

Whatever you do, don’t just put any old thing up your butt! People have been known to put a variety of strange objects up their rectums (salami, light bulbs, a jar of peanut butter, a bottle of baby powder, tea cups and glasses, hair brushes, and doll heads… yes really!) which inevitably land them in emergency ward. 

Sex toys made for anal play or a finger or penis are the only things that should go up the butt.Just don’t go there!


While the video above is very entertaining, sexologist Duckie Doolittle makes some great points.

Only use sex toys made for anal play which have a flared based or retrieval ring for removal. You don’t want anything to get lost up there… seriously!

Make sure your toys are sanitary and sterilized before you play. Clean yourself and use condoms or latex gloves to avoid spreading bacteria. 

Never insert toys in the anus and then in the vagina without sterilizing them first, unless you want a serious bacterial infection. Believe me, that is never fun.

Try to eliminate any “waste” in your bowels before you begin to prevent “accidents”. There are plenty of great ways to clean yourself out including enema kits and anal douches. Many people seem to think that normally this isn’t necessary as long as you’ve had a bowel movement beforehand and wash well.

Go slow the first time and make sure to warm yourself up with lots of foreplay so you are really turned on before you begin. Often, if we try penetration before we aroused it will not feel good, and could potentially hurt.

Make sure you are relaxed. You might want to take a nice long bath and get in a sensual sexy mood before you begin.

Use lots of anal lube to ease penetration. You can never use enough lube.

Be careful if you use anal lubes that numb the anus. You are supposed to FEEL the pleasure of the experience. If you feel pain, you are doing it wrong, or going too fast.

If you can’t feel what is going on down there due to numbing creams, you could seriously injure yourself, because the anal lining is very thin and can tear easily. So make sure you know what you are doing if you want to use anal numbing creams and lubes.

Remember to relax, breath and go slow when you are starting to insert your toys. Place the head of the toy on the anal opening and gently add subtle pressure until the anus opens on its own and begins sucking the toy inside.

Only take as much of the toy inside of you as is pleasurable -don’t try to force it. Stop if there is ever any pain. Again, anal stimulation is supposed to be pleasurable, so don’t try to go beyond your comfort/pleasure zone.

Anal Toys for Beginners

Now that we know all the ground rules, let’s get down to anal play and find some great anal toys perfect for starting out.

anal beads

Anal Beads — Many people start with anal beads because they look pretty tame and are the least intrusive of anal toys. They are designed as a row of graduated beads on a long string, each bead getting larger as it nears the base of the toy. This allows you to insert the smallest bead first and then work your way up in size. 

Once inserted, you can enjoy another types of sexual pleasure, leaving them inside, and then pull them out one-by-one during orgasm for the ultimate in intense pleasure . Anal beads should have a retrieval ring or handle for easy removal. Many anal beads are now made of silicone, which makes them non-porous, and is fantastic for hygiene and sensation.

These Sweetheart Anal Beads are great for beginners, made of silicone, and feature smaller beads at the head for ease in entry.


butt plugs

Butt Plugs — Up next, we have butt plugs which are extremely popular. Butt plugs come in a variety of sizes from very petite to as big as you like. This allows you to choose the size that is right for you.

To use butt plugs, you simply insert the plug past the center bulge to the flanged base and leave it in, enjoying the feeling of fullness in your anal canal. 

Butt plugs can also be used for anal training, and many come in sets with three different sizes so you can slowly get used to more girth and depth in the anus. An inflatable butt plug is another way to train - you can insert them, then slowly inflate to push your boundaries bit by bit, thus training your butt to take larger toys, or prepare for anal sex.

This 3 Piece Apprentice Silicone Anal Trainer Set is ideal for novices starting out with anal play. Again, these are made of silicone, so totally body-safe and easy to clean up and sterilize. They come in three different sizes so you can gradually challenge yourself to take more.

Male prostate massagers

Prostate Massagers — Prostate massagers are curved anal toys that are specifically design to stimulate the prostate (aka the male G-spot) during anal play to help men experience prostate orgasms.

Many of them feature a curved head for penetration, and a pivot handle (or two) that allow for hands-free stimulation. Other prostate toys feature a perineum massager as well as vibration. Most men who have tried prostate play say they get the most intense non-ejaculatory type of orgasms from this type of pleasure, which is very different than the orgasms they get from intercourse or penis masturbation. Of course, you can do both at the same time for double the pleasure! And, who ever said that guys don’t have cool sex toys?

The Rimsation prostate vibe is one of the most unique prostate massagers on the market, with built in rotating beads that deliver the sensation of a rim-job along with the prostate stimulation


Anal VibratorsAnal Vibrators — There are a wide range of vibrating anal toys, from vibrating anal beads, to vibrating butt plugs, prostate stimulators that vibrate, as well as vibrating anal dildos. These come in a wide variety of shapes, sizes and materials. Many anal enthusiasts enjoy the feeling of vibration in their anus, which enhances the feeling of fullness and pleasure.

We really love the Silicone 7-Mode Remote Butt Plug which is a sophisticated little device with a remote control, yet perfect for anal beginners.This anal vibe has 7 modes of vibration, a slim head and flanged base, and is made of silicone.Ideal for partner play, as one partner can control the vibration up to 20 feet away.



unique anal toys

Unique Anal Toys — If you really want to try something unique, playful and adventurous, check out our section of unique anal toys. At Healthy and Active we have the best selection of quirky anal toys, including animal tails for pet play.

 Choose from bunny tails, piggy tails, pony tails, kitty and puppy tails, rainbow colored tails, and even fur fox tails. There are also some anal toys with cock and ball devices for hardcore dominance and submissive play for men.

There are even more extreme unique anal toys, but two playful favorites are the White Fox butt plug & ears set and the Grey Wolf anal plug & ears set.



Anal Lube

Anal Lubes — Finally, the low down on anal lubes. Lubes are often overlooked as an add-on product, but they are the most important ingredient to healthy and pleasurable anal play .Seriously, don’t try anal play without an appropriate lube. No, that doesn’t mean Crisco, or globs of spit, or vegetable oil or some weird grease. 

Only use lubes that are designed for sexually intimate play, as other products can give you a bad infection and just don’t work. It is also important to note, that unlike the vagina, the anus does NOT self-lubricate, and it is also prone to tears and small abrasions because of the very thin lining. So, anal lube is a MUST! Also, beware of using anal lubes and creams that numb the anus, because as stated above, you need to be careful if you can't feel what is going on inside there, so you don’t cause serious damage to yourself.

Now that you have the information you need, go ahead and get yourself any toys, lube and privacy you need - then start exploring!  

By reading this article to the end, you have earned yourself the ability to take 10% off of any lube & anal toy purchases by using the code anal4begin during checkout.


And, remember to always play safe and stay sexually healthy and active!

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