Can You Use a Strapless Strapon for Pegging and Anal Play?

We're absolutely mad about strapless strap-ons - they quickly became one of our favorite toys to talk about as soon as we added them to our catalog.

They're sexy, fun, and totally unique for their "hands-free, harness-free" aesthetic.

In fact, we love strapless strap-ons so much that we published an entire guide dedicated to them.

Head over here to learn all about the ins and outs of strapless strap-ons, from the basics of use to helpful tips to give your partner the most intense orgasm possible!

However, pretty much as soon as we put up that helpful article, we started getting a lot of questions from our customers. Or, to be more accurate, we started getting the same question several different times from several different customers:

Can strapless strap-ons be used to anally penetrate your partner?

It's a valid question! After all, the anus is typically tighter than the vagina due to the presence of an extremely powerful muscle called the "sphincter". Not to mention the fact that it doesn't produce any natural lubricant of its own.

These factors can make maneuvering inside the anus difficult, especially as it can be a little more difficult to get used to the motion of a strapless strap-on in comparison to its harnessed counterpart.

However, that does not mean it's impossible. The answer to the question "can you use a strapless strap-on for anal pegging" is a clear and resounding YES.

Now, we're not going to sugar-coat things. You might have some difficulty starting out. You might need to practice.

It might take several sessions for you and your partner to find a rhythm that works for both of you.

But it is completely and totally one hundred percent doable - and, once you've gotten the hang of it, totally pleasurable and fun as well!

And, as always, we are here to help!

This extra-special addition to our series of pegging-focused guides will provide you with helpful tips specifically centered around using a strapless strap-on to pound your partner's asshole.

This extra-special addition to our series of pegging-focused guides will provide you with helpful tips specifically centered around using a strapless strap-on to pound your partner's asshole.

With the advice in this article - plus a little practice, of course - you'll be thrusting like a pro in no time!

​#1: Find Your Fit

As with most toy-centered sexual activities, getting the hang of things will be much easier if you choose a toy which fits you well and is comfortable and easy to use and wear for long periods of time.

When it comes to choosing any sex toy, our number one piece of advice will always be "prioritize comfort".

This is especially important in regards to strapless strap-ons, which directly penetrate both the wearer and the submissive partner (or, the "pegger" and the one being pegged.)

If both partners are not comfortable, it is likely that the pegging experience will not be a pleasant one for anyone involved.

In order to choose a properly fitting strapless strap-on, it is first important to understand the general structure of the toy so you know what to look for.

A strapless strap-on is a type of dildo which is designed to be attached to the body by being held within the vagina or anus of the wearer, rather than being secured with a leather, nylon or fabric harness.

It is sometimes referred to as the "double dildo" because it is capable of penetrating two people at once.

Unlike the typically straight "standard" dildo, a strapless strap-on is usually shaped like either a capital letter "L" or "V" depending on the angle used.

The part which penetrates the "bottom" resembles a normal dildo and mimics the shape and size of a penis.

Meanwhile, the part which penetrates the wearer is usually described as "bulbous" and is more comparable in shape to a butt plug (read more here) - short, squat, and round rather than long and thin.

When the strapless strap-on is worn, the dildo sits against the pubic bone in the same or similar position to where a flesh and blood penis would be located on the body.

Therefore, it is important to find a double dildo which is both a good fit for the wearer and a good fit for the partner who will be on the "bottom" during a pegging session.

Although double dildos, like all other strap-ons, come in a wide variety of shapes and sizes, we recommend starting off with something in the small to average range if you have never used this sort of toy before.

Once you have gotten used to it, you can feel free to upgrade to something larger and more "adventurous".

"A good fit" relies on a lot of factors.

One, of course, is simply size.

Does the strapless strap-on fit comfortably inside you without any uncomfortable or painful stretching?

On the other extreme, is it large enough to stay inside you without slipping out?

Does the dildo rest comfortably against your body, without pressing against your stomach, abdomen or pubic bone too much?

The second thing to consider is pleasure.

Does it feel good?

Most double dildos feature a "bulb" which is specifically designed to rub against and provide pleasure to the vaginal G-spot.

Of course, it is also possible to find models which are geared towards being worn anally and instead target the prostate.

However, the exact location of the G-spot, how sensitive it is and what sort of/how much stimulation it requires to feel good will vary from person to person.

As pegging using a double dildo is intended to be a mutually pleasurable experience, make sure to choose one that is capable of providing you both with body-shaking orgasms in addition to merely being comfortable and easy to wear.

​#2: Krunch Those Kegels (AKA Practice, Practice, Practice!)

The double dildo is held inside the vagina or anus using the strength of the pubococcygeal muscles, better known as the "pelvic floor muscles" or, more colloquially, "Kegel muscles".

These are also the muscles responsible for supporting key internal organs such as the uterus, ovaries and bladder, regulating the flow of urine out of the body, and assisting in the process of delivering a baby in females.

In males, Kegel muscles regulate ejaculation and defecation as well as cushioning and protecting the prostate gland, a key part of the body in terms of both function and pleasure.

If these muscles are not strong or even just unaccustomed to such an intense workout, you might find yourself feeling sore and worn out after or even during playtime with your strapless strap-on - and we know, pain and discomfort aren't fun for anyone.

Most individuals do not, as a rule, give much thought to the Kegel muscles. They are not among the muscle groups which are commonly included in your average workout.

We'd be willing to bet that your gym or fitness club doesn't feature any equipment specifically designed to help tone the pelvic floor!

But the Kegels, like any other group of muscles in the body, can be trained - and, if they can be trained, they can be strengthened.

Strengthening the Kegel muscles doesn't just make delivering babies less painful or decrease your risk of developing urinary incontinence problems later in life - a toned, well-functioning pelvic floor can contribute to the effectiveness and pleasure of a pegging session using a strapless strap-on.

Sounds great, you say. I'm in! Let's do it! But wait...what do I do? Where do I start?

Luckily, training the Kegel muscles is an extremely simple process which can easily be carried out in the comfort of your own home.

Although some special tools do exist which can assist you in performing Kegel exercises, they are not necessary and Kegels can still be effectively strengthened even without them.

To start, get yourself into a comfortable position - we recommend lying on your back on a flat surface or sitting on a comfortable chair.

To make things even more fun, put on some of your favorite tunes to accompany your pelvic floor workout!

Then, begin by slowly and gradually contracting all the muscles in your genital area that you can.

If you're not quite sure which set of muscles you're supposed to be focusing on, we recommend pretending that you are trying to hold in your urine - or actually attempting to stop your urine mid-stream while on the toilet.

Feel the muscles that engage when you do that? You've found them! That's your Kegels!

Breathe in as you contract. Hold the muscle tight for a few seconds, we recommend counting to three. Hold your breath as you do this.

Then, slowly exhale as you release and relax your muscles. Try to get your entire body as relaxed as possible.

Once you are fully relaxed, pause for another three seconds before beginning your next repetition.

Yup. That's it. It's that simple!

With a regular routine of these exercises, your Kegel muscles will get stronger than ever before, and using your strapless strap-on to penetrate your partner will go from exhausting workout to practically second nature.

You will be able to easily hold the strap-on inside yourself without worrying about either pain or the possibility of it slipping out due to improper muscle control.

Of course, we recommend inserting a little variety into your pelvic floor muscle workouts to get the most possible out of each session.

Alternate between short, quick bursts of contraction and release and longer contractions where you hold your muscles in a tightened position for several seconds.

As yet another alternative, pair kegel exercises with yoga poses or stretches such as the bridge, toe touch or table. Contract your Kegel muscles as you hold the highest or furthest extended part of the stretch, then release it in time with your body's relaxation.

For a little bit of extra intensity, you can even pair Kegels with squats or bicep curls while lifting weights, whether at the gym or in your designated home workout space!

If you're interested in workout aids, we recommend the simple Kegel ball - also referred to as the "ben wa ball".

These useful tools are frequently recommended to pregnant women who can use them to practice contracting motions before giving birth; regular use has been cited as resulting in a significant decrease in pain during all stages of pregnancy.

Most Kegel balls are designed exclusively for vaginal use, however it is also possible to find models which are intended for anal use and can be appreciated by both men and women.

Simply hold the ball within your vagina as you go through your usual pelvic floor routine.

You will likely find that you are able to hold your muscles in a tighter clench and maintain this tension for longer than you could when performing this workout unassisted.

Other helpful tools can potentially include Kegel weights which, as the name suggests, are longer, oblong shaped objects with weights attached to the end in order to give the muscles an even greater workout.

If you intend to use weights, however, make sure to start out with a smaller amount and gradually work your way up to larger, heavier values.

This will help you prevent unnecessary strain or pain caused by overtaxing your Kegel muscles too early in the process.

To learn more about ben wa balls, vaginal weights and other tools which can help you permanently strengthen your pelvic floor, see here.

In addition to regular Kegel exercises, we also recommend "practice sessions" with your strapless strap-on before using it to penetrate your partner, especially if you are planning on engaging in anal penetration.

This will give you a chance to become accustomed to the feel of the double dildo and how best to move around and manipulate it in a much more low-pressure situation - that is to say, outside of the bedroom.

We find that regular practice makes it far less likely that you will experience any "performance anxiety" during actual intercourse!

First, start off by just inserting the strap-on and getting used to the feeling of it inside you while you are standing still.

Figure out what position feels the most comfortable - you might have to get your fingers up there and adjust it a few times, but don't worry, that's completely normal and happens to all of us!

Try to rest it against your G-spot as much as possible, as that will provide you with the greatest amount of pleasure as you penetrate your partner.

Once you've gotten accustomed to standing still with the dildo inside you, try out some practice motions.

Walk around the room a few times. Try out a few stretches or poses - especially the ones which you use in your pelvic floor strengthening routine. Mimic the motions of intercourse - rotate your hips or thrust them backwards and forwards in a "humping" motion, either in the air or against a pillow or your bedroom mattress.

Yes, we know - you'll probably feel a little ridiculous doing this, but trust us, it's totally worth it!

You can invite your partner to be present for these practice sessions depending on your comfort level and whether or not you feel it would help with your nerves.

Add in a few Kegel contractions during your practice session - got to keep those muscles strong, after all.

Don't move on to actual penetration sessions until YOU feel ready to do so. It's okay if it takes you several days, weeks or even month to feel physically ready.

Keep in mind that, even with a lot of practice, you may feel slightly sore after your first time penetrating your partner with a strapless strap-on. This is totally normal.

However, your strength training and practice sessions WILL pay off - the motions of intercourse will be significantly easier, and the toy will remain more steady and sturdy throughout the entire process with less risk of slipping off at any time.

​#3: Pay Attention to Position

In our Complete Guide to Pegging (found here), we stated that pegging is an extremely flexible and versatile act that can be successfully carried out in practically any sexual position that you could think of.

Although this is still to a certain extent true when using a strapless strap-on for anal penetration, you might find that your position options are at least somewhat more limited due to the risk of the strap-on slipping out during intercourse.

In general, when using a strapless strap-on anally, we recommend choosing a position which allows gravity to work for you, rather than against.

The anal sphincter is extremely strong, and it is possible that the "bottom's" asshole will clench and grip the strapless strap-on as though it is trying to pull it out of the wearer's vagina.

This might happen even if the "bottom" is making a conscious effort to keep their hole loosed and relaxed - and, yes, even if they have been thoroughly stretched prior to penetration.

Therefore, choose a position in which gravity will be helping you keep the strapless strap-on in place, rather than encouraging it to slip out.

We find that positions in which the "bottom" - that is, the person being penetrated anally - is actually "on top" physically tend to work best when adding a strapless strap-on into the mix.

For example, the cowgirl/cowboy position (also sometimes referred to as the "lap dance position") is extremely effective.

The "bottom" sits on the "top's" lap and slowly sinks down onto the dildo, penetrating themselves at whatever speed they prefer.

Gravity will naturally allow the double dildo to remain in place and standing straight up, and the wearer will require much less effort to keep it this way.

As a bonus, this position - unlike several others in which the head of the dildo points "downwards" and the wearer must fight gravity to penetrate their partner properly - is not a severe muscle strain for the "top," so you are far less likely to wake up with sore Kegel muscles the next morning!

Another great option is a spooning position, in which both partners lie on their sides and embrace one another while the "bottom" is penetrated from behind.

This position is called "spooning" because of its resemblance to two spoons resting on top of one another in a kitchen drawer.

Like the cowboy/cowgirl, the spooning position does not require major muscle strain and is extremely easy to sustain for long periods of time.

In fact, some longtime pegging enthusiasts have even described spooning as "relaxing," perfect for a long, slow sensual session in bed either late at night or early in the morning.

Spooning is also very intimate, as your entire body will be pressed up against your partner's throughout the entire act, allowing you to feel every bit of their bodily reactions.

Your arousal will skyrocket as you feel every shiver, twitch and shake of your partner's body while you peg them to a blissful, mind-shattering orgasm!

The only major consideration regarding spooning is that it often requires a longer dildo, as it is difficult for your partner to spread their ass cheeks in this position, so you will have to have enough dildo length left over to still penetrate them properly after passing the cheek area.

The last position we would recommend is slightly more intense and athletic than the first two, but is still a great option that comes with little risk of the dildo slipping out during intercourse.

This is the position colloquially known as the "bend over boyfriend," in which the person being penetrated bends at the waist while their partner stands and penetrates them from behind.

Bend over boyfriend is typically considered to be a variant of "doggy style," in which the receiver balances on their hands and knees while penetration occurs behind them.

You may find that this position is a little bit more difficult to maintain, as it usually features the dildo pointing somewhat downwards, meaning that gravity may not always be on your side.

However, many "bottoms" find it easier to keep their assholes open and relaxed in this position, meaning that there is less risk that they will "grip" or "tug" on the dildo and accidentally pull it out before completion.

If you are couple who is fond of exploring and enjoy acrobatic positions which provide a bit of a challenge, then bend over boyfriend is definitely for you!

This does not mean that you cannot experiment with other positions while using a strapless strap-on.

Do not let these suggestions discourage you from trying out any position which both you and your partner are interested in using.

You may find that it works perfectly for you, or it may not and might require a few adjustments the next time you try it out.

The suggestions in this article are merely that - suggestions - which may help a couple who is a bit newer to anal penetration - be more comfortable and less nervous during their first time trying it out.

​#4: Go Gentle, Go Slow

As most people would probably agree, the best kind of sex life is the one with a lot of variety.

Millions of couples all around the world prefer to alternate between slow, sensuous experiences and rough romps that leave everyone involved panting and sore but thoroughly satisfied.

Odds are, you and your partner are probably much like these other couples - mixing up gentle and rough sex depending on your mood and feeling.

However, when it comes to your first few times with a strapless strap-on, especially if it's your partner's ass that you're going to be stuffing, we have one a definitive recommendation: start with something slow and gentle.

That's not to say that you'll never be able to have rough sex with a strapless strap-on - but you will definitely have an easier and more fun time of it if you keep things a little slower your first couple times around.

Slow, gentle sex will minimize the risk of all of the most common issues which sometimes occur during double dildo penetration, including both the dildo falling out of the wearer's vagina and being "yanked" out by the tight grip of their partner's anal sphincter.

Gentle sex will allow both partners to stay in control and get a better idea for how the strap-on moves and feels.

The wearer will be able to experiment and practice with the kinds of motions that make their partner feel good, and learn what motions are best for keeping control of the action and not letting the dildo slip away from you.

Meanwhile, the person being penetrated will be able to focus on keeping their asshole loose and relaxed, and will not be tempted to "grip" or clench down on the penetrating object as they might during a rougher session.

Of course, since you're going to be keeping things gentle and slow, we recommend setting a romantic, sensual, loving atmosphere for maximum enjoyment.

Pair your pegging session with some of your favorite scented candles or incense.

Wear clothing, jewelry or lingerie that you know your partner enjoys.

Listen to some of your favorite music.

Start out by taking a long bath or shower together, maybe with your favorite bath salts or lotions involved.

Give each other massages.

Not only will this set the right atmosphere to prepare you and your partner for some gentle pegging, it will also help you feel relaxed and calm and dispel any nervousness which you might be experiencing at the thought of using a double dildo for the first time.

Once you've increased your comfort level and feel like both you and your partner can regularly use a strapless strap-on without any nervousness or major incidents, you can try going a little bit rougher.

Escalate slowly and carefully, however- don't go immediately from "completely gentle" to "as rough as possible," but instead make it a gradual progression.

Communicate with each other throughout - if either partner feels like things are getting too rough, too painful or too uncomfortable, take a break and tone it down a notch before continuing.

Also, don't forget to take stock of you and your partner's condition after finishing as well - if things feel fine during the act but you wake up experiencing extreme muscle pain the next day, that might be a sign that you went a little too rough.

Other Tips & Tricks

Always make sure to use plenty of lubrication. Do not attempt to substitute "alternatives" such as spit, oil, soap or lotion, as these will not provide nearly enough lubrication and could result in the partner taking the "bottom" role experiencing a lot of pain and even potentially suffering bleeding, tearing or other injury.

In general, most people tend to prefer silicone-based lubricants for anal penetration, as they have a thicker consistency than oil or water-based alternatives.

Unlike the vagina, the anus does not produce any natural lubricant of its own, meaning that it will often need a little bit of extra "help" to make the experience comfortable and pain-free for the receiver.

Silicone-based lube is thick and smooth, allowing the head of the dildo to slip easily inside the asshole with no pain or discomfort.

In addition, the extremely slick texture means that it will be much easier for the "bottom" to keep their asshole relaxed and resist the urge to "grip" at the dildo, potentially pulling it out of their partner's vagina / anus entirely.

However, do keep one thing in mind - some silicone toys, including several types of dildos and strap-ons, will not be compatible with silicone-based lubricant.

This is because the lubricant will have a negative reaction which causes the silicone in the toy to break down, causing a rapid degradation in quality and shortening the toy's functional lifespan by a significant amount.

Always be aware of the materials used to make up your strap-on and check for any warnings regarding possible incompatibilities with various types of lubricant.

Include plenty of foreplay before any and all sessions with your strapless strap-on - whether you will be using it to penetrate your partner vaginally or anally.

Foreplay not only arouses you and your partner and helps you get into the mood, but can also be an extremely calming experience which will banish any nervousness that you might be experiencing.

If you are both properly stretched and prepared, you will be much more able to relax and focus on feeling pleasure.

In addition, because your body is so relaxed and calm, you will be less likely to experience any tenseness or clenching which can cause the dildo to slip out before intercourse has been successfully completed.

When it comes to foreplay, each individual's tastes will differ.

Figure out what you and your partner enjoy and make sure to include it. However, if you're not quite sure how to get started, manual stimulation (aka vaginal or anal fingering) is a great option when you are preparing to have some fun with your favorite strapless strap-on.

Fingering helps stretch and relax the hole which will be penetrated, making it significantly easier for the dildo to enter.

In particular, anal fingering is typically recommended before any sort of penetration, because - as we have mentioned before - the anus possesses a strong, usually quite tight sphincter and does not produce any naturally occurring lubricant.

Fingering can also help the person who will be wearing the strapless strap-on to stretch and relax themselves, as the "bulb-shaped" part of the double dildo which goes inside them can in some cases be quite large and thick.

In general, as with any sexual activity, especially kinky ones, the more foreplay, the better!

Like all strap-ons, your strapless model will require a thorough cleaning after each session.

Keeping your toys clean is an essential part of preventing potential health risks such as the growth of mold or mildew or the presence of bacteria found in human fecal matter.

Luckily for you, a strapless strap-on is in fact significantly easier to clean than any other kind of similar toy!

Cleaning sessions can be quicker than ever before - no longer will you need to go through the tedious chore of hand-washing each strap of a complex leather or nylon harness, and then leaving it out to dry for hours or even days before it can be safely brought back into the bedroom.

Instead, all you will need to do is gently hand-wash your dildo with warm water and gentle soap (avoid anything featuring scented or perfumed add-ons, as those can irritate the anus or vagina during penetration) and dry it off with a towel afterwards.

You should NEVER under any circumstances attempt to wash your dildo in either a dishwasher or a washing machine meant for clothing.

Once your strapless strap-on has been successfully cleaned, store it in a temperature regulated, dry, non-humid area where mold, mildew and bacteria cannot reach it - we recommend a sealed plastic tub or a drawer in a frequently used room such as your bedroom, closet or office.

If you have any tips of your own to share from yours and your partner's personal experiences with strapless strap-ons, especially when used for anal penetration, feel free to share them with us!

We love hearing about all the unique and creative ways which our customers put the toys they buy from us to use in the bedroom.

And who knows - your helpful advice could someday show up in a future helpful article just like this one, and inspire other couples to try out pegging with a strapless strap-on themselves!

​Is It Worth It?

There's one more thing we need to address before we bring this article to a close.

With all these tips, you've probably gotten the impression that using a strapless strap-on to anally penetrate (or be anally penetrated by) your partner is an extremely difficult and potentially even stressful experience.

You may find yourself wondering - is it worth it?

Of course, the answer to this question will vary from individual to individual.

However, our personal opinion is that YES, although pegging with a strapless strap-on may require a little extra practice and preparation when compared to other sexual acts, the final results are ABSOLUTELY worth it.

Even when compared to pegging with a "standard" harnessed strap-on, the act feels far more intimate because of the extra closeness between your bodies without any leather or nylon straps getting in the way.

The intimacy of this act is practically unequaled by anything else which you and your partner can do in the bedroom.

In addition, pegging with a double dildo can be an extremely affirming and even empowering feeling for the wearer.

Many queer or transgender individuals appreciate strapless strap-ons because it allows them to feel more strongly that it is truly "their penis" that they are using to penetrate their partner.

Partners taking the "bottom" role, you can help enhance your dominant partner's feelings of empowerment even further by specifically referring to the dildo as "your cock" and "your body" rather than as "the dildo" "the strap-on" or "the toy".

Once you've gotten the hang of using your strapless strap-on for anal penetration, you will find that using it is actually a much easier, quicker and more streamlined process than pegging with a more standard harness.

After the wearer has gotten used to putting on the dildo and inserting the bulbous end into their vagina or anus, they will quickly find it much simpler than having to fuss around with straps and fasteners and making sure that nothing is too tight or too loose before getting down to business.

As a bonus, you'll find that preparation for sexual intercourse goes much faster, as you just need to lube up and slip the dildo in rather than taking time to check each strap.

Cleaning up after finishing will also require much less time, since, as we mentioned in the previous section, there will be no need to hand-wash each strap, and the dildo itself is quick to wash and even quicker to dry thanks to being made of tough, sturdy materials such as silicone or hard plastic.

So our advice would definitely be, even if you are finding yourselves having a little difficulty getting used to your new strapless strap-on, persevere, keep trying and definitely don't give up!

Pegging with a double dildo is a fun, intimate, extremely pleasurable experience that definitely has a bit of a learning curve to it, but absolutely gets easier if you are willing to put in a little time to practice - and, of course, follow the tips suggested in this article and our other helpful guides found on this website.

"You will have many, many hours of erotic, orgasmic pegging fun ahead of you - it just takes a little bit of patience first!"

If you want to learn more about strapless strap-ons, check out our introduction to the topic found right over here.

Alternately, if you are in the mood for a little more education on the subject of pegging, you can check out our Complete Guide to Pegging here, our examination of best pegging harnesses and dildos here, or our suggestions for bringing up pegging with your partner found right here.

We've even got a couple pegging-focused sexy stories over in our Fiction section found here!

Lastly, if this article has inspired you and your partner to pick out a sexy new strapless strap-on to add to your bedroom activities, there's no better place to find one than our catalog.

Our extensive collection of sexy dildos, strap-ons, harnesses and more is never further than a click away!

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