How To Do Double Penetration: A Beginners Guide

Featured imageAre you looking for information on how to do double penetration? Then you will find this guide by our sex educator M.Christian helpful!

When it comes to sex, sometimes more is a lot better. Whether it’s more than one partner, extended orgasms, or several arousing stimulations, enjoying more than one something is always worth considering.

Especially when it’s a pair of penises or two dildos inserted into your or a partner’s orifices of choice.

With that in mind, we are here to provide you with all you need to know to explore DP. Including the pleasures involved, how to do it, double penetration sex safely, and more!

Why You Should Trust Us

M.ChristianWe at My Sex Toy Guide pride ourselves on two things. First, we know everything about having a happy and healthy sex life. We know all about it, whether managing the ins and outs of oral, vaginal, or anal sex or navigating the kinky world of BDSM.

Second, on the rare occasions when we find our education a little lacking, we have amazingly competent authorities on hand to lend us their expertise.

A favorite of which is the erotica writer, sex tech journalist, and all-around sex educator supreme, M.Christian. As experienced as they are skilled at writing about human sexuality, they are here to tell you all about double penetration.

What Is Double Penetration?

Double penetration is a sex act involving inserting two of anything into a vagina or anus, or both simultaneously. Typically exploring DP involves either a pair of penises or sex toys. Or a single partner with one sex toy, like a double-ended dildo, a set of anal beads, a strap-on, or other sex toys.

But it can also involve one partner and a sex toy in one hole. Likewise, it could be other ones like anal beads combined with a penis or strap-on.

Double Penetration Threesome

Whichever combination is used, double penetration is justifiably considered a somewhat advanced activity.

While inexperienced people enjoy it, it requires a lot of practice to do safely. Particularly when two penises or sex toys penetrate the anus. This is due to nature never intending for anything to enter it. Let alone a pair of things.

In this light, here’s how to safely put two penises or double penetration toys up your or someone else’s butt in a bit. As well as touching on the risks involved with doing the penis in vagina sex.

But first, let’s explore why double penetration DP can feel amazing.

Or merely something they like engaging in every now and again.

Why Do People Like Double Penetration?

There are all sorts of reasons why people enjoy double penetration.

The most obvious is its ability to double how a single sex toy or one penis feels. More so when it’s extra duplicated by doing it with two orifices simultaneously.

Another major reason for its popularity is its ability to stimulate the anus or vagina by applying extra pressure. Consider how good penetration feels during either to understand why having both their vagina and rectum stimulated might feel for a vagina owner.

For a vagina owner, it can stimulate the nerve endings in or near the opening. In fact, scientists say nearly 90 percent of a vagina’s nerves reside there. So when a vagina owner is double penetrated in their vagina and anus, the initial sensation can provide an extremely intense feeling.

A woman doing double Penetration With Two Dildos

Meanwhile, the anus has its fair share of nerves as well. For the penis-equipped, single or double penetration applies pressure to the prostate gland.

Responsible for producing seminal fluid, when suitably stimulated, it can do far more than that, like magnifying the owner’s orgasms to a tremendous degree.

With practice, it can even produce something like multiple orgasms. Think of it like rolling waves of pleasure coming from the owner’s penis as well as their prostate.

Do not forget how much of a mental turn-on it can be, including submission and domination play, where you might include a ball gag.

It also appeals to group sex fans. After all, it often requires at least two partners to get into. More if the aim is to be simultaneously penetrated anally and vaginally.

What Does Double Penetration Feel Like?

Double penetration has been likened to the enjoying pleasures of single penetration but multiplied. Not to take away from that analogy, it is more accurate to say it is not twice the arousal but four times.  

We mean how DP is more than an extra-sized penis or a strap-on.

If it were, using a longer or girthier of either would do the trick. Instead, it is how two people or two objects enter and uniquely interact with one another.

It’s actually a pretty spot-on description. Especially during double penetration play, keeping a pair of strap-ons or penises perfectly in sync is difficult.

More times than not, one is going in while the other is coming out. This dance of dicks or dildos works to amplify the stimulation of all those vaginal or anal nerves we mentioned.

An effective way to do this is using textured or differently shaped sex toys with a flared base for the anal part. If people are involved, the same is true for condoms.

To give just a sense of how fun it can be, let’s say you have two women into double vaginal play to give you a sense of the possibilities. One woman might use a rabbit-style vibrator to stimulate the interior and their clit and another for deeper penetration. While another use vagina owner might use a strap-on and a different sex toy. The possibilities are endless!

We think you get the idea. But whatever you use, never forget double penetration is not risk-free. As we said, this is particularly the case for anal.

Not that you can’t do double anal penetration safely. Just to do so, everyone must understand why doing so is incredibly important.

Is Double Penetration Safe?

Penetration with two partners or the same number of sex toys can definitely be safe. Though it is better to say with a considerably lower risk to whoever is penetrated. Because anal sex can never be entirely risk-free.

This is predominantly due to the works. Repeating ourselves, it evolved to expel waste, not to have one or more penises of strap-ons thrust into it. So you are already going uphill by doing so. Let alone during double penetration play.

The vagina and anus walls can be damaged or torn during sex, but the likelihood is far higher with the anus.

Human partners must practice safe sex, beginning with everyone getting tested for a broad spectrum of sexually transmitted infections. Not just for HIV but hepatitis A, B, and C. While not forgetting other nasty ones such as chlamydia, gonorrhea, HPV, and syphilis.

Next, everyone must wear a condom. Effective for preventing sexually transmitted infections and pregnancy prevention, condoms make penetration easier and more comfortable for both parties.

We will go over what condoms and lubricants are and how to use them in a moment. Between now and then, we want to emphasize when talking anal; you can never be too cautious.

Because if you are not careful, the risks are just too significant. So play safe so you will not ever be sorry. Or worse.

Does Double Penetration Hurt?

Depending on various factors, double penetration can and will hurt. But it is not accurate to say it always will.

We are referring to the size of the penises or strap-ons and how they are inserted. While not discounting what might happens if you use the wrong condoms or sexual lubricant.

For comfortable vaginal or double anal penetration, patience means all the difference. Though we have mostly focused on anal sex safely, do not think you cannot do the same for vaginal sex.

Nature designed them with the ability to receive a penis or object. But that does not mean they can handle too large, wrongly shaped, or too fast stuff.

A couple talking

The keyword for any kind of penetration play is patience. Please do not think of it as something you or your partners must do. Quite the opposite, instead try to enjoy the sexual journey.

That way, there will not be a push to make it happen. Otherwise, it could lead to discomfort, frustration, or injury.

Right along with patience is communication. True for every type of sexual activity, it is extra important for DP play, especially as DP requires considerable orchestration and negotiation. So before you do anything, set up a safe word or two.

Next, discuss everyone’s emotional and physical limitations. Followed by what you and your partners want, do not want, and might be willing to try.

But do not stop there. Communication is not a one-time thing but ongoing. Making time to check in with everyone is a must – the same for taking breaks to see what is working and what is not.

On an important side note, a person cannot consent if they feel forced or coerced. Even when either is not directly expressed by their partner.

Consent is impossible if you or anyone is concerned about what their partner might say or do. Let alone double penetration sex.

Lastly, education is right up there as well. Reading books or articles like this is part of it. Same with taking in-person and online classes.

But it is also an ongoing process. So strive to keep yourself well informed.

Your body and those you play with will thank you for it.

How Common Is Double Penetration?

Anal or vaginal sex with a pair of penises or sex toys may be common. But the truth is, it is rarely added to sexual surveys. So researchers don’t have an exact number of people who do it.

But you know what? Even if double penetration experience were as rare as hen’s teeth, it should not matter to you or anyone else. As long as whatever you or anyone else does is consensual and not physically or emotionally harmful, it is perfectly okay to do – same for things done in real life or merely a sexual fantasy.

We cannot stress this enough. Please do not worry about what others might say.

Besides, it is a safe bet that they also like to do all sorts of sexual stuff.

Even if they do not, there is no “normal” sex. Never has been. Never will be. All of us enjoy a broad spectrum of fantasies and activities. Some might be broader than others, but we all have the right to explore our sexualities as we see fit. Always safe, sane, and consensual, of course.

How To Prepare For Double Penetration?

There are several essential things to do before engaging in DP play. For vaginal penetration, be sure to have lots of water-based lube handy.

A man holding a lube bottle

Also, if you are using sex toys, they must be designed for precisely this kind of activity.

We cannot emphasize this enough. For vaginal and anal penetration, never use anything except appropriate lubricants and sex toys.

Otherwise, you are risking extreme discomfort. Not only that, but you could seriously injure someone.

Lovehoney Jeweled Heart Metal Butt Plug

For double anal penetration, we suggest a suitable diet beforehand. The idea here is to leave the anus as waste-free as possible to make penetration easier.

It will make things far less icky. And it also greatly minimizes the possibility of irritation or infection.

In addition to a pre-anal sex diet, consider using an enema. It will make extra sure your rectum is clean. When doing so, only use tap water. We say this as the anus is very good at absorbing moisture.

Enema bag

So anything added to an enema solution will pass directly into the bloodstream, which can greatly magnify the body’s reaction to whatever is introduced into the rectum. So water and only water, please.

As with double vaginal penetration, use anal sex products exclusively. For lubrication, this means oil or silicone-based lubes.

During anal and vaginal play, keeping these two very different kinds of lubes separate can be tricky. Otherwise, the results can be decidedly unpleasant.

How To Do Double Penetration With A Partner(S)

DP requires a considerable amount of care and maneuvering. To help you manage it, let’s first go over how to do it with a partner or multiple partners.

1. The right tools for the right job

We already covered the importance of communication, which includes knowing everyone’s STI status. It equally involves talking about what everyone’s expectations and concerns are.

For anal, use toys with a flared base and silicone-based lubes only. For vaginal, that means water-based and likewise appropriate sex toys.

b-Vibe Rimming Plug Petite

Beyond that, have plenty of lube and condoms at the ready. For both, try to double the number you think you might need.

As the old saying goes, it is better to have too much than not enough. If fingers are going to be involved, use gloves made for vaginal or anal fisting (Read more about it here).

2. The importance of exercise

Before anything goes anywhere, the person being penetrated should work on relaxing and expanding one or more orifices.

For vaginal play, this can be using steadily larger dildoes. Multiple fingers leading to fisting are also great for this.

The same holds true for their anus. Butt plugs frequently come in various sizes, making it easy to go from one to another. The goal here is to get your body more and more used to being penetrated, even if it is taking one really thick dick.

njoy Pure Wand, Flex with Plex, and b-Vibe rimming plug

A butt plug can be left in for extended periods as well. This is another way to train your ass for multiple penetration.

If you want, consider a smaller butt plug and a larger one for variety. Either way, a butt plug can be your friend for double penetration play. If butt plugs are too much, there are always smaller sex toys to try.

Do not worry that either your anus or vagina will stretch too far. Both are very flexible and will eventually return to their original size.

3. Do not rush

Back to the importance of patience, take your time when attempting DP. As we said, try to have a good time instead of forcing it.

The reality is DP has a lot of moving parts. Therefore, it is very common for them to struggle to work together. When they do, avoid blaming yourself or your partner or partners. Simply put, this stuff happens a lot.

So reduce your expectations and have fun. If you do, even if things do not work out, you will still have a fantastic time.

How To Do Double Penetration Alone

Next, here’s a look at DP for those without a partner or who merely like to play with themselves.

There is a lot in common between solo double penetration and DP with someone else. But there are a few extra things to think about. That is, aside from using only anal or vaginal sex toys and lubricants, getting your body ready, and so forth.

1. Pay attention

True for solo or multi-partner play, listen to your body. Let’s face it, DP can be intense.

So much, so that momentary discomfort is more than expected. However, there’s a big difference between minor aches and severe pain.

We cannot tell you what the difference is. Only you can do that as it is, after all, your body. So only you know what is too much.

If pain persists or increases, stop what you are doing. Same if it emanates from unexpected places, such as stomach, leg, or arm cramps. For anal play, excessive bleeding can be a warning sign. Likewise for any during vaginal play.

In either case, go to a doctor or emergency room as soon as possible, even if you are worried or have long-lasting discomfort. Another old saying is good here: it is always better to be safe than sorry.

2. Relax

Playing by yourself requires a lot of body and sex toy positioning. So make yourself comfortable before you begin. Another part of this is to have everything you need at the ready.

A man relaxing

No one wants to have to try and find something they desperately need. Particularly while attempting to insert a pair of sex toys into their vagina or anus.

In addition to relaxing during partner penetration, do the same with playing solo.

Use whatever it takes to reduce your stress. Be it a nice cup of tea, a warm bath, or anything else; the idea is to relax your anal muscles because a relaxed body is far easier to penetrate than not.

3. Take a break

Slow down or stop if your body starts to tense up. While it can be a challenge to do so, fighting your body will make things more difficult. So rather than battling yourself, give your anus or vagina a break.

This may or may not include removing a sex toy. Applying more lube is also worth doing.

If you use one or more vibrators, try increasing or decreasing their intensity.

4. Prepare for the worst

A major thing to remember about one person play is you do not have someone to help should things go wrong.

With this in mind, having a friend on standby is a good idea. They do not need to know what you are doing, only that they are ready, willing, and able to come over in an emergency.

Or have them check in with you after an hour or two. It is embarrassing but not as bad as not having someone to care for you.

Double Penetration Safety

The anus and vagina are both able to expand to a remarkable degree. The former during childbirth and the latter to expel large amounts of waste.

But it does not mean you can recklessly stuff penises or sex toys into either. Far from it! Doing so will likely harm their delicate tissues, which then might even lead to more serious complications.

Prolapsing is one. It is when the vaginal walls or anal tissues become dislodged. Though there have been cases resulting from DP play, it is quite rare. But not so much that you can ignore the risk.

Too rapidly withdrawing a pair of large sex toys could be a possible cause. The suction pulls the anus or vagina’s connections to the pelvic floor out of place.

Fortunately, it is easy to break this suction. Before removing anything from someone’s anus or vagina, insert one finger to allow air to enter.

Best Double Penetration Positions

DP can involve four or more people or the same number of sex toys; finding good sex positions for it can be tricky.

This is where we come in with a few to consider. Some are easier for simultaneous penetration, and others are more enjoyable for single partner penetrate play. Same with how a few are easier for gaining access to a partner’s vagina or anus.

Though we put all of them through their paces, it is up to you to determine which is best. We can only suggest giving them a shot.

Because after you do, you might better understand what you like or not. The knowledge you might find has immediately transformed how you have sex.

1. Modified doggy style

Having a penetrated partner on all fours while a penis owner is underneath and another is the best position. Modified doggy style or reverse cowgirl gives comfortable access to their vagina but their anus as well.

Double Penetration Threesome Sex Position

If this position has a downside for all parties involved, it requires a few sexual gymnastics to get everything in the right place.

Still, it is well worth trying out. A good reason is how simple it is to adjust or change when needed.

2. Lying side by side

Here is an excellent position for double penetrating play. For it, the penetrated person lays on one side with one leg elevated. Next, a partner stretches alongside them to enter their vagina or anus. Finally, a second person kneels down to enter them as well.

If our number one position was fantastic, our number two could be wonderful!  

How so? Well, nothing beats this position for gaining access to those orifices. But it can be challenging for the first partner. Not impossible, just difficult.

3. A different squat

For this one, a penetrating partner lays on their back. Then the person being penetrated kneels down on them. Lastly, the second partner enters their vagina or anus as well.

The position’s pros include the penetrated person’s ability to adjust themselves. The same is true for the other partners as well. Its major con is that the person on top has to balance themselves, making it uncomfortable to get into or out of.

Thanks for reading my double penetration tips!

M.Christian

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M.Christian
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