Let’s talk about a sex act that is on the rise:

Pegging.

Pegging can be seen as role reversal as it entails a woman performing anal sex on a man by penetrating him with a strap-on dildo.

This is pleasurable in a number of ways since the woman can be stimulated by the dildo, she can use a vibrator between the dildo and her vagina for added pleasure, and men can enjoy intense stimulation from anal play, especially if the prostate is stimulated.

So it’s a huge win win, and lucky for you, I have some amazing pegging toy recommendations.

Our Pick:

The Supersex Kit

Our experts agree that this is the best overall choice this year. There are 2 sizes of safe silicone dildos for the receiver, and it also comes with a bullet vibrator. Plus, if you guys aren't experts yet, this kit comes with a pegging guide!

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Our Research is Showing That Pegging is on the Rise

This activity is becoming more popular as it is the ultimate role reversal and allows a straight man to experience penetration.

Anal or "prostate orgasms" can be extremely pleasurable, and some men have claimed they had the best orgasms from their lives during pegging.

The activity also allows for intense female empowerment plus pegging can be very enjoyable for lesbian couples. For heterosexual couples, being penetrated by a woman can help some men overcome the homosexual association of male anal sex while others do not face this concern.

If you are interested in pegging, there are three essential elements: Communication, patience, and lubricant.

Talk it Over

The last thing you want to do is walk into the bedroom wearing a strap-on and saying “Surprise”.

Pegging is very high up on the list of intimate activities and both partners need to be fully onboard with this.

Start by talking about what each of you want in bed, what your fantasies are and what is on your sex bucket list. If anal play comes up, great.

Now talk about what kind of anal play you have in mind. This is an ideal time to bring up pegging but make sure both of you are 100% onboard with this.

The communication doesn’t stop there as it is every bit as important to talk to each other during the process for increased comfort and to make sure you really want to do this. If either of you gets to a point that you say “stop”, that’s it, you stop.

When shopping for pegging gear (more on this later) you will need to talk to each other when choosing a dildo. Do you want vibrating, non-vibrating, do you want to incorporate a vibrator, and what size of dildo will be the most comfortable and least intimidating for him?

These are critical things to think about since we want pegging to be enjoyable plus the shopping aspect includes the need for a good lubricant.

You will probably need something fairly heavy-duty for anal play, especially the first few times you explore this type of play. To prolong the quality of your toys stay with a water-based lube unless the items specify they can be used with silicone lubes. I would recommend reviewing some of our recommend lubes for anal sex here.

Patience is a Virtue

If you both have agreed to try pegging and even bought the gear for it, you might not be ready to try this out the same day you get your essentials.

Don’t try this until you are both ready to do it.

In the meantime, try on your harness to become familiar with it and experiment with some anal play for both of you. Learn what feels good to him and what his limits are plus you can try giving him a prostate massage for an example of how pleasurable this kind of sex can be.

The buildup to pegging is going to require a lot of patience and this will probably include anal play to prepare for it.

You will definitely need patience during pegging as you want to be sure your partner is at a comfortable angle and you will likely need to move the dildo in a little at a time. The last thing you want to do is force it into him but instead let him take it in comfortably.

Let him set the pace and tell you what feels best or what he needs which goes back to the importance of communication in pegging.

Bending Over Boyfriend

When the time comes to bend over your boyfriend (BOB) make sure both of you are 100% comfortable and ready to do this.

Begin with foreplay and/or sex to warm up and be at ease before pegging. When the time is right, ask him to help you out with the harness as part of the play, have him lay in the most comfortable position for anal sex, do a little exploring (remember the prostate massage!), lube up his anus and the dildo, then gently put the very tip against his anus.

Do not push the dildo in, let him relax and take it in at his own pace and more importantly, comfort level.

It is critical that you communicate with each other and be patient, letting him set the pace and follow his lead.

Be sure to pay attention to other parts of his body as this will help with relaxation and if possible, stimulate his penis as this could help with the anal penetration.

Start off with slow, shallow movements and ask him if he wants to keep things at this pace or if he wants more speed and depth. Remember that you are not experiencing what he is so be sure to ask him to help guide you.

If you think this is an adventure you would like to experience, you’ll need the right tools for the job:

Pegging for Beginners: Your Recommended Gear

A note for those who are new to pegging: Start small.

For her, you will need a harness that fits snugly and does not move around too much. Harnesses can range from something very simple that looks like a garment to what seems like tactical hardware you need a PhD to put on.

For beginners, keep it simple.

Lovehoney's Unisex Crotchless Briefs not only look sexy, but they're super comfortable and great for beginners.

As for the dildo, look for something about 5” with a slim girth and a curve to stimulate the prostate. Lovehoney has great options for this that you can order with these briefs.

If you and your partner enjoy pegging you can always work your way up, but you don’t want to go too large too soon.

Here are some other top recommendations to consider:

The Beginner’s Unisex Kit from Lovehoney

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For “peginners” you can’t go wrong with this Lovehoney starter kit.

The harness is easy to put on and consists of buckle adjustments. The simplicity of the design also allows it to fit a wide array of sizes. The plate even has an inner pocket for a bullet vibrator to stimulate women as they penetrate their partner.

The firm, slim dildo has a slight curve for P-spot or G-spot stimulation and the 5” length is an ideal size for those new to anal sex. The dildo is made of body-safe silicone, an ideal material for anal play due to its silky texture and ease of cleaning.

Pros:

  • Great price.
  • Fits sizes 0-28.
  • Easy to put on and adjust.
  • Pocket for a small vibrator.
  • Comes with three O-rings to use with different dildos.

Cons:

Very utilitarian in appearance.

The New Comers Set

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The name alone is enough reason to love this Adam & Eve beginners kit.

The fully adjustable harness fits hips up to 60” and the soft padding in front allows for increased comfort. Included with the kit is a petite 4” dildo with a width of just 0.75”, perfect for those with minimal anal experience.

To make things even easier on new peggers, the dildo is made of smooth silicone, an excellent material for anal play. A rubber O-ring holds the slim dong firmly in place but can secure a larger dildo of up to 1.25” in diameter. For those curious about pegging, this is a great starter kit for subtle penetration and a slight curve to tickle just the right spots.

Pros:

Low price point.

Small, silicone dildo great for beginners.

O-ring can hold larger dildos.

Cons:

Harness might be too large for very slim women.

Long straps can be a bit awkward.

The Perfect Partner from Lovehoney

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The aptly-named Perfect Partner looks like a sleek, low slung belt with a buzzy surprise on it.

Perhaps not for beginners since the dildo is 6 “long and has a 5.5” circumference but for those accustomed to anal play, this kit has a very sexy surprise. The vibrating dildo is attached to a wired controller with 3 speeds and 7 patterns.

Either partner can be in charge of the controller and the textured veins on the dildo provide even more sensation. While this is definitely a great pegging item, it can be equally pleasurable for female couples.

Pros:

Sleek appearance.

Vibrating dong.

Splashproof but controller must remain dry.

Cons:

Controller isn’t wireless.

Dildo made of PVC rather than silicone.

Might be a little too large for beginners.

The Supersex Kit

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If you are looking for a complete pegging kit the Tracey Cox Supersex is a great option.

The adjustable buckle harness is similar to the beginner kit and can comfortably fit women’s sizes 6-28. This kit includes a bullet vibrator, 3 O-rings, and 2 silicone dildos for an array of experiences.

The smaller dildo is entirely smooth and slightly curved. At 4.5” insertable and a slim 2.75” circumference this is an ideal beginner size. The larger dildo has a raised, rolling texture toward the sculpted head and measures 6” with a 4.75” circumference.

The larger dildo can hold the bullet vibrator or the wearer can enjoy it tucked inside the harness for her own satisfaction.

Pros:

A great price point for several pieces.

An extremely versatile kit.

Dildos have suction cups for hands-free use.

Cons:

Harness might be too large for very slim women.

The Zoro DP

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Deemed the “world’s most comfortable strap on”, the Zoro resembles an elastic waistband and only takes seconds to slip on or off.

For women wearing this for pegging, the vaginal area is left exposed for enhanced pleasure and play. Unlike other kits, the silicone dildo is attached to the base of the harness.

At 6.5” insertable and a circumference of 1.5”, the dildo might be a little large for beginners but just right for intermediate users. The dong is slightly hollow which permits increased flexibility, a must when it comes to finding just the right angles.

Pros:

Made entirely of silicone.

Allows for double penetration.

Can be taken on and off very quickly.

Cons:

Dildo is not changeable.

Might be too large for beginners.

Best Choice for Pegging This Year

When it comes to this set of pegging gear first place goes to the Supersex Kit from Tracey Cox.

This item is definitely a winner due to its versatility and the array of possibilities it offers. The included bullet vibrator can be worn inside the harness or placed inside the larger dildo.

For women who are doing the penetrating, the dildo is not part of their anatomy therefore they are missing an element of stimulation which can be provided by the vibrator.

When it comes to the receiver, this kit comes with not one but two body safe and anal friendly 100% silicone dildos.

The smaller one is an optimal choice for beginning peggers while the larger one delivers satisfaction for more experienced users. While it is amazing for pegging, the Supersex is also an ideal choice for female couples.

The crème de la crème of this kit: It includes step-by-step pegging instructions.

If you are feeling adventurous and up for some very sexy role reversal in the bedroom, this kit from sexpert Tracey Cox will deliver the results you are looking for.


Katie Barker
Katie Barker

Hi there, I'm Katie! I've been a nurse for the past 10 years and I absolutely love it. However, I'm equally passionate about helping women short through the maze of sex toys available right now. I hope my articles can help you find the products you're looking for while also making you a bit more comfortable about this topic.