A Complete Guide to Pegging

Maybe you’re a pegging pro, maybe you’re a beginner. No matter your anal play certifications, a guiding hand never hurts. 

Let’s walk through the wonderful world of pegging together. We’ll share the basics, some tips and tricks, and answer pressing questions about this fun topic. 

Pegging Basics: What is Pegging?

Pegging is a sexual act involving penetrating a partner’s anus with a strap-on dildo. 

If there’s no dildo involved, it’s not pegging. If the dildo isn’t strapped or attached to the penetrating partner, it’s also not pegging!  

Who Can Be Pegged?

A common misconception about pegging is that only men can be pegged. The gender identity or sexual organs of either the pegger or peggee matters not! 

Pegging can happen between any two partners who give it a shot. Penis wielders can wear a strap-on, and vagina wielders also have buttholes. Who knew?  

Does Pegging Hurt?

Pegging is supposed to be pleasurable, not painful. Pain while pegging is a sign to stop and make an adjustment. We’ll talk about how to prepare for pleasurable pegging in a second.

First, let’s talk about why pegging feels great. 

Many women and men experience sexual pleasure from anal penetration. Men, particularly, can find immense pleasure and even orgasm from pegging, because it can stimulate the prostate. 

Pegging Prep

Pegging is not something you can safely enjoy without a bit of prep. Taking things slow in the lead-up will make things more explosive in the bedroom. 

Follow these pegging prep steps to get the most out of the experience:

• Have a conversation. Talk through when and how you and your partner will try pegging. Surprise pegging isn’t cool!
• Make sure everyone understands and consents to pegging. Fun fact: the 11th commandment actually says, “Thou shalt not peg without enthusiastic consent.” 
• Get some lube. Anuses NEED lubrication before penetration. This is not optional. Protect your buttholes, people.
• Try a finger or buttplug first. Before going all in with the strap-on, test the waters with something smaller. Fingers or other small anal toys like buttplugs are perfect to prepare.
• Start with a smaller strap-on. You can always go up in size later, if things are feeling good. Starting too big, however, can make pegging painful and even dangerous. 

How Pegging Strap-Ons Work

Using a strap-on is a key part of pegging, as we established. But how do strap-ons work compared to a dildo? 

Dildos are sexual toys used for pleasure through penetration. But they’re typically held or used by hand, or stuck to a surface for self-use. 

Strap-ons are wearable dildos that have a harness for the waist. They allow a person to use a dildo like it was their own penis, thrusting away into their partner. 

Types of Strap-Ons

Strap-ons typically come in four varieties:

• Waist harness and dildo. These are the most common strap-ons, and they come with attachable dildos.
• Waist harness and hollow dildo. These strap-ons come with hollow dildos, so penis wielders can insert their member into the dildo that’s harnessed to them.  
• Double dildo strap-on. These are specifically for vagina wielders. They have a second dildo that fits inside the wearer’s vagina.   
• Strapless strap-on. These are a type of double dildo strap-on that doesn’t have straps. The second dildo that fits into the wearer’s vagina is tapered to help anchor it in place. 

Don’t be afraid to try different strap-on types as you learn your preferences! 

Types of Strap-On Dildos

Strap-on dildos are designed to attach and detach for easy swapping and cleanup. Usually, there’s a metal O-ring on the harness to lock them in place. 

The nice thing about strap-on dildos is that you can try different shapes, sizes, and features. Upgrading, sizing up, or shaking things up is part of the fun!

Here are some common types to check out:

• Smooth Dildos. These are usually straight dildos made of metal, glass, or plastic. They’re simple, straightforward, and make penetration as smooth as possible.
• Curved Dildos. These feature a curved shape to make hitting pleasure spots, like the prostate, easy peasy. 
• Vibrating Dildos. These dildos are battery-powered and can vibrate. Nice! 
• Inflatable Dildos. Tired of switching out dildo sizes? Inflatable dildos fix that issue.

Be sure to check your particular harness before buying new dildos for pegging. Some specialty harnesses are only compatible with their unique dildo designs.

How to Peg Like a Pro

Nobody is a pro on their first time pegging. If you’re stressed about trying it or worried about pain, we get it. Take a deep breath, and check out these tips:

• Relaxation is key. Being pegged feels more pleasurable and less painful when your anal muscles relax. Here are some tricks to loosen up:
• Relaxing your throat can help relax your anus. Don’t ask us why, just try it!
• After the initial penetration, try staying still for 15 to 30 seconds. Penetrators: don’t thrust until your partner feels used to the feel of the dildo inside them.
• Go slow at first. Even the most experienced of peggers know that you build up to fast stuff.
• Don’t be shy with the lube. Anuses do not self-lubricate. Lube up liberally!
• Try the ole’ reach around. Penetrators: increase pleasure for your partner by stimulating their penis or vagina with your hand as you peg them. 
• Vibrators can rock both of your worlds. Vibrating dildos for your strap-on can make the pegging experience orgasmic across the board. Using a separate vibrator works too!

Pegging Positions

Most pegging positions feature the strap-on wearer as the dominant partner, but not all! Regardless of the positions you and your partner choose, prioritize comfort for both sides. 

Pillows can help with this. Try a pillow under the hips or stomach of the partner being pegged, to make the angle and experience more comfortable. 

Dominant Pegging Positions

The classic dominant pegging positions are:

• Doggy style
• Prone bone
• Jockey 

Submissive Pegging Positions

Just because you’re wearing the strap-on doesn’t mean you have to be dominant! 

Submission pegging positions put power in the pegged partner’s hands. This can help them avoid painful penetration, but it’s also trickier to pull off. 

Go slow and have fun with these great submissive pegging positions:

• Cowgirl
• Reverse cowgirl
• Amazon

Intimate Pegging Positions

Pegging positions can be loving and intimate, too! Try pegging while spooning, teaspooning, or doing some good ole’ fashioned missionary. 

Pegging: FAQs

Is pegging safe?

Pegging should always be done with safety in mind. Following our preparation tips will help make everyone feel safe and ready to enjoy pegging to the fullest. 

If either partner experiences pain while pegging, stop any motion and gently remove the dildo. Then, evaluate if you want to try again with more lube or a smaller dildo.

Should I use a condom while pegging?

You can definitely use a condom with pegging. While there’s no risk of pregnancy or STIs from a clean dildo, condoms make clean-up easy. 

How can I convince my partner to try pegging?

Pegging should only be done with enthusiastic consent from you and your partner. Have a conversation about why you want to try pegging and how you’d like to try it. 

You can read advice guides together, like this one, to help make the topic accessible. Never coerce your partner into trying something they aren’t comfortable with, sexually.