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The 5 Best Pegging Positions for Beginners
At a Glance
- What pegging is: Pegging involves one partner using a strap-on dildo to penetrate the other anally. It can involve any gender combination, though it most commonly refers to a woman penetrating a male partner.
- Why position matters for beginners: Some positions demand more flexibility or strength than others. The right starting position makes entry easier and keeps both partners comfortable while they figure out angles and rhythm.
- Best positions to start with: The Chairman (receiver on top, facing the giver) and spooning are the most beginner-friendly because they allow slower entry and more physical closeness. Doggy style and missionary are solid next steps.
- The prostate advantage: For male receivers, most of these positions naturally angle toward the prostate — a nerve-packed gland that can produce intense, full-body orgasms when stimulated correctly.
- What you actually need: Good lube is non-negotiable. A quality strap-on harness, water-based anal lube, and proper hygiene prep will make the difference between a great session and an uncomfortable one.
Have you ever wondered what it is like to be pegged or to peg someone? Not sure which positions will work best for you? Then you are in the right place. Pegging is an intense and immensely fulfilling sexual practice that pushes boundaries and can seem intimidating at first - which is why we put together some of the best pegging positions for beginners!
In this article, you will learn about these topics:
- What is Pegging?
- The 5 Best Pegging Positions for Beginners
- The Tools You'll Need for the Best Pegging Session
- The Pegging Positions for Beginners Takeaway
- Frequently Asked Questions
By the end of the article, you will know everything you need to know about the best pegging positions for beginners, what equipment you will need, and the answers to some frequently asked questions.
Let's dive in!
What Is Pegging?
Before diving into the best positions for pegging, we must define precisely what it is.
The term pegging describes the practice of a person, most often a woman, penetrating their partner anally with a strap-on dildo. It can involve people of any gender; however, it mostly involves a woman wearing a strap-on and penetrating her male partner. In recent times, pegging has taken on a new definition that encompasses any situation where a strap-on dildo is used in this manner.
You might wonder why people peg and want to be pegged. The answer lies in pleasure. Pegging is a great way to enhance sexual pleasure and intimacy between partners. The stimulation of the prostate gland also leads to heightened sexual sensations.
We must note that pegging differs from anal sex or anal penetration in that it always involves a strap-on.
RELATED ARTICLE: How to Introduce Pegging in the Bedroom
Best Pegging Positions for Beginners
Now that we know what pegging is, let's get into the best positions. Planning for your first time can be nerve-wracking, so knowing what to expect and which positions work best will help you get the most out of your session.
If you are a woman preparing to peg your boyfriend or partner for the first time, these positions will make it easier for you.
The Chairman
This is one of our favorites for a number of reasons. It is good for first-timers as it offers a little more intimacy and makes kissing and eye contact easy. The position is also easier to get into, putting less strain on both the giver and receiver.
Getting into Position
To get into the Chairman position, have the giver sit on a sturdy chair with no arms and a high back. Ensure it is sturdy—you don't want the chair to collapse mid-session.
The receiver straddles the giver and slowly slides the dildo in. Make sure you have lube and extra lube on hand! The receiver can then wrap their arms around their partner's neck and shoulders or hold onto the back of the chair for extra stability.
Find the motion and thrust that works for you in this position.
Reverse Cowboy
This position is all about the visuals for the giver. If you like watching your partner being penetrated with an intense POV, then reverse cowboy is the position for you. The best part about this position is that it's easy on the pegger's back, making it ideal if mobility and agility are an issue.
Getting Into Position
Find a comfortable spot for the giver to recline, either on a bed with a few pillows propped behind her back or on a comfortable couch.
The receiver or pegged straddles the giver, facing the other direction towards the giver's feet. Have the giver slowly lower down onto the dildo while the giver guides it in. In this position, the receiver controls the movement as they do all the hard work riding the giver. The receiver can grab onto the giver's legs for support.
If you like reverse cowboy, the alternative is cowboy style, with the receiver facing the giver. It can take a little practice to get the angle right, but it offers additional visual stimulation in terms of locking eyes with one another and plenty of opportunities to kiss.
RELATED ARTICLE: A Guide to External Prostate Massage.
Doggy Style
Anyone interested in butt stuff knows that doggy style is one of the best positions for easy anal access. Not only is it fun, but it offers anyone who is curious about pegging an easy-to-understand position that allows for easy access!
Getting into Doggy Style Position
Find a comfortable spot on a sturdy surface. We suggest a bedroom floor with some towels.
Have the receiver get on all fours while the giver positions themselves behind the receiver. The giver is then free to enter the receiver from behind. This is a good time for the giver to experiment with angles, thrusts, and positioning their hands on the receiver's hips for additional support or to help with the thrusts.
Missionary
Missionary is far from boring - this position is intimate and allows for more than just anal penetration. One of the benefits of the missionary position is that it will enable the giver to access the receiver's penis for penile stimulation - this combination is intense and mind-blowing at that.
Get into Position
Have the receiver lie on their back on a bed or a comfortable surface while the giver positions themselves between their legs. At this point, the giver can enter the receiver. Try changing the angle of the receiver's legs, propping one or both up on the giver's shoulders, bending at the knee, and pulling toward the receiver's chest. Changing the angle of the receiver's legs will help change the penetration depth and allow for better access.
Spooning
To the uninitiated, pegging might seem like an intense sexual practice that lacks intimacy and a certain cozy comfort. That couldn't be further from the truth; the spooning position perfectly highlights that.
Getting into Position
To get into the spooning position, both partners lie on their sides facing the same direction. The receiver will lie in front as the "little spoon," while the giver lies behind them and gets into position. The giver can then enter the receiver while holding them closely.
The giver can hook a leg over the receiver's hips or grip onto them for added penetration power.
Pegging Tip: Know your limit - if you have done any butt stuff before, you will know that slow and steady wins the race when starting out. Knowing your limits can also help prevent any injury!
RELATED ARTICLE: Check out our guide on how to insert a prostate massager.
The Tools You'll Need for Pegging
As with any kind of sex, toys just make it all the more better. Pegging, like any other sexual practice, has its own set of tools and toys to make the entire experience easier.
Anal Sex Preparation
The secret to good anal sex of any kind lies in the preparation. Any anal play session takes a little prep work. Although you can attempt pegging without prepping for it - it's not recommended as it can get messy and make things a little awkward.
Want the full scoop on how to prep for butt play? We have an laid it all bare of for you in our How to Prepare for Anal: The Beginners Guide.
Starting with hygiene.
Make sure you are clean internally and have a shower. At GIDDI, we recommend the receiver go to the bathroom a few hours beforehand. Take a shower before and use an enema bulb to douche and clean out the anal area. A squeaky clean butt is just better for everyone!
Not sure where to start with anal douching and hygiene? We have a beginner's guide to anal douching to help!
Grooving With Lube
Always, and we mean ALWAYS, have lube on hand for any anal play. The anus is not a lubricating orifice. It needs a little help in that department.
A super slick lube such as GIDDI Hydrogel is important. We always opt for water-based lube, as it is easier to use and toy-safe.
RELATED ARTICLE: Learn more about Anal Aftercare: 4 Must-Do Practices Post Anal Play
Anal Penetration Sex Toys
Not all dildos are made the same, and this is one of the most important factors to consider.
If you are new to the idea of pegging, we recommend starting with prostate massage (the Tomo II is great for this!) before diving straight into pegging. However our all out favorite toy for pegging has to be the Pegasus P-Spot Pegging Harness set. It has everything you need to get the best out of your pegging experience.
The Pegasus P-spot pegging harness and dildo are designed to hit all the right spots. Whether you use it on its own as a dildo or as a strap-on for pegging, it is perfect. It offers vibration and just the right girth and length for any kind of play. In essence, it has everything you need for the best pegging experience.
RELATED ARTICLE: What is the P-spot? A Guide to the Male G-Spot
Pegging Positions for Beginners Takeaway
Does the idea of strapping on a dildo and penetrating your partner get you excited? It should. Pegging is an intimate act that offers both partners a new way of making love. Aside from the pleasure pegging has to offer, it offers partners a fun bedroom activity to add to their repertoire!
So whether you like it doggy style or something a little more intimate like missionary pegging, it is a great sexual practice that can strengthen your relationship and help rekindle a little fun in your sex life.
Do you have a favorite pegging position?
RELATED ARTICLE: The 5 Best Positions for Prostate Massage
Frequently Asked Questions About Pegging
We've put together some of the most frequently asked questions about pegging. They will shed some light on any burning questions about this interesting sexual act.
Do women enjoy pegging?
Yes, some women do enjoy pegging. This boils down to either enjoying the control or the ability to deliver the ultimate pleasure. Some women use a bullet vibrator tucked behind the harness for their own pleasure with direct to-clitoris stimulation.
Who is pegging for?
Traditionally, pegging is performed by a woman using strap-on dildos on a male partner. However, the practice has evolved to be more inclusive for people of all walks of life, whether they were born with penises or vaginas.
What is the best dildo for pegging?
We recommend the Pegasus strap-on and harness. It can be used both solo and in partnered play. It also targets both the p-spot and g-spot, making it the ultimate couples toy.
What is the best lube to use during pegging?
Look for high-quality, non-toxic lubes. We recommend Hydrogel Water Based Anal Lube as it is safe and super slick!
What are the best positions for pegging?
Various positions, such as missionary, doggy style, and cowboy, can be used. The choice of position depends on comfort, intimacy, and ease of access.
Is pegging awkward?
Well, this depends on the person. It can be awkward at first, but with time, practice, and confidence, it will get easier and better!
Why do men enjoy being pegged?
Some men just enjoy being penetrated, and that's all there is to it. It boils down to the prostate gland and the pleasure that comes from stimulating it. It is one of the most sensitive parts of a man's body. It just feels good.
Can the woman orgasm while pegging?
Absolutely, with a little stimulation from a vibrator or through the rhythm of the thrusting, an orgasm is possible!
How can I approach my partner about pegging me?
Open communication and accurate information are essential. Ask them how they feel about it and whether they would be comfortable with it. Provide information and talk through the steps with them. It won't hurt to ask them; that is the first hurdle. Just be yourself and communicate your interests.
Does pegging hurt?
In short - no, pegging doesn't' hurt. Or at least you shouldn't experience pain when it's done correctly. Any butt stuff takes practice, and it can be uncomfortable if you are new to it. Take it easy and start with prostate massage if you're nervous. We wrote a guide on that to help you.