Practical Pegging

Pegging is a term which refers to engaging in anal sex. It is typically applied to situations where a woman penetrates a man using some form of dildo, often (though not necessarily) with a strap-on.

The concept of pegging, much like other forms of anal sex or penetration, is one which often makes people nervous at first, but also provides a great deal of pleasure for many of the people who give it a try. In this article I'll share some tips on getting into pegging and offer some advice on how to approach it safely.

Why would we try this?

First, you might be wondering why a couple would want to try pegging. What would motivate a gentleman to take a artificial penis into his bottom and why would a woman want to wear said cock and slide it into her partner? There are lot of reasons, to be honest. One is that the anus has a huge number of nerve endings in it and when it's stimulated in a pleasant way being penetrated can feel amazing.
Imagine your butt feeling like this! 

While booty play can feel great for both men and women, men have an added bonus: prostrate stimulation. Rubbing up against a man's prostrate, which is located along the front wall of the rectum, is like hitting a guy's G-spot. (Let's call it the P-spot.) This often causes a man to feel an intense orgasm.
I mean, like, really intense. 


Some couples also appreciate a certain degree of role reversal. Usually when it comes to straight sex men penetrate women and pegging is an opportunity to flip the script. After all, variety is the spice of life!

There are couples who engage in pegging as a form of power exchange. In short, the man may want to be "taken" sexually, giving over control to his partner. One way she can exercise this voluntary exchange of power is penetrating him with a strap-on. If you're curious about power exchange, you can read more about it in our Intro to BDSM post.

Of course, couples may try pegging for any of the above reasons, a combination of these reasons, or really just out of sense of curiosity. Whatever the motivation, there are some important points to keep in mind before engaging in pegging.

 

First, some tips for your safety and comfort

There are six basic rules I recommend following when it comes to any form of anal penetration play. The first is to make sure your partner (whether they are the person performing the pegging or the person receiving said pegging) is on board with the idea. It's never a good idea to surprise someone with anal play.
Don't surprise people with anal play. 


The second tip I can offer is to use a lot of lube. Your bottom doesn't produce its own lubrication the way a vagina does (#VaginasAreAmazing) and will need help getting ready to receive the object being inserted. My third general rule for anal play is to go s-l-o-w-l-y. Really slowly. When I suggest taking things gradually, I don't just mean it's a good idea to start with a finger and work up to a plug and then try pegging in one session, I mean each of these steps should probably take place over multiple sessions. Really take your time getting yourself (or your partner) accustomed to the experience of having something small in their bottom before you advance to larger items or moving something in and out.

Did I mention lube? Yes, lubrication is both tip number two and number four because it's really important. It's difficult to have too much lube when easing into anal penetration. My fifth tip is to place a condom over any toy (dildo or strap-on) you plan to place in a bottom. While not really necessary, it does make clean-up easier as any lube or fecal matter can be disposed of by removing the condom from the toy and tossing it in the trash.


Treat your booty right!

The final piece of advice I'd like to offer is that if something doesn't feel right, for whatever reason, it's important to stop and take a break. Your bottom has a lot of nerve endings in it and this makes anal play feel amazing when it is going well. It also means that if something feels off - uncomfortable, painful, or weird - that your bottom is telling you something important: it's time to stop.

 

Take things one step at a time

Earlier I mentioned it is important to start slowly when it comes to any penetrative play. Your bottom has a lot of nerve endings and the opening is controlled by muscles flexing and relaxing. This means you should approach getting your booty's muscles accustomed to relaxing, in order to allow things inside, a little at a time. Don't just grab a random dildo or banana and try to stick it into your bottom. That's not likely to feel good or be particularly relaxing!
It's not fun for the banana either. 


Instead, try something small, a finger or a beginner plug. Just get used to having it in your (or your partner's) body. Don't worry about moving it in and out, just let the person receiving the toy get used to the sensation of having something inside them. Assuming everything feels good, the next time you can work up to a more robust toy. Eventually, after weeks of practice, the two of you can try working a toy in and out of the person who wants to be pegged.


Just try one at a time.

In the past we have shared some general tips for getting started with booty play. I recommend reading it for some good tips on your first steps into butt play.

Let the pegging begin!

Once the person who wants to receive the pegging experience has grown accustomed and even comfortable having a plug or other toy in their bottom, then you can move on to pegging. Make sure you've got your lube handy, a condom ready, your strap-on in place. Then you might want to consider which position will work best for you both. I generally recommend having the person being pegged starting out on their back with their legs in the air. Many people try putting the receiver on their hands and knees with the strap-on wielder kneeling behind them. This can certainly work, but it's harder to stay relaxed on one's hands and knees compared to laying on your back. Plus it's easier for the person performing the pegging to play with their partner's genitals and read facial expressions when both people are face-to-face.
So far, so good! 


As before, remember to start out slowly. The person receiving should try to relax and breathe slowly and deeply. The person doing the pegging should start in a little at a time, checking-in lots to make sure everything continues to feel good.


The first time or two you try pegging, don't worry about lasting a long time or trying to reach orgasm. Focus on getting used to the sensations and keep the experience light and comfortable. Tap out after a few minutes, even if it feels good, to give yourself a break and talk about what is working (and anything that wasn't working) with your partner.

Over time, once you both grow more comfortable with the experience, feel free to introduce more elements to your pegging play. One of you could stroke the gentleman's penis, the other could tease the lady with a vibrator. You can experiment with different positions (him on top, her behind, both laying on your sides and spooning). Explore different angles to see what feels best and try introducing other toys which will make one or both of you feel good.

Keep in mind that pegging can feel amazing, there are a lot of sensations in the bottom, not to mention the P-spot can be stimulated from pegging. People often find pegging pleasurable, both on the giving and receiving ends of the experience. Just be sure to take things slowly and check in with each other often. Happy experimenting!