Pegging Positions

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What are the best pegging positions for beginners as well as seasoned anal play pros?

Pegging is a sex act that can help couples experience great sexual pleasure and a sense of deeper emotional connection. And while pegging is for every body, pegging sex usually takes place between a man and a woman.

Pegging is inherently subversive because the the stereotypical gender roles and sex positions are reversed. Pegging involves the male partner becomes the receiving partner while the female partner wears a strap-on dildo and becomes the more dominant, penetrating partner.

While there is unfortunately still some stigma around exploring and enjoying anal sex, particularly for heterosexual men, you shouldn’t knock it before you’ve tried it. Chances are, if you have a prostate, you’ll love getting it stimulated.

If you’re ready to explore pegging, this article was written for you. Let’s get right down to it.

Why anal penetration feels so good

There is a simple explanation for why anal sex feels so good: Prostate stimulation.

All men (as well as male animals) have a prostate. The prostate is a gland which sits around the neck of the bladder. Its function is to help regulate the flow of urine, as well as to secrete a fluid that mixes with the sperm to create semen. In other words, the prostate plays an important role in regulating male bodily functions, but it is also an exceptionally sensitive and erogenous gland.

Because of the prostate’s placement within the male anatomy, it can’t be reached and stimulated from the outside. Anal penetration is necessary if you want to get to it and experience the sheer pleasure of prostate massage.

Many men have hangups about being anally penetrated, but if you have an open mind and a willing partner, there is no reason to deny yourself access to pegging paradise.

Anal sex is for everyone – not just gay men

Of course being anally penetrated by a penis is a sure-fire way of receiving prostate stimulation, but if you’re not attracted to men, pegging is the ideal alternative.

If you’re feeling apprehensive but curious, you can always start by getting hold of some prostate toys and start exploring on your own before involving a female partner.

You may feel worried that your female partner isn’t going to be interested in pegging or is going to reject the idea, but don’t foreclose on that assumption. Your girlfriend/wife/casual partner may be more open-minded than you give her credit for, particularly if you explain that pegging can also be extremely tantalising for her, rather than just being an inch you are asking her to scratch for you.

Pegging her man allows the female partner to explore her more dominant side. When pegging, the woman is the one in control and it can give her a delicious sense of power. It can also bring out feelings in both of you that you weren’t aware of before.

Getting ready for pegging

There are several things you can do to help you prepare for the pegging session of our dreams.

Leave mental hangups at the door

First and foremost, you need to leave any hang-ups you may have at the door. If you’re in any way worried about pegging reducing your sense of masculinity, perhaps you should sit with those feelings for a while and ask yourself why you are feeling threatened by a plastic toy, and while you are willing to let this fear get in the way of your sexual pleasure. Of course, there is also the possibility that your partner and not you is the one with the hang-ups. If so, talk it through and reach an agreement that you’re both comfortable with.

Get the right toy

There are plenty of different strap on dildos and pegging toys out there, some of which are aimed at beginners and others decidedly aren’t.

If you are new to pegging sex, don’t start out with the biggest, baddest toy you can get your hands on. It is better to start too small than too big, and if you get a strap-on with an detachable dildo, you can always replace it with a bigger, fatter one once you have gained an appetite for it.

Another aspect of choosing the right toy is choosing one that is going to give your female partner pleasure too. While some harnesses only have the pegging dildo protruding from the front, some also have a dildo inside which can go inside your partner’s body so that the two of you both experience sexual arousal and pleasure from the pegging experience.

Get clean

But getting ready for pegging isn’t only about the mental aspect. It’s also about physical preparation.

If you’ve never tried any anal sex act as the receiving partner before, it is worth taking certain precautions. Most important among these is making sure that you are clean as a whistle, or as clean as you possibly can be. Nothing puts a stop to pegging fun like discovering poop on the end of the strap on dildo.

If you’re worried about needing to use the bathroom during a pegging session, refrain from eating a couple of hours beforehand so that your digestive system is empty by the time you get into bed. To increase your confidence even further, have a shower shortly before receiving anal sex.

Take it slow

It is also important to start slowly, particularly if you’re a complete pegging newbie. You need to allow both yourself and your partner to get completely comfortable and relaxed.

If you’re a complete beginner, the sensation of being anally penetrated is going to be a strange one. Ask your partner to use plenty of lube and to take things very slowly. If your partner lies next to you on the bed and slowly slides one and then two fingers inside you, this can be a great way to get comfortable with the sensations before she penetrate you with the strap-on.

The best pegging positions for beginners

We have now come to the meat and potatoes of this article: An overview over the best pegging positions for absolute beginners. Of course, these will also work for established pegging enthusiasts.

The doggy style position

The doggy style sex position is an absolute classic.

The doggy style position involves the partner being penetrated kneeling on all fours while the penetrating partner is entering and thrusting into her or him from behind. While doggy style sex lacks the intimacy of eye contact, it offers the benefit of skin on skin contact as the partners’ hips are touching with every thrust. Doggy style also allows the penetrating partner to thrust deep into the penetrated partner’s orifice from an un-obscured angle.

What makes the doggy style sex position an ideal beginner pegging position is that it leaves the male partner’s anus exposed and easily accessible to the female partner in her strap-on harness.

All your female partner really needs to do in this position is kneel down behind you and spread your butt cheeks – or you can even do this yourself – before she slides and thrusts into you. 

The lying doggy pose

The lying doggy pose is similar to the original doggy pose in the sense that the partner being anally penetrated is in front, with the penetrating partner entering and thrusting from behind.

The difference between the lying and the regular doggy position is that here, the male partner is laying down rather than being up on all fours. Because these two pegging positions are so similar, it is easy to move rather fluidly from one into the other once you have gotten truly comfortable.

The advantage of the lying doggy style position is that it gives you an even deeper and more intense penetration than the upright doggy position does. 

The lying doggy position can also help even out any height discrepancies that may make the regular doggy position more challenging for some couples. What’s more, both the doggy and the lying doggy pegging position is ideal for exploring and toying with the dominance and submission aspect within your sexual dynamic.

The reverse cowboy position

The revere cowboy position is another familiar sex position that lends itself perfectly to anal sex and pegging.

In this position, your female partner lies on the bed and you sit in her lap with your legs spread on either side of her body. Depending on body size, this can be slightly more challenging position as you don’t want to put too much weight on a petite woman, particularly not if you yourself are significantly bigger. Ideally, the two of you should be roughly equal in size for reverse cowgirl (or reverse cowboy as it necessarily has to be when the roles are inverted) to be a good beginner pegging position. 

The great thing about the reverse cowgirl/cowboy position is that it gives you a little more control over both the angle and the depth of penetration. If you’re reluctant to submit to your female partner in the doggy style position, the reverse cowboy is a better option for you. Here, you are on top and more in control.

The seated position

Another great pegging sex position for beginners is the seated position, because your partner will be able to control how much is going on, penetrative sex-wise. In this position, your partner sits in a chair, and you sit in her lap with your legs spread wide on either side of her body.

The seated position is one of those sexual positions that add a romantic aspect to anal penetration because you and your partner will be able to share eye contact and deep kisses while you’re riding and writhing on the dildo in her lap. While you’re bouncing in her lap, you’ll be able to explore and move around until you get precisely the right angle.

Again, the seated pegging position is ideal if you and your partner are roughly of the same body size – otherwise, eye contact and kisses can prove more challenging. Another potential challenge of the seated position is leg cramps – so if you’ve never been the receiving partner before, watch out for them!

The lap dance position

The lap dance position is a variation over the seated position that is well worth trying, particularly once you have already gained a little confidence with other pegging positions.

To try this position, your partner will have to sit in a freestanding chair while you ‘dance’ in her lap. If you want to add a playful and erotic element, put on some music to go with the whole experience. 

The great thing about the lap dance position is that you’ll be able to have full control over the depth and angle of penetration. Ride her fake boner in whatever way hits and teases your P-spot just rights. You can go for light and barely-there penetration, or deep internal stimulation. It’s up to you.

The edge-of-the-bed position

A variation over the lap dance position, the edge-of-the-bed position offers plenty of bounce while leaving you, the penetrated partner, in control of the angle and force of the penetration.

To try pegging in this position, the female partner with the stap-on-dildo lubed up will have to sit on the edge of the bed with both of her feet touching the floor. You, the penetrated partner will be standing between her legs or with one leg on either side of hers while bouncing in her lap. 

The bossy position

If you’re feeling up for something a little adventurous, the bossy pegging position is the way to go. This position shares some similarities with the doggy position, but here both partners are standing.

You will need to use a desk or other piece of furniture to lean forward and support yourself against while your female partner is penetrating you from behind. If you need to make yourself more comfortable, put a pillow or a few on top of the desk for a bit of softness while your are being taken from behind, bent over the desk or other piece of furniture.

The steamy shower position

If you are into shower sex, you are going to love this pegging position.

For this position to work, you can’t be too much taller than your female partner or she won’t he able to reach or put much force into her thrust. 

In the steamy shower position, you will be standing in front, bracing yourself against the wall. If you are feeling in the least instead on your feet, you should also find something to hold onto that will support your weight while you enjoy the thrust of your partner’s strap-on dildo. Your partner will be standing behind you and entering you from behind. Ideally, she should also be able to hold onto a shower wall.

The missionary position

The missionary position is always a winner. It is one of those sex positions that is eternally relevant and always adaptable – including being exceptionally suited for pegging sex.

To enjoy pegging in the missionary position, your partner can either kneel on the bed in front of you, or you can lay down on the edge of the bed while she’s standing. If standing, it’ll allow her to put more force into her thrust, which may or may not be what you want to go for.

In missionary, you’ll be laying on your back with your legs in the air and spread as wide as needed for your partner’s body to fit between them. 

One of the greatest things about the missionary position is that it allows the two partners to share intense eye contact and kisses while fucking. This creates a deep sense of intimacy and closeness which can be both very romantic and highly pleasurable. 

Another great thing about the missionary pegging position is that it leaves you with easy access to your own penis. Because you’ll easily be able to reach, you can give yourself added stimulation and pleasure. In fact, the missionary position adapted for pegging is sure to make you reach climax fast, so if you want to prolong the experience save it for last.

Tips and tricks to enhance any pegging position

There are so many things that go into creating a perfect pegging experience. Some of them are individual, such as how much you control you want to maintain and what position feels the most pleasurable to you. 

Still, here are a few universal tips that anyone can take and apply to instantly heighten their pegging pleasure:

Adding more lube

Most people are more inclined to use too little lube than they are to use too much. In fact, when it comes to pegging, more lube is almost always better.

When you have penetrative sex with a woman, you may still choose to add lube, but a woman’s vagina also secretes its own lubrication when aroused. The same isn’t true for men’s anuses, so you will have to rely on generous amounts of added lubrication. 

In most cases, a water-based lube is the best choice, but oil-based ones can also give incredible pleasure and glide.

Placing a pillow beneath your prone bone

Placing a pillow beneath your tailbone or in the small of your back can make you feel much more comfortable – and can also give your female partner easier access to your anal opening – during pegging. And while you can absolutely find brands offering pillows specifically for sex, a normal firm pillow will usually do the trick.

Final thoughts on pegging sex positions

If you have never explored pegging, we hope that this article on the best pegging sex positions has been an inspiring read and has helped you feel better prepared to venture into the unknown. Even if you are seasoned anal play pro, we hope this article has given you a new idea or two that you and your female partner can try out.

Ultimately, there is so much pleasure to be experienced when we allow ourselves to play and explore, and pegging is one great example of this.

Whatever you’re into, read our expert deep-dive into the best automatic male masturbators on the market today where we test out and review the Kiiroo Keon, Autoblow AI and many more top long distance sex toys to give you the best advice on what to go for.

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