Anal Pegging 101

The Ultimate Pegging Guide for All Your Anal Strap-on Needs

A study from 2008 asked 1,478 straight men about their sex lives, finding that 24% had been anally fingered and 18% enjoyed receiving anal sex from toys. Flash forward to sex-positive 2020 and the number of heterosexual men unashamedly experimenting with their anus is higher than ever before.

For many straight guys who enjoy anal stimulation, pegging is the answer. But what does pegging mean exactly? What toys should you use for pegging? Do women like pegging?

In this pegging guide, I answer all of these questions and more. Let’s get to it!

What is pegging?

Define Pegging:

Pegging is when a woman uses a strap-on dildo to anally penetrate a male partner and fuck him for his pleasure. Some strap-ons may vibrate so that the female partner can experience pleasure too.

If you want a more… straightforward answer, the Urban Dictionary pegging definition is: “Anal sex that is reversed. Instead of the man sticking his penis up the woman’s butt, the woman wears a strap-on and sticks it up the man’s butt.”

Of course, it’s totally possible for a person of any gender to wear a strap-on and anally fuck a person of any gender, but usually “pegging” refers to women fucking men, especially as part of a straight couple.

Why do men like to be pegged?

Why do men like to be pegged?

Pegging may be done because of a master-slave or femdom relationship, though it may just be done because the male partner finds it pleasurable. You see, many anal strap-ons are shaped to stimulate the prostate, also known as the “P-spot” or “male G-spot”. This can lead to very intense pegging orgasms due to prostate milking.

In fact, it’s possible for men to cum and experience hands-free orgasms from prostate stimulation without touching their penis at all. Here is a (NSFW!) video of a guy cumming hands-free while getting pegged by his girlfriend.

Ultimately, straight men like getting pegged for the same reasons that gay men enjoy anal sex – men have a pleasure zone inside their anus!

If you’re worried about being “less manly” for getting pegged by your partner, I suggest watching this Steve Hughes stand-up bit about gay men and anal sex.

Why do women like pegging?

Why do women like pegging?

If you look at why women like pegging, it mostly comes down to treating their boyfriends like a submissive little bitch and finding it attractive. Many women say that their boyfriends are very vocal, moaning a lot when getting fucked in a way that they don’t during normal sex. For couples into BDSM, pegging is a form of power exchange or gender reversal role play.

Some pegging strapons are also designed to be pleasurable for the female wearer, with many including vibrating bullets for her clitoral pleasure.

The r/sex subreddit had a post asking: “Women who enjoy pegging, what about it do you enjoy?” Here are a few of their answers:

“It's all about the reactions. Seeing them get sweet and needy and slutty just goes right to my crotch and my heart. Watching them feel so full is like nothing else.”
u/ABinaryNunSweat

“I love the switch, how I can go from being small and getting fucked to being strong and doing the fucking. It feels natural, and I love satiating my boyfriend’s desires.”
u/Gilly-Flower-tho

If I’m feeling horny and have time to kill, I personally enjoy reading pegging stories about submissive bad boys getting punished.

“For me it's the way my boyfriend fucking moans and writhes while I'm fucking him. It's SO different and so hot. He's usually pretty quiet when he fucks me but he moans soooooo loudly when I'm doing him. Our power dynamic definitely switches and he becomes incredibly submissive.”
u/kinky_trees

 
“I'm just into asses. Seeing something disappear into one turns me on. No idea why. His reaction is also awesome. All around a very lustful activity.”

If you’re looking for pegging videos or you want to explore the pegging community, the r/pegging subreddit is great.

How to Peg Your Boyfriend

So, you and your partner want to peg, but you’re not sure where to start. This easy guide to first time pegging should show you how to enjoy pegging without pain!

1. Prepare your anus!

Obviously, we’re about to enter the butthole, so we need to think about poop. If you’re the guy, you might want to consider douching your butthole to minimize the chance of making a mess. We have a great anal douching guide if you want more information. However, if you’ve recently had a solid bowel movement, you’re probably good to go.

Sometimes it’s a good idea to lube up your finger, put it in your ass, and see if it feels free from poop. A lot of the time, you won’t need to douche, but maybe put a towel down either way.

For the ladies, make sure that the strap-on dildo is clean. Take it to the sink and wash it in warm water with mild antibacterial soap. Our sex toy cleaning video has information on deep cleaning if you’re using the toys regularly.

Finally, make sure that you have PLENTY OF LUBE on standby. Anal sex requires a lot of lube because the anus doesn’t naturally lubricate itself like the vagina. This water-based anal lube is a good cheap option, or you can try coconut oil if you want something more natural and long-lasting. Avoid silicone-based lubes if your dildo is made from silicone.

 Before you start, cover the strapon in lube (heavily) and put lubricant on the outside of the asshole. Cover a clean finger in lube and SLOWLY insert it into the butthole, relaxing the anus. I would suggest slowly graduating up to 2 fingers inside the ass, helping the anus to stretch and relax.

If your fingernails aren’t suitable for anal insertion, trying using a small dildo or an anal dilator.

2. Try different pegging positions

Now you need to choose a position. This all depends on your experience with anal sex and whether you’re prioritizing comfort, pleasure, or submissiveness.

If you’re going for comfort and the least amount of pain possible, I’d suggest the doggy style position. Bend him over on all fours and gently enter him from behind. The pegger might need to kneel on some pillows to adjust her crotch height to his asshole. Generally speaking, doggy style offers easy entry, control, and decent pleasure.

If you want to maximize pleasure, then it’s all about the prostate orgasm. Usually, the best position for this is to have him stood up, but bending over and leaning on a desk/table etc. The pegger should enter him from this angle with the “cock” curving upwards slightly. This might just make him cum from anal.

If you like the idea of submissiveness and power exchange, then I’d suggest the anal missionary position as seen in this (NSFW!) porn clip. This position allows the woman to get off on her partner’s expressions and little bitch moans, also helping to improve communication about what feels good and what doesn’t.

Men who enjoy getting penetrated as part of a sub-dom relationship may enjoy pegging caption porn – images of femdom women with strapons talking about how they’re going to fuck you silly.

3. Relax, communicate, and take it slow

Anal penetration can be scary, especially for straight men who aren’t used to it. Anal is made a lot easier when the receiver is relaxed – tensing up will make everything more difficult. It’s normal for guys to experience a small amount of pain/discomfort at first, but it should be tolerable and it should die down fairly quickly.

If the man continues to feel pain, stop immediately. If it’s your first time, a little blood is normal, so don’t panic. The rectal tissue is very delicate, and dildos aren’t normally shoved up there, so the body just isn’t used to it. If everyone is comfortable and having fun, the experience will be much more fun and pleasurable!

Women pegging men need to remember that guys aren’t used to feeling so vulnerable during sex, so take it slow and don’t get carried away unless they’re into it!

Best Strapons For Pegging

Best Strapons For Pegging

There are many different pegging strapons on the market. Generally speaking, strapons for pegging are designed to curve upwards so that they hit the prostate, maximizing his pleasure. However, you can also get realistic “penis” styles and strap-ons that vibrate so the woman experiences clitoral pleasure too.

Here I’ve broken down the best strap-ons for beginners, intermediates, and expert peggers, as well as the best pegging kits for female pleasure too.

For Beginners

If you’re feeling a tad more adventurous, the LoveHoney 5-inch Beginners Pegging Kit is a more traditional strap-on harness with a removable 5-inch dildo and 3 O-rings, making it easy to try out different dildos in the future. It also has a pouch for a bullet vibrator if you want to add some clitoral pleasure.

Lovehoney Beginner's Unisex Strap-On Harness Kit with 5 Inch Pegging Dildo

An O Ring is the ring that secures a dildo into a strap-on harness. They come in different sizes to accommodate different girths of dildos.

For Intermediate Peggers

If you’ve both got some experience (or you’re feeling brave) then perhaps you should try the Tracey Cox Pegging Kit. This kit comes with 2 silicone dildos, one measuring 4.5 inches and one measuring 6 inches, so you can work your way up to the bigger one with time. 

Tracey Cox Supersex Strap-On Pegging Kit (4 Piece)

Wanna go diving a little deeper? The LoveHoney Advanced Pegging Kit contains a 7-inch silicone dildo that’s curved to target the prostate nicely. It may be long, but it’s still fairly slim, so it’s good for guys who want to explore a little deeper.

Lovehoney Advanced Unisex Strap-On Harness Kit with 7 Inch G-Spot Dildo

For Experts

When you’re both experts, you’ll probably want to buy a strap-on harness and then separately choose your own dildos to use with it. The LoveHoney Universal Strap-on Harness comes with 3 O-rings, making it compatible with nearly all dildos. It even has a pouch for a bullet vibe if the woman wants to stimulate her clit!

Lovehoney Universal Strap-On Harness

Side note – if a dildo has a flared base, it can be used with a strap-on harness. Many everyday dildos can be turned into strap-ons.

Dildo-wise, we’re getting into long, girthy, penis-like territory now. High-quality dildos that would be great include the Tantus Charmer 6-inch P-Spot Dildo, which has a bumpy shaft for added sensation, and the Blush Au Naturel 8-inch Dildo for guys who really want to experience a feeling of fullness in their bum.

Tantus Charmer Silicone G-Spot and P-Spot Dildo 6 Inch

For Female Stimulation Too

Girls fucking guys is great and all, but they’re not getting much physical sexual pleasure out of it. However, some pegging toys are designed to give the female pleasure too. For example, the Lifelike Lover Strap-On Dildo Kit features 3 different dildos and a vibrating bullet to make them vibrate, giving pleasure to both partners.

Lifelike Lover Realistic Pleasures Strap-On Dildo Kit (8 Piece)

The Tracey Cox Pegging Kit (4.5-6 inches) features 2 dildos and has a 7-speed vibrating bullet included, as well as a dedicated pouch so that the vibrations are stronger for the woman. The Tantus "Bend Over" Kit features a 5.5-inch dildo and a 7-inch dildo for more experienced peggers, as well as a mini-vibe housed in its own little pouch.

BEND OVER INTERMEDIATE HARNESS KIT BY TANTUS - PURPLE

Have you ever heard of a strapless dildo? These dildos are held in place by your pelvic floor muscles, a bit like holding in a tampon. The Tantus Strapless Dildo (formerly called the Tantus Feeldoe or Realdoe) is held in place by a vaginal bulb and comes with a waterproof bullet vibe included for your pleasure.

Strapless strap-ons are primarily designed for vaginal penetration between lesbian couples, so bear in mind that using them for anal sex may be difficult or slightly uncomfortable.

How to get my wife to peg me – bringing up the idea of pegging

How to get my wife to peg me – bringing up the idea of pegging

If you’re a straight man reading this and you want to get fucked by your partner but you’re scared of bringing it up, I feel for you. Not to go into a sociology lecture, but men in the Western World have been conditioned to feel shame when taking a more “feminine” role in the bedroom. This could be due to religion, peer pressure, social norms, or toxic masculinity.

There are multiple ways to broach this subject with your partner. Dr. Doc on the Sexplanations YouTube channel has a great introduction to pegging video if you want to send it to your open-minded partner, but some guys may need to get their female partner into the idea of pegging more gradually.

For example, try asking to be anally fingered or rimmed during regular sex, and then think about progressing the sexual experimentation over time. If you’re scared about your wife/girlfriend perceiving you as “weak” or “feminine”, remind her that the prostate (male G spot) is located in the anus and prostate orgasms feel much better than regular orgasms.

Similarly, if you’re a woman who wants to anally fuck her man, try to explain that pegging orgasms can be significantly stronger than regular penile orgasms. If there’s one thing guys like, it’s stronger orgasms. If your partner is concerned about feeling “un-manly”, explain that there’s nothing to be ashamed of in your eyes.

Though there is a culture of pegging memes mocking heterosexual men’s fear of anal sex, there are tonnes of straight guys who love getting penetrated.

Perhaps you could also try watching pegging porn together. This could help to introduce and normalize the idea of this activity in your bedroom. Pornhub has tonnes of pegging porn videos featuring couples of all shapes and sizes.

Futanari Pegging is a popular form of sexual Japanese Hentai depicting hermaphrodite characters with feminine bodies fucking submissive masculine characters. The r/FutanariPegging subreddit has tonnes of this unique porn.

Obviously, everyone is different and we all have our own baggage and hang-ups regarding unusual sexual behavior. Ultimately, you know the best way to broach this subject with your partner, but I hope this helps.

Cum-clusion

I hope you enjoyed our guide to pegging for straight couples! Human sexuality is so much more diverse than “penis goes in vagina” sex – I hope this guide gives you the knowledge and confidence you need to try new things and introduce strap-ons into your heterosexual relationship.  

Ultimate Guide to pedding - Cum-clusion

Have fun, stay safe, and keep an open mind!

About The Author ~ J.C. Way


I’ve never been afraid to stick things up my butt or pop my cock into something – why wouldn’t you want to make your sex life better? I aim to smash down stigmas and introduce men and women to sex toys that change their lives.

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