9 Anal Penetration Positions: From Beginner-Friendly To Bold
on 6 Jan 2025
Benny had been a bottom for years before he really had that ‘wow’ moment with anal sex.* “I came out at 19 and started sleeping with guys around then,” he explains. “I did some self-experimentation and anal was always just… nice enough. Not amazing but not awful.”
It wasn’t until he took his pleasure into his own hands, exploring his sexuality in a safe environment and taking more control in the bedroom, that he discovered how great anal sex could be. He says, “finally [I had] one of those mind-blowing orgasms, to the point where I thought to myself: Good Lord! I’ve been doing sex wrong!”
No matter what kind of sex you’re having or how seasoned you are, safely exploring new things will keep your sex life fresh and full of pleasure. So, whether you’re looking for inspo to spice up your anal sex life or guidance for your first time, you’ll find tips and techniques right here.
*Benny isn’t his real name but he’s a real person and commenter on the Lovehoney Forum. We thought his username Butts_and_thighs_on_guys might be a bit of a mouthful! Check out his story here (it’s a great read).
Best anal sex positions for beginners
Before you go to butt sex-town, it’s important for the bottom (aka receiver) to feel relaxed and super turned on. It’s a good idea to start with anal masturbation before penetrating with a penis or dildo, as this’ll get the butt good and ready.
If you’re top (aka the giver), try fingering, rimming, or using a small beginner-friendly butt plug with your lover. Just don’t forget to use copious amounts of lube since the butt isn’t self-lubricating!
Once you’re prepped and ready, read up on how to have anal sex, and ease yourself into opening your backdoor with these anal penetration positions.
For your anal sex starter kit
Missionary
Ah, the good ole’ Missionary position. Intimate and loving with lots of face-to-face contact (and kisses), you can’t go wrong with this position as an anal newbie.
You’ll– quite literally – be enveloped in your partner’s arms, making you feel safe and secure. Since you’re face to face, this position also allows for lots of communication, so the top will know if the bottom feels any discomfort.
How to do it: The receiving partner lies down on their back, with their legs spread apart (or their knees tucked towards their chest for an added twist). The bottom can also try placing their feet on their partner’s shoulders. The giving partner lies in between the receiver’s legs, torsos touching, and enters them from this position.
Tips to make it better: Indulge in some dirty talk to turn the steaminess up a notch, or introduce some sex toys into the mix. If the receiving partner has a vagina, try simultaneously stimulating their G-spot with a love egg vibrator for some intense Os. The giving partner can combine it with a nice little vibrating butt plug for their own ass!
Reverse Cowgirl (or Boy)
If you’re a receiving partner who wants to bliss out on having your butt filled up while you control the show, the Reverse Cowgirl position might be perfect for you!
With the receiver on top, they get to dominate even while they’re bottoming, controlling the depth and pace of penetration. There’s also a chance of G-spot stimulation for vagina-havers, since the tissue between your rectum and your vagina is quite thin.
This means the sensations can pass through. And, hey, your partner gets to enjoy a nice eyeful of your ass, too.
How to do it: The penetrating partner sits (or lies) down in a slightly reclined position, offering their lap up as a seat. The receiving partner sits on top of the giver by straddling them while facing away from them. Think of it as giving your partner a very sexy lap dance… with some added benefits.
Tips to make it better: Introduce some edge-play and take control of the giving partner's orgasms by turning your bounces into slow grinds as you feel them get closer to the edge. Caress your own penis or masturbate your clit with a bullet vibrator while your partner stimulates your other erogenous zones, such as nipples.
The best anal penetration positions to try tonight
While the above two positions were specifically for newbies, the following can be enjoyed by people of all experience levels, so add them to your repertoire. Fair warning though: slippery orgasms ahead!
Love Tug
The Love Tug is a variation of the classic doggy style position with its deep angles, combined with the added intimacy and sensuality that comes with the spooning position. Perfect for those days when you just want to feel extra close to your partner.
How to do it: The receiving partner gets on all fours with their knees spread apart. The giving partner kneels behind them and tugs the bottom partner towards them.
They will hug their waist in such a way that their bodies are pressed together. It’s a little like Doggy, except the top is holding the bottom close enough to caress their body, fondle the penis and balls, or rub the clit.
Alternative: If you’re looking for shallow penetration instead of deep thrusts, you can use a variation of the Love Tug (known as The Clapper because of the clapping sound it makes as the butt cheeks bounce on skin). Here, the top partner leans back on their hands with their knees spread wide and penetrates the receiving partner from this position, letting the latter control the pace.
Tips to make it better: Switch up the power dynamic by having the top partner wear a remote-controlled prostate massager (or vibrating anal beads, if they have a vulva or are pegging). While they thrust away, the bottom partner gets to deliver intense sensations to their lover’s anus.
If you’re a beginner to anal sex toys, check out our guides on how to use anal beads and prostate massagers.
Hard Press
If you’re a pillow princess who loves for the giving partner to be in control, this anal sex position where you “lie down and take it” might really appeal to you! The Hard Press is also great for taking things slow and for when you’re feeling like a shallow penetration kind of day.
How to do it: The bottom partner lies down on their tummy with their weight supported by their elbows and legs pressed together.
The top partner kneels either side of their lover’s legs, assuming a push-up like position, and slides their penis or strap-on into their lover’s butt.
To deepen the angle, the giving partner can place one of their feet flat on the bed against the bottom partner’s head, or the receiving partner can push their ass up by placing a sex position wedge under their hips.
Tips to make it better: While the bottom partner enjoys getting their A-spot or P-spot stimulated, the top can join in on the fun with a nipple pump (and a cock ring if they have a penis) of their own. The receiving partner can also add some naughtiness to the mix by wearing an open-crotch thong for some easy access.
Strap-ons for every power dynamic
Love Train
Why should one person have all the fun of feeling full? The Love Train is for those times when the both of you want to experience anal penetration and feel oh-so-good. It’s also ideal for anal play between throuples or during orgies.
How to do it: Take your suction cup dildo and attach it to a wall or any other flat surface. Slather it with lube, then kneel and reverse your ass towards the dildo till it enters you.
Have your partner assume the same position with both of you facing forward. Tug them against you ‘til you penetrate them with your penis or strap-on (which should also be slathered with lube!).
Tips to make it better: Let your free hands roam all over your partner’s body while you suck on their neck or earlobes, whispering filthy things to turn them on even more. If your partner has a vulva, you can up the ante by using a pussy pump on them. It’ll heighten all their sensations for extra pleasure.
Airplane
The Airplane lets the receiving partner control the show, making it a great position for first-timers and pros alike. Plus, it keeps both partners’ hands (mostly) unoccupied, giving you free reign to tease your partner till they’re begging for more!
How to do it: The giving partner sits down (on a bed, couch, floor) with their legs spread apart. The receiving partner sits on top of them with their knees bent.
They have their legs open, and their back touching their lover’s chest. Both partners face the same way.
To make it easier, you and your partner can kneel in upright positions, or just start with Doggy style, and lean back into the Airplane. The giving partner can lean back against one hand – or do this one on the couch for extra support. Since the bottom is riding the top here, the giving partner can easily reach around and tease their lover’s clit, penis, or balls.
Tips to make it better: If you’re the penetrating partner, don’t let all that access to your lover’s body go to waste. Enhance their sensations with some nipple suckers or tease their erogenous zones with a wand massager while keeping them blindfolded. (Don’t forget to have a conversation about limits and agree on a safe word beforehand!)
The Side Hustler
Don’t let the visual fool you. The Side Hustler is actually comfortable enough for you to go at it for a while. It comes with some tight penetration and intimate eye contact, too. Ideal for both slow and deep thrusts or hard and fast ones.
How to do it: The receiving partner gets up on a piece of furniture (such as the edge of the bed or a table) with their legs pressed together and their bum at the edge.
The top partner stands (or kneels) behind them and enters their ass from a side angle. If you’re using a hard surface, place a pillow or sex position wedge under the bottom partner to keep things soft and comfortable for them.
Tips to make it better: This position is perfect for experimenting with a little bondage. The top can add in a pinch of excitement by restricting the bottom partner’s movements with leg restraints and have them wear a ball gag or a blindfold to increase their feeling of submission. In case you do use a ball gag, make sure to have a non-verbal safe word in place!
Deep P Diving
Like to show off how flexible you can be in bed? This anal penetration position is a must-try if you have an athletic side.
The Deep P Diving position opens your hole up (both literally and figuratively) to your partner’s deep thrusts and is great for bottom partners who get a zing of thrill up their spine at the thought of being completely at their partner’s mercy.
If you’ve never had an anal orgasm before, this just might do the trick!
How to do it: The bottom partner gets on all fours, while the top partner kneels behind them with one foot placed firmly on the surface (or the floor, depending on your location of choice). The top partner then picks up one of their lover’s legs and places it on their raised knee, tilting their hips into a right angle in the process. Then, the top can drive slowly into their lover, maintaining full control.
Tips to make it better: Make this position even more powerful by having the giving partner wear a vibrating cock ring. Throw some edging into the mix, and you’ll both soon be on a fast-track to having some of the best orgasms ever!
If you’re new to edging, it’s an orgasm-delaying technique where you stop all stimulation when you get close to that O, cool down for a bit, and start up again. It builds up the anticipation, making your climax that much better when you finally tip over the edge.
The Pretzel
The Pretzel offers a similar tight and deep angle as the Deep P Diving, just with a lot less athleticism and a lot more intimacy and sensuality.
It’s a great position for when you want to maintain some loving eye contact with your partner and exchange kisses and caresses in between.
How to do it: The receiving partner lies on their side with their knees bent and legs open.
Both of them are at almost right angles to each other, as the giving partner enters from behind while kneeling and straddling their partner’s bottom leg. Meanwhile, the receiver’s top leg wraps above the giver’s hip. Essentially, this position tangles the both of you together in the form of a pretzel.
Tips to make it better: Since the receiving partner has their arms free, this is a great chance for them to caress their lover’s nipples with a bullet vibrator. The receiving partner can also finger or stroke themselves for heightened pleasure.
How to have safe, sensual, and satisfying anal sex
Unlike vaginal sex, anal play of any kind needs more prep – both mental and physical. That’s because our butts don’t get wet on their own. Plus, they’re pretty delicate and need gentle stretching before they can fit a penis up there. So, prep.
- Clean yourself up by taking a bowel movement at least an hour before your play time and thoroughly washing your butt with warm water. While washing is a must, douching is completely up to you. If you find that your anal sex toys are often “dirty” after you’re done using them, anal douching might solve this problem by cleaning out the walls of your rectum. Just avoid doing it too often, as this can damage your intestinal wall.
- Drizzle on some anal lube, both on (and in) your hole and your toys, to make the slide easier and prevent any pain or tearing. You probably need more lube than you think.
- Get really turned on with foreplay. Then, either with an anal toy or your fingers, gently stimulate your anus until you feel stretched enough for penetration. Remember to go slow and take your time!
- Communicate with your partner about boundaries, limits, and safe words – especially if you’re planning to add some kink to your session.
- Use a condom to keep yourself safe from STIs. Remember to wash the penis or toy and switch condoms if you transition from anal sex to vaginal, as this can help protect you from UTIs.
Lovehoney forum user, Knotted_Couple, has the following advice to offer for butt play beginners:
“The essential point is to relax, lots of anal play to get the anal muscles to relax, the use of an anal lube is also essential, combine the use of anal toys before penetration is attempted, if you don't relax your muscles won't let you play.”
A quick word on language
You might notice that we talk a lot about "people with penises" and "people with vulvas". In case that sounds reductive: we understand that you're not totally defined by your genitals. But you deserve to explore and enjoy our toys based on the anatomy they're designed for, rather than feeling confined to specific gender norms.
Not everyone with a penis identifies as a man, and not everyone with a vulva identifies as a woman. Since most sex toys are designed with either penises or vulvas in mind, it's important that our readers know which ones will suit their anatomy (rather than their gender). That's why we talk about penises and vulvas a lot!
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