There are plenty of good anal sex scenes out there, but why settle for good when you can watch the best? Anal Cavity Search 6 (great name, I know) was the AVN 2010 Anal winner and starred Sasha Grey. If you need your mind jogged, Sasha has a great smirk and always ends up smiling and gasping when she takes it in the ass. The way her asshole dilates at the slightest touch makes it clear why her scene won. Sasha Grey in Anal Cavity Search 6 Anal Cavity Search 6 starts off very slowly with closeups of her spankable ass and then before you know it, she’s taken out of her cage for some rough fucking. I doubt she can cum with any vanilla act and I’d consider her cavity well and truly searched. Her trimmed pussy gets rubbed raw while her whole body is tossed around and Sasha is a household legend for good reason.

Asa Akira Is Insatiable won multiple AVN Awards in 2011 and features her award-winning butthole. She won the Best Anal Sex Scene as well as some threesome, group sex and double penetration awards this year. To sum it up, 2011 was the year Asa showcased how slutty she is when there are big cocks around. This anal porn scene is one of her best performances and she takes on multiple studs as they eat her out. She’s constantly making contact with dick like her life depends on it, and it isn’t long until the whole ground of guys have their way with her, going ass-to-mouth-to-pussy. It’s an HD scene and she’s taking it rough the entire time, only pausing to get passed around and swapped between the guys. Her asshole is left raw and used and her body glistens with fresh cum shots. This is a must-see anal porn scene. 

You know they’re a special type of pornstar when they win the Best Anal Sex Scene two consecutive years. That’s exactly what Asa Akira achieved at the AVN 2012 Awards in Asa Akira Is Insatiable 2. You’d think she used the success of her previous scene to line up the biggest dick she could get. Her Asian body is at its peak here and she’s dressed like the dirty girl she is, complete with leather straps and a matching collar and gag. You might think you’ve seen good anal sex before, but Asa Akira Is Insatiable 2 takes it to new heights from the moment she eats the ass of her co-star. It’s like she’s starving for ass before she gets pulled around the room and positioned for her own ass to be dominated. When her gag is removed, she moans in pleasure and earns her spot as an anal great.

Brooklyn Lee won the AVN 2013 Best Anal Sex Scene for her work with Oil Overload 7. It’s a prime example of why this type of sex deserves its own category. She was young at the time and she’s got a toned ass which takes a pounding. Brooklyn wears nothing but some thigh-high pantyhose and it’s hard to get that sexy image out of your mind. Oil Overload 7 deserves the win for this year – seeing Brooklyn with so much oil poured over her body makes her tits and ass shine, as if you needed another reason to admire her. She’s pre-lubed for rough anal sex and there are a few moments you see her rubbing her pussy and pouring even more oil while her butt is stretched out. They go through a lot of oil here and the scene culminates with her taking a fat cumshot over her already-wet sexy body.

Anikka Albrite is known as an anal queen and I’m sure went a long way to securing that reputation for her. It’s the winner of the Best Anal Sex Scene at the AVN Awards in 2014. There are thousands upon thousands of videos released every year involving ass sex, so you need to create something truly special to win this prestigious award. Has a classic curvy pornstar body and she’s been in multiple double penetration scenes. This movie proves that this pornstar is something special and this was her first anal scene which goes a long way to show how fantastic her butt is. The video is 40 minutes of pure beauty, with her starting off with a butt plug to get primed and close-ups of her large posterior outside before getting pounded on a black couch inside. She gets on her knees waiting for her facial before the anal resumes.

Internal Damnation 8 is the 2015 AVN Award Winner for Best Anal Sex Scene, won by the ever-beautiful Adriana Chechik. It’s a scene by Jules Jordan Video which is enough to already get you horny thanks to the quality of the production. Adriana Chechik takes it rough from Manuel Ferrara. I used to think having a big ass was all that mattered but Adriana shows you just need a high pain tolerance and a nicely shaped ass. This porn begins with Adriana all strapped up in kinky lingerie and high heels, getting eaten out and her perfect tits squeezed like stress balls. It’s not long before she fingers her own asshole to prep herself for a big cock. Internal Damnation 8 is a fantastic scene and I don’t even remember lube being applied – she can just take it. Her ass is left red and raw with all the spanking and hardcore action.

You can’t talk about porn without mentioning Riley Reid. She won the 2016 AVN Award for Best Anal Sex Scene in the aptly titled Being Riley. It seems that being her involves constantly being available to get fucked hard and have a high pain threshold. This was a four-part series by Tushy and was her first time performing double penetration. That’s enough to perk my interest. There’s a whole overarching plot to Being Riley, but you can still enjoy it for the sex and seeing Riley with her great body as she has a turn with both guys and girls. She becomes a total slut when anal is mentioned and you can tell she’s struggling to handle it so deep but she perseveres and ends up enjoying her tight ass dominated (even with weird dirty talk like saying “Your cock is in my ass”. There’s no doubt this anal sex scene made Riley famous.

Here’s another AVN Best Anal Sex Scene winner, this time from 2017, which features Manuel Ferrara – his cock is almost a guarantee the chick is going to become famous and the scene wins. It’s understandable when you consider Megan Rain has always been filmed having anal sex and loves the feeling of fullness, regardless of whether it’s an anal plug or a large dildo. That’s my type of girl. Megan has been in hundreds of videos, but Anal Models is a standout of her career. Anal Models was also nominated at the XBIZ Awards, probably because the two have great chemistry. Megan is far from innocent and the cinematography only adds to the sexiness. It’s the attention to detail that gets you and the porn involves the young pornstar being seduced, giving a sloppy blowjob before her ass is eaten out and her asshole fingered until it’s ready to be fucked hard.

Jules Jordan Video proves once again why its anal scenes are so good: Anal Savages 3 won the AVN Best Anal Sex Scene in 2018. It’s easy to see why when it involves Lana Rhoades whose tight body is almost synonymous with anal sex. The scene runs for close to three hours with multiple pornstars taking part. Lana begins the scene in the bathtub squirting out fresh cum from her beautiful round ass and drinking it. It’s definitely glamcore and this chick literally craps out rubber ducks – just look at how her asshole stretches as they drop out Makes bathtime seem a lot more enjoyable. The scene continues with her taking copious amounts of jizz as she’s fucked from ass to mouth on the couch and dominated with her legs stretched, choked and pushed into the ground. If rough anal porn is your thing then Anal Savages should be on your bucket list.

Angela White has been winning porn awards for multiple years. She’s still got it as I Am Angela Proves, as it won the 2019 AVN Best Anal Sex Scene. It runs for more than 4 hours across multiple episodes as she talks about her life and of course shows her raw sexuality and love for anal sex. She has massive tits and a great ass, making her an ideal anal queen. When her ass is around, it’s going to be plugged. I Am Angela shows her life and has her posing for the camera. It’s a look into what goes on within the life of a pornstar and the sex shows her fucked by two dildos in a FFM threesome and her juicy fat ass is gaped in one scene, then she takes three dicks in the next. She’s then fucked extremely roughly in multiple locations around the house.

The winner of the AVN Best Anal Sex Scene in 2020, The Anal Awakening, stars Emily Willis at her best. This is a pornstar who is the perfect size to be thrown around and the anal is some of the most extreme you’ll ever see. No wonder she got involved in so much more ass sex in the future after this experience. After The Anal Awakening was released I struggled to see Emily Willis in anything else, it’s just so good. She’s roughly handled in a FFM threesome and her cute little face is slapped and spat on, positioned to be choked and deepthroat dick. The anal sex is the best and she gets fucked in all the positions you’d like, each one offering unparalleled views of her during the ass sex. Emily Willis may be petite, but that makes her ass seem bigger than it is and easy to manhandle.

The Italian stallion Rocco makes Jane Wilde his bitch in the award-winning scene Rocco’s Back to America for More Adventures. It’s a 44-minute video which took out the Best Anal Sex Scene at the AVN Awards in 2021. It’s rough hard porn with some extreme acts like the gaped little asshole of Jane who’s basically left in tears when he’s done with her. Jane manages to do some impressive things with her butt and she’s a tiny girl, perfect to be fucked raw. Rocco’s Back to America for More Adventures.showcases Jane Wilde as she’s used and abused around a house. Her pussy is grabbed, asshole gaped and Rocco’s big dick makes short work of her. To make sure the dick stays wet he shoves it down her throat until she gags and gasps for breath. You’ll love this scene if you’re looking for the best anal sex videos.

The Tushy scenes always do well at the AVN Awards, which explains why Psychosexual Part 2 took out the Best Anal Sex Scene during 2022. It stars Gianna Dior who has a fantastic figure with her Italian ancestry and small but perfectly-shaped tits. They’re left bouncing and jiggling as she rides cock and takes it deep inside her. This scene runs for 52 minutes which still doesn’t do justice to how sexy the anal sex is. Psychosexual Part 2 is very stylized and they do a great job at making it feel like a premium anal porn experience. Her partner (Mick Blue) tries to get her turned on in bed but she rejects the advances until he begins to finger her tight asshole and rub his dick up against her. The rough anal fucking being shortly after and you see her gaped. Gianna takes control from there and rides that cock like a champ.

Angela White and her big white ass won the Best Anal Sex Scene at the AVN Awards once again, this time in 2023. It’s like her ass can do no wrong, which is easy to understand when you see how shapely and perfect it is. She’s a PAWG and she knows it. If It Feels Good 3 won the award and you will love watching Angela in a nurse outfit and ‘checks’ on her patient in the hospital. If It Feels Good 3 features Angela and other pornstars, but we’ll focus on her. She’s a nurse who falls for her lucky victim and you can watch her take it hard in the ass while he gobbles and sucks on her massive saggy tits. He recovers quickly and it isn’t long behind he bends her over on top of the bed and claims her ass during rough sex.

Another Tushy AVN winner for the Best Anal Sex Scene, what a surprise. Influence: Vanna Bardot Part 1 won the award in 2024 and stars Vanna Bardot. If she’s new to you, all you need to know is that her ass doesn't quit, and that she’s a petite girl who packs a wicked trunk. She can get manhandled and passed around or manipulated into positions that other girls can’t be. It’s not the biggest ass you’ve seen, but it gets the job down and looks incredible. Influence: Vanna Bardot - Part 1 is 40 minutes of Vanna and Maximo Garcia getting it on. You can’t take your eyes off this Arab pornstar. After some quick foreplay and a weird intro she sucks that cock and gets pounded, spanked, oiled up and given the best anal sex of her life. Her flexibility and petite size are used to great effect in this ass sex.

Anna Claire Clouds is beginning to revel in the things her fantastic ass can do when it comes to porn. Her work took out the AVN 2025 award for Best Anal Sex Scene with Slutty When Wet. Seeing her with her oil drenched butt is the thing wet dreams are made of. The 30-year-old definitely squats to get such a tight ass and she’s got some great tits to match. Well on her way to becoming an anal-obsessed MILF and she’s already an anal queen. Slutty When Wet begins with Anna rubbing oil over her body, making her curves glisten while more and more oil is added to her body. The erotic dance is quickly replaced by touching and rubbing, turning her from a hot girl into an anal slut. She’s lifted up for sex and sits on that dick before the scene finishes in doggystyle and an ass covered in cum.