The Accidental Anal Compilation

6,241,101 views

Not much is worse (or funnier) than an unexpected penis bashing some hoer O-ring with little forewarning or lube. Ideally, zero forewarning and zero lubes.

Uploaded 04/09/17 Painal

anal, fail, funny, pain

Kapri Styles
Sources: 1, 2, 3, 4, 5, 7, 8, 9
Related Videos

Wrong Hole... LIKE A BOSS

Lulu Love gets an unexpected, unwanted invite to a Turkish bike ride. Likely due to this rectal romeo giving more fucks about where his third supper is coming from than what he's aiming at. In other words: he tried to find da wey and it failed beautifully.

3,663,716 views 01/24/18 HeavyOnHotties Wrong Holes

Bad Boyfriends 1

The upside to being treated like the exhaust pipe of a Chevrolet El Dorado? Literally nothing. All you have to do is breath and the alpha male fantasy fan fiction will magnetize to you like a herpes outbreak at a Playboi Carti concert.

2,740,416 views 03/21/22 Bad Boyfriends

THEY JUST WATCHED?

49,786 views 04/15/24

The Anal Full Nelson

When an Azn teenager is reluctant to finish getting ass fucked, it's this guy's cue to utilize a pro-wrestling style submission maneuver and ride it home. Featuring acting so good Kirk Cameron would shed a single tear.

5,527,356 views 01/23/14 Favorites

How to Ruin Your Vagina

Yeah sure, looks neat now... but wait for the follow up video in a year when the labia is hanging like two flappy pancakes with weird scar-holes looking like some shit outta Hellraiser.

3,130,640 views 04/03/14 Modifications

WRONG HOLEZ: 2022

So you think Dr. Phil has covered all the bases of marital disasters? Well it's time to reevaluate bitch. These pioneers of female empowerment do it all. And by all I mean everything except give us the long awaited sequel to Karen's Krapper: Volume 27. Alexa, play Big Bottom by Spinal Tap.

1,729,885 views 10/24/22 Wrong Holes

Lana Rhoade's Biggest Regret

Contrary to appearance, leading role in the 2017 cornhole apocalypse was not her specialty. Now that she's retired, you could say her talents were more wasted than season 5 of The Walking Dead. Regrets are temporary. Mike Tyson uppercutting your sphincter in the 3rd round is forever.

1,735,603 views 07/05/21 Painal

20-year-old "Sex Pro" Can't Anal

Not old enough to leave Food Lion with a 6-pack of Bud Light, but she's already carrying a body count that would make a frat house blush? You'd think by the semi-centennial cock that went 1v1 with DM-TrainTrackFace she would've learned to fertilize the backyard. But... nope.

1,671,745 views 04/14/22 Backroom Casting Couch Anal

WRONG HOLEZ: 2020

It took years, but we finally have another worthy entry for the museum of unintentional rectal breaching. I'm talkin 3.5 nonstop minutes of backdoor bruising that white people should only experience inside the CHAZ zone. Only difference is the people in this video actually put meat inside their bodies lol.

4,080,977 views 06/19/20 Wrong Holes

First Time Anal Ends In Tears

AKA "How to fuck teenagers for 60% off." So a little burnout QT3.14 thought she could get some extra weed money for some anal. Only problem is she's never done anal and has no idea the hurtin' she's in for.

4,318,381 views 05/06/17 Broke Model Painal

Cuck Has Second Thoughts

He finally decided it was time to let his wife try fucking a black dude... just once. He even films it so they can look back on this special moment. Good call because half way through he starts getting wet feet about the whole 'stranger fucking my wife' thing.

6,998,966 views 04/09/16 Cuckold

WRONG HOLEZ: 2023

The only appropriate video to post on a day where the family gathers to stuff orifices.

1,444,979 views 11/23/23 Wrong Holes
Type ? for random video