The Accidental Anal Compilation

6,483,388 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

Mom's Secret Recipe

The Rectum: Some men never experience contact with it. Others, speed-run it like a 3:00AM trip through the Burger King drive-thru. But judging by this specimen's cornhole pastaroni, I think it's a safe bet she follows Gordon Ramsay on TikTok. Happy Fuckin Holiday(s).

1,555,717 views 12/15/20 Anal Acrobats Anal

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.

2,004,970 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.

1,891,406 views 07/05/21 Painal

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.

4,503,402 views 05/06/17 Broke Model Painal

The Absolute Worst of Pornhub V

A rousing assembly of women that don't believe teh night is over until their clout levels have reached unmeasurable proportions. Reminiscent of a reoccurring dream I keep having involving Brock Lesnar and Long John Silver’s Cocktail Sauce.

1,658,365 views 06/15/23 The Worst of Pornhub

18 Year Old Suffers O-Ring Blowout

Don't worry, in a few days she'll be sitting and shitting normally. Just gotta put some icy-hot on her hurt butt and eat a lot of fiber. No worries.

5,814,753 views 08/28/16 Painal

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.

4,364,089 views 06/19/20 Wrong Holes

Anally Destroyed French Milf

Another edition of "anal goes wrong", featuring the perforation of a fuckable milf's blown out colon. The city of love probably hasn't seen this much blood since someone made some cartoons last year.

3,122,807 views 11/13/16 Painal

GOOD LUCK

23,023 views 03/05/25

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.

3,849,206 views 01/24/18 HeavyOnHotties Wrong Holes

WRONG HOLEZ: 2023

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

1,947,394 views 11/23/23 Wrong Holes

The Caught Compilation 18

I'll go ahead and pass on the van life vibes half of these participants are exhibiting, but it's still better than what passes for the norm today: Cosplaying as a gAmEr guRL that rations bathwater for tier-3 subscribtions and "whoopsies" her way through milk toast sexual acts. Pay close attention to that last clip my ever growing OF creators: This is the content we want.

1,935,476 views 03/20/23 Caught Compilations
Type ? for random video