The Accidental Anal Compilation

6,259,132 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.

3,676,374 views 01/24/18 HeavyOnHotties Wrong Holes

Breaking Points

For some of us, it's authoritarian governments. Others, the refusal to make the McRib a permanent menu item. And there's these 5 sacrificial lambs. Who almost made it to the finish line with guys who consider Brazilian jiu-jitsu a sexual fetish.

4,127,583 views 06/11/13 Breakdowns

WRONG HOLEZ: 2023

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

1,473,927 views 11/23/23 Wrong Holes

18 Year Old Anal Virgin Risks It All

Great body. Classic look. Even has the courtesy to scrub daddy her dirty walnut before doing the coney island cha cha. There were definitely a couple moments of genuine concern on her face, but now you know why wedding rings exist. [song]

1,436,320 views 03/11/24 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.

4,098,617 views 06/19/20 Wrong Holes

THAT DIDN'T END WELL

23,152 views 05/16/24

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.

4,331,016 views 05/06/17 Broke Model Painal

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.

1,747,743 views 10/24/22 Wrong Holes

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.

5,536,901 views 01/23/14 Favorites

THE BEST OF UNWANTED FACIALS

101 clips of potential children splashing into the faces of bitches that ain't down with it.

4,356,429 views 09/30/16 LULZ

A Different Kind of Painal

Jackass-inspired stunt involving a weapons-grade slingshot and some cactus goes horribly right when the target, (a gypsy woman's anus), is met with a direct hit. And now I'm met with a direct boner. Circle of life.

5,466,263 views 05/29/13 Favorites

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.

1,746,937 views 07/05/21 Painal
Type ? for random video