The Accidental Anal Compilation

6,256,685 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.

3,674,618 views 01/24/18 HeavyOnHotties Wrong Holes

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.

1,745,302 views 10/24/22 Wrong Holes

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.

7,019,346 views 04/09/16 Cuckold

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.

4,329,298 views 05/06/17 Broke Model Painal

Real 18 Year Old Sister's Anal Assault

At first I thought the same as you; What Tim Burton movie did Ice Spice crawl ass backwards out of? Immediately followed by wondering why Sofa "diapers at 23" Weber would subject her own flesh and blood to the [first] dirty donut bulldozing we saw. Evolution is a mystery.

1,532,898 views 02/12/24 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.

4,096,081 views 06/19/20 Wrong Holes

THIS WON'T LAST 24HRS

4,233 views 05/16/24

WRONG HOLEZ: 2023

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

1,469,856 views 11/23/23 Wrong Holes

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.

5,660,494 views 08/28/16 Painal

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.

5,535,615 views 01/23/14 Favorites

Tina's Bad Day

3,128,172 views 10/20/17 Wakeup-N-Fuck Fail

You Want To Quit... FOR REALZ

B-hole brutally wrecked at the hands of some Italians, likely won't be able to walk straight for a week. No, this isn't my review for the new Parmesan Crusted Steak @ Olive Garden. This is the infamous Rocco vs. Roxy Jezel scene, and you should watch the uncut version via the source link.

5,799,292 views 05/07/12 Painal
Type ? for random video