Wrong Hole, Charlie Brown!

5,325,139 views

Persian girl gets an accidental, no-lube blow to the rectum... most likely due to her male counterpart having the gut of a pregnant woman and not being able to see what the fuck he's aiming at. Or in other words... he tried to no-scope it and failed wonderfully.

Uploaded 04/26/11 Wrong Hole

anal, fail, funny, pain, painal

Related Videos

Accidental Anal Devirginization

Unlucky Spanish chick gets bashed in the butthole - full force, no lube! Prepare yourself. The level of agony herein is second only to Adele handcuffed to a stair-master.

6,785,073 views 03/26/13 Cumlouder Wrong Holes

11 of the Craziest Orgasms Ever

I think we all know what really happened to that Malaysian airplane, as we've all seen Donnie Darko and know about the government cover up. But hey, all I'm really trying to say is that at least the G-spot is easier to find than Flight 370.

5,848,644 views 03/20/14 Ridiculous Orgasms

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.

7,390,620 views 04/09/16 Cuckold

OOPS! I Stabbed Your Cervix!

Some "feels" I am glad I will never experience in life. Child birth, menstrual cramps, bamboo fingernail torture, or when a unlubed and unwelcome penis randomly kicks open the door to the house of pain.

5,341,110 views 06/26/13 Wrong Hole

ABSOLUTELY VIOLATED

2,582 views 01/20/25

Horse Fucker

These porn producers, always so preoccupied with if they could, but never stopping to wonder if they should. I can't even imagine how awkward this scene must of been to film for everyone involved.

5,695,623 views 09/10/15 Bizarre

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.

4,327,069 views 06/19/20 Wrong Holes

OOPS! I Accidentally Sodomized You!

If there's one thing that never fails to get a fuckload of clicks - it's videos of unexpected butt love. So here's 8 of em. That's right, EIGHT, as in the number of times I defecated after eating crab wontons at P.F. Changs. Enjoy.

7,350,275 views 01/22/12 Wrong Holes

WRONG HOLEZ: 2023

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

1,895,792 views 11/23/23 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.

1,958,714 views 10/24/22 Wrong Holes

The Emotional Limits of Pornstars

If you look closely you can see the very moment they realize that getting slapped around, tortured, humiliated and/or face fucked just isn't as much fun as it sounded when they signed up.

2,941,160 views 10/18/14 LULZ

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.

3,821,925 views 01/24/18 HeavyOnHotties Wrong Holes
Type ? for random video