Wrong Hole - OOPS!

3,383,515 views

Pee Wee needs to bring a flashlight next time so that he can better navigate the path to her vagina.

Uploaded 01/31/08 Wrong Hole

anal, fail, funny, homemade, pain

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.

3,874,346 views 01/24/18 HeavyOnHotties Wrong Holes

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.

5,371,311 views 06/26/13 Wrong Hole

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.

4,386,659 views 06/19/20 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.

2,027,951 views 10/24/22 Wrong Holes

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.

6,836,265 views 03/26/13 Cumlouder Wrong Holes

CELEBRITIES REACT: CORONA VIRUS

Today's spread: a.) Famous fucktwats trying to cope with lack of attention b.) Historical tone deaf unawareness c.) Whatever final form Madonna has decided to mutate into. In other words - Three things to make your quarantine just a little bit worse.

1,721,691 views 03/24/20 Famous

18 Year Old Learns The Hard Way

An emphasis on cardiovascular workouts and having better grip than David Tyree in the 2008 Superbowl simply wasn't enough to beat the power of experience. Pornographic material that incentivizes you to get educated really is an untapped market. Someone look into that.

286,434 views 04/14/25 Backroom Casting Couch Anal

SHE'S FUCKIN PERFECT

10,205 views 04/14/25

The Bukkake Horror Show

It's hard being a 425 pound Mexican pornstar with a cock comparable to that of a newborn Chinchilla. Everyday you risk a potential heart attack, difficulty wiping your ass after dropping a deuce and.. oh yeah, completely fucking missing during a facial scene despite being quite literally 3 centimeters away. Ay, Carumba!

3,502,213 views 07/23/13 Putalocura LULZ

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.

7,395,062 views 01/22/12 Wrong Holes

Flipper Boy

He may be mentally challenged and physically deformed to the point of handicap, but he's had a threesome and I haven't. A true inspiration to all and possibly the anti-hero our generation needs.

4,198,820 views 10/15/15 Mildly Retarded

WRONG HOLEZ: 2023

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

1,975,983 views 11/23/23 Wrong Holes
Type ? for random video