Accidental Anal Devirginization

6,625,498 views

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.

Uploaded 03/26/13 Wrong Hole

accident, fail, funny, painal

Related Videos

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.

4,086,737 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.

1,736,085 views 10/24/22 Wrong Holes

CAUGHT CHEATING AGAIN

21,689 views 04/28/24

Hollywood's Backup Program

Hey, no one said you had to like it Natalie Portman. Just lean forward, keep a tight grip on those communal wieners and think about all the Baconators you'll be able to purchase at the end of the week. That's what keeps me going. Her first appearance HERE.

2,124,261 views 03/21/19 Porta Gloryhole LULZ

The Milf From Mars

Bittersweet painal, obscenity-filled ogasms, and a boob job pre-dating the birth of jesus. This ones got it all, and Ms. Big Ole Leathery Funbags earns some serious bonus points at the 2:35 mark.. Not even a fuckin rectal injury can dull her desire for ATM.

5,060,308 views 06/25/12 MomPOV Mildly Retarded

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.

5,241,071 views 06/26/13 Wrong Hole

The Show Must Go On

Playstation One-levels of animation and someones first experience with Windows Movie Maker goes horribly... right? In other words, I only ejaculated twice. And that's coming from a man whos seen Sarah Silverman naked. My voice matters.

2,075,167 views 07/15/19 PKF Studios Documentary

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.

3,668,216 views 01/24/18 HeavyOnHotties 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.

7,195,489 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.

1,455,175 views 11/23/23 Wrong Holes

The Pump Master

Meet Scott Taylor. Today Scott is a well respected porn mogul, but that wasn't always the case. Flashback to the glory years of 1985 and witness the Billy Mays of penis pump salesmen.

1,718,966 views 03/13/18 Mildly Retarded

The Caught Compilation #20

Semi-homeless degenerate gets caught 4 strokes away from superstardom only to be met with the full force of a Starbucks-fueled Karen, ultimately sending his hardon to the boner graveyard. We've all seen it before. BUT, the big game hunter at the 2:15 mark? That predator deserves it's own week on The Discovery Channel.

1,314,079 views 11/02/23 Caught Compilations
Type ? for random video