Hipster Slut Gets Unexpected Anal

Hilarious Oral Sex Fail

College level alcoholism and risk seeking behavior has led them to a ratchet motel, wasted off vodka red bulls and making a quick $100 each. Shouldn't be any surprise that these girls never did porn again.

i aM vErY iNteLLiGeNt

Tori Spelling's Guatemalan tit job, the hole in a Walmart bathroom stall and discounted Hamburger Helper on Craigslist: Three things I'd touch before signing up for story time from Rebel "my brain is bigger than my butthole" Lynn ever fucking again.

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.

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.

WRONG HOLEZ: 2023

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

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.

THAT DIDN'T END WELL

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.

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.

How Legends are Made

The one and only JSC aka The O.G. Wzard of the Teflon Rectum. Her anal acrobatics set such a standard in the renaissance days of underground porn, you'd almost forget she used her vag recreationally. But in 1998... something magical happened...

Awful Moments in Internet Pornography

A public service announcement on the cons and cons of searching for costars in Craigslist's general section. If their intimate relationship with $5 scratch off tickets doesn't erect your cock, the aroma of Newport Menthols probably will.

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.