BOOM! Your Ass Is Busted!

What happens when you put a huge cock and a tiny asshole together and shake it up a whole bunch? Prolapsicus maximus, that's what. I never finished med school but it's my professional suggestion that she pick up a pack of band-aids on the way home.

Uploaded 12/12/08 Fail
Related Videos

Uncomfortable Moments in Porn II

Somewhere in the next 4 minutes you may ask yourself: What the fuck led to the creation of this? Amphetamines? Mental illness? An unhealthy addiction to masturbating with a Vitamix Explorian [2:20 mark] I don't know but... another sequel is most definitely in the works. [-PART 1-]

08/31/23 Fail

The Most Embarrassing Public Ejaculation Ever

A run of the mill twerking competition is won in an epic land slide when little miss hair extensions makes the guy jizz himself. For her legendary feat Shaquanda is awarded the illustrious title and like fitty bucks.

04/22/14 Premature

WTF Moments In Pornography 2

Five of the most WTF porn moments we could find. A nut covered woman beating up a midget, the first female cumshot caught on film, Tory Lane's broken brain and an innocent question with a very questionable answer.

03/20/18 WTF

Safe Sex FAIL

Gloryhole rookie "Emma" unequivocally accepts defeat after Stewart's Magnum XL ventures into deeper waters. In other words: The flex went wrong HAHA

The Girlfriend Experience

And by experience, I mean one man blowing up his beer money on the kind of sexual endeavor that would shell shock a Vietnam war veteran. Speaking of blowing up: The only thing missing from that slaughter house between her legs is someone in the background screaming wUrLstAr and Floyd Mayweather coming out of retirement to fight it.

11/18/20 Horror Porn Loose

Real Men Of Genius

Getting your meat bag blown out within shouting distance of a stranger's apartment is a bold move. One of superiority tbh. Nancy and her 19 cats will think twice about filing a noise complaint when this lands in her inbox.

04/20/26 Crazy

HAPPY BIRTHDAY?

06/10/26

Porn Newbz Anal Fail

The legend with gigantic, fake wonky tits does her first porn shoot ever and she's about to learn pornography isn't all smiles and blowjobs. Nope. Sometimes it's about butt-plugs and pain.

Dismantling an 80lb Pornstar

This girl might as well be the Napoleon Dynamite of fetish videos. (read: perfection). Doesn't even need to be penetrated. Just watching life flash before her eyes in between each fault line cracking was enough to keep my Fruit of the Looms soggy.

09/13/21 LULZ

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.

09/10/15 Bizarre

The Single Greatest Blowjob of ALL Time

We had to go back, way back and deep into the pornography archives of the 1970's. All those hours of sifting through pale, over exposed bodies and bush was worth it to uncover this beautiful forgotten gem.

09/23/16 Vintage

The Most Gentle Breakdown Ever

This girl has 1 of the nicest racks I've ever seen. But bundle that with an extremely frigid personality & you then have the biggest disappointment since Macaulay Culkin's The Pagemaster. Seriously, this chick's so uptight she wont even do a facial. It's tragic.

02/06/12 Rocco Siffredi Fail
Type ? for random video