Search results for anal sex fail

Reset Search Page

The Ratchet Compilation [2]

Another edition featuring triflin' ass hoes, hood rats of all kinds and a singing crack head with erectile problems. They call him Uncle Jim and he can do any unskilled miscellaneous task for the low-low.

07/20/14 LULZ

When Fapping Goes Wrong

Although this scene of Gianna Micheals finger banging herself had to be cut short after only 4 mins, Gianna proves once again how badass she is and just finishes the scene best she can.

07/01/14 LULZ

Daughter of the Year

There was a Russian potter, that had a Russian daughter, that one day fucked a man and told him about her father. The Russian man, who was a Fan, was never more proud of his daughter.

06/24/14 LULZ

INCREDIBLE: 3 Orgasms in 90 Seconds

A truly beautiful ballad about a girl that makes pterodactyl sex noises and a man that pulls off one of the most amazing sexual achievements ever filmed. I think we all wish we had a little Jimmy in us.

Deaf Azn Girl

Meet Kim, the bombshell Azn who can't hear shit. Our genius porn hero guy figures to write down "me want fukky fukky" on paper and away we go. She only makes little soft vowel noises, it's pretty adorable.

Pornstars Sexually Destroy Newbz

Watch these little engines that just fucking couldn't get a new hold on reality as S-tier pornstars turn their sexual fantasies into humiliating nightmares.

Mindfucking the Delivery Man

The story of a hungry naked girl, an awkward handshake and a condom full of money. More of the blonde getting railed in the source link.

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

Porn Scenes Worthy of an Oscar 3

The amazing thing? Multiple people thought these were good ideas and put a whole lot of effort into them. I.E. the guy who had to cut a dick hole in a giant Wheaties box or the man controlling the giant octopus dildo tentacles.

I Haz a Breakdown

Scene's over and it's time to go home... but first this starlet has a complete mental unraveling. Her tears and plight do little more than generate awkward lulz and kill the mood for the next girl.

04/11/14 LULZ

Anal Ring Toss

04/06/14

BUT DADDY IT HURTS!

Backpage's finest goes by "daddy's baby anal queen" and she aspires for greatness via her butthole. The only problem is she hates anal and her possibly worm-infested colon is so tight, it's like trying to fit an elephant in a Safeway bag.

03/26/14 Broke Model LULZ

WTF Of The Year

Shy Hungarian 18 year old with a love for sadistic anal meets up with Rocco. Everything goes pretty fucking good until she pulls off a Hadouken in over-sharing.

02/22/14 LULZ

"The Biggest Whore In History"

For a hooker/pornstar, she honestly seems like one of the nicest people ever. Even if her butthole looks like the queen alien from "Starship Troopers" and possibly carries multiple strains of the same venereal diseases.

02/16/14 Ava Devine Hookers

OOPZ, LOST TEH DILDO

Losing an 8 inch dildo in in a girls ass can have some consequences beyond fecal flavoring. If you can't get it out, the shoot is over and it's an awkward trip to the hospital with an unhappy porn star.

02/04/14 21Sextury Fail

The Anal Full Nelson

When an Azn is reluctant to finish getting ass fucked, it's this guy's cue to utilize a pro-wrestling style submission maneuver and ride it home. Featuring acting so good Kirk Cameron would shed a single tear.

01/23/14 Favorites

Awkward Moments In Porn 1

Like when you can't think of a description, cuz you realize everything you post is awkward... fuck.

The Man With Two Dicks

Being born with a deformity is horrible, until you consider the possibility of having two big fully functioning cocks. In that case, it's winning the genetic lottery and gaining super human sexual abilities. Finally a hero the internet deserves. Read more here.

01/02/14 Gallery

U GOT WHAT IN YOUR EYE

She just turned 18 and got into porn. She never thought this would happen but luckily her co-star has some comforting words for her.

12/16/13 Bangbros Fail
Type ? for random video