FAIL: Teacher Attempts Double Anal

4,743,590 views

Deleted scene from Un-Natural Sex 20 involving an ex-teacher looking to sacrifice the health of her colon in exchange for fame & fortune (aka $728 and maybe, just maybe, a Q&A with Swank magazine). Epic spoiler: things don't go as planned.

Uploaded 08/31/11 Fail

anal, fail, funny, pain, shit talk

Tiffany Six
Related Videos

Oops, Sorry I Impregnated You

Notorious shake shack enthusiast decides to document one of his many attacks on titan. He sabotages his own rubbers, fakes empathy and could give less than a shit about divorce papers. This could only end one way.

1,428,899 views 01/30/23 Busted!

Horrors of Pornography Personified

Today is my old man yells at cloud moment as I inform you that a two foot garden gnome being yoinked out of a woman's lower digestive system makes me feel like the golden age of adult entertainment is long behind us. They truly just don't make them like they used to. It's over.

777,956 views 02/15/24 Fail

Man Tries To Prove GF Isn't Transsexual

Mike Tyson and Beetlejuice's retarded love child attempts to prove to the world via social media that his GF is in fact a girl. I'm not entirely convinced, seeing that her penis is larger than mine.

2,415,000 views 03/16/15 Tranny

The Deal Breaker

Classic case of overconfidence. If only he put as much effort into his hygiene as she did into Walmart bathrooms she choose to get tattooed in, then maybe this permanent mark on his resume could have been avoided. Live, learn and always wipe twice.

1,763,138 views 07/31/20 Fail

Random Guys Try to Fuck a Pornstar

Do their porno dreams come true? Fuck no. Instead, four average-ass mother fuckers attempt to make sex with the prestigious Christy Mack, and each and every one of them brutally embarrasses themselves.

5,374,316 views 03/10/17 Bang Bus Bang Bus Chronicles

The Cam Whore Awards [2018 Edition]

It's that special time where we honor the internet's most stand out virtual hookers. These clips highlight the dangers, struggles and accomplishments of a profession that's sure to be a future premise of a black mirror episode.

1,868,989 views 02/10/18 Camwhores

YOU'RE DOING IT WRONG

Here's some wisdom I picked up while watching an infomercial for Tony Little's Gazelle Sprintmaster - always maintain good form. Sloppy form is how people get Christopher Reeve'ed. Don't think the same is applicable to sucking dick? Neither did she.

3,445,934 views 03/15/12 EvilAngel Fail

The Absolute Worst of Pornhub IV

At this point I'm not even questioning human behavior. The only thing separating all of us from being narrated by David Attenborough, are complicated sneakers and semi-automatic weapons. Turns out the Internet may have been a mistake after all. Parts: [1] [2] [3]

1,985,922 views 03/13/23 The Worst of Pornhub

GIRL HAS DELAYED ORGASM

We're all too familiar with premature ejaculators, but what about latent ejaculation? Watch as Sum Dum Ho starts cumming an entire minute after intercourse is completed without even being touched. WTF?

2,922,145 views 08/12/16 JAVHD Ridiculous Orgasms

Turtling While 69'ing LOLOLOL

Pug-faced Hispanic drinks herself so numb she doesn't even notice when last night's chimichanga is hanging halfway out her asshole. Her laugh is as bad as her hygiene. Sounds like something Steven Urkel would emit while making love to the dude from Wonder Years. Watch this one all the way through.

4,356,358 views 02/02/12 Fail

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.

2,122,382 views 01/12/18 James Deen LULZ

"TAKE IT OUT NOW!"

4,087 views 05/16/24
Type ? for random video