FAIL: Teacher Attempts Double Anal

4,743,704 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

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.

6,742,418 views 02/06/12 Rocco Siffredi Breakdowns

THAT DIDN'T END WELL

6,848 views 05/16/24

Cum Hater vs. Gangbang

Much like Tyler Perry going 30 seconds without filming a Medea movie, you can literally see the rage in this chick's eyes. Emphasis on the 0:34 mark with the realization that the $17.50 she just made will barely cover the Clearasil bill.

1,919,631 views 12/29/20 Cum Haters

Porn Scenes Worthy of an Oscar 2

Someone somewhere thought it would be really great to make a 70 minute porn film set in the Victorian era about a guy with a dick for a nose. Today we honor men like that and the amazing master-pieces of shit they produce.

2,545,344 views 09/20/13 Porn Scenes Worthy of an Oscar

He Only Has One Rule

Dude looks like he walked into a tattoo parlor and said "yes". Luckily he's hung like a brontosaurus to round out these constructive life decisions. Not sure I was expecting that twist at the end though. Kinda reinforcing the whole don't judge a book by it's cover thing, aren't we?

1,532,880 views 10/06/22 LULZ

Maximum Overcuck

What happens when you let your BBC-obsessed husband talk you into the kind of Smackdown WWE would be jealous of? Here's a hint: You end up booking a legendary Iron Man match, but there's no winner.

2,531,719 views 03/28/22 Cuckold

8 Uncomfortable Moments

Consider this an open letter to the content creators out there: I will donate the $13.75 I made trading Krypto Kittys with down syndrome to a charity of your choosing, in exchange for promising to never use condiments on your wiener ever again. The balls are in your courts.

1,023,966 views 05/18/23 Fail

Ratchet Hookers Under $20

It's always rough times for busted drug addicted cum dumpsters. Learn what it really takes to become a professional sexual punching bag for the below average Joe willing to risk STD's for cheap sex.

3,102,651 views 08/09/13 Crack Whore Confessions Hookers

Clam Chowder

Check her twat at the 1.55 mark. After no more than 15 seconds of diddling her clit, shit becomes the Niagra Falls of vaginal discharge. Camera dude says it's cum. I have 5 bucks and case of diet Mr. Pibb that says it's forgotten creampie from yesteryear.

4,938,659 views 01/14/12 Bangbros LULZ

Broken by Bukkake

Pretty much a public service announcement on the importance of knowing your limits before inking a deal. Some live to tell the tale. Others, are memed for life. But all have an abnormally intimate relationship with Newport cigarettes and Klonopin before the age of 25.

1,767,568 views 01/31/22 Premium Bukkake 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.

5,374,613 views 03/10/17 Bang Bus Bang Bus Chronicles

sAdisTic DJ sEtS girL on FIRE!

Apparently this is common in the grottos of Nigeria. I'm not so sure about it's entertainment value though. Some will look at this and see the peak of female empowerment... all I see is a barbecue even Homer fucking Simpson himself would've RSVP to.

2,090,668 views 08/19/17 WTF
Type ? for random video