FAIL: Teacher Attempts Double Anal

4,744,051 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 Absolute Worst of Pornhub

A special WTFM8 @ that last clip. There's a part at the end I had to cut out where our catcher says something along the lines of "that was fun and amazing". No Bruno. Reading from the digestive Necronomicon (white castle menu) before visiting a public pool is fun and amazing. What just happened to you is unforgivable.

2,578,067 views 06/09/22 The Worst of Pornhub

Bro Shits Himself After Knocking Girl Out

panic; pan·ic1; noun; sudden uncontrollable fear or anxiety, often causing wildly unthinking behavior.

5,399,912 views 04/26/12 Brazzers Fail

NOTHING is Impossible

Pigs flying, A Manson Family Hanukkah special and clean underwear after all-you-can-eat Chinese food. These are all things I expected to see long before a man that has mastered the art of hands-free ejacs. Next time do it into the palm of a guy named Carlos. It's called the Puerto Rican Panhandle, I invented it.

2,861,810 views 11/26/18 Exhibition

Bad Glory Hole Etiquette

7 samples into a hot dog warming party goes horribly wrong when one rogue cowboy says fuck all to the rules and slings his gentleman juice around like he's in the handicap stall at Country Buffet. The result is a crash course on Plan-B and why IQ tests need to be mandatory in porn. [More Here]

2,728,608 views 01/05/20 Gloryhole Swallow Gloryhole

NEVER USING TINDER AGAIN

21,245 views 05/16/24

Spitters and Quitters

idk, seems pretty predictable to me. Once the enchantment of a $200 payday and living their monthly YOLO moments has worn off, anxiety and regret should be expected. But shoutouts to wish.com for making these precious memories possible.

1,297,593 views 08/01/22 Cum Haters

Creme Fraiche'd

Epic poker face @ .57 mark. I call this one the 'i totally just nutted in my own mouth but i dont even give a fuck cause i have a 6.7 inch penis and listen to Rage Against The Machine on vinyl' look. Dude's got that shit mastered.

4,251,190 views 05/11/12 TeenBurg Fail

Cum Haters 2023C

You know the drill; An assembly line of females willingly sign up for a chance at making it in the wonderful world of pornography, only to find out at the last second they wrote a check their taste buds can't cash. Emphasis on the last girl. You can scope the full(er) scene [HERE.]

1,089,940 views 11/09/23 Cum Haters

Beatdown at the Beaver Bidet

Tip of the Day: Allowing any part of your body to find it's way in between a fully-enraged Tory Lane and a device that was designed to un-crust last night's Pinto Bean Soufflé isn't a constructive use of your time. You stand about as much chance of going home unscathed as a WSB does being profitable.

1,536,591 views 02/26/21 Crazy

Raped Incel Goes on a Rampage

Today we're gonna look back into the history books. Our lesson includes everything from unadulterated violence, more than 5 flavors of that authentic shagged bush and even an appearance from an unlikely celebrity from day's past. A man that was taken way too soon.

1,398,609 views 04/11/22 Vintage

The Anal Full Nelson

When an Azn teenager 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.

5,536,378 views 01/23/14 Favorites

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.

1,768,355 views 01/31/22 Premium Bukkake Fail
Type ? for random video