Search results for anal fail

Reset Search Page

Anal Ends Career Before it Begins

Honest. Natural. Doesn't run more filters on herself than an industrial fish tank. Cindy had all the tools to become the next big thing. But 20 seconds into some Sacramento turtlenecking & she's out the door quicker than me watching Fast X. Want to steal his look? [-BUY A SHIRT-]

1,480,397 views 07/10/23 Backroom Casting Couch Mildly Retarded

Stewart's [NEW] Guide to Anal Sex

Three years later and it seems [-our boy-] has ditched the mashed potatoes recipe and moved on to crafting a signature carne asada. ¿Felicidades mi amigo?

1,073,372 views 07/03/23 Brown Barbie Anal

Worst Ping Pong Ever

23,383 views 11/14/22 Asians

18-Year-Olds are Complicated

This example of why you should periodically review your fiber intake, goes by the name Baby Swabery. Due to her age, I'll be approaching this description accordingly: no cap the jumbo deluxe chimmichanga lunch special was a mf mistake, fr the situation is NOT bussin.

2,916,332 views 07/07/22 Woodman Casting X Anal

Hungry Ass

48,832 views 04/26/22 Anal

How To Get Pink Eye 4

51,958 views 04/15/22 Fail

20-year-old "Sex Pro" Can't Anal

Not old enough to leave Food Lion with a 6-pack of Bud Light, but she's already carrying a body count that would make a frat house blush? You'd think by the semi-centennial cock that went 1v1 with DM-TrainTrackFace she would've learned to fertilize the backyard. But... nope.

1,654,378 views 04/14/22 Backroom Casting Couch Anal

Sound Cloud Rapper vs. Anal Sex

The reality of having less musical talent than an asthmatic hedgehog must have hit her like a sac of 90's PSA videos and she needed clout, badly. How can life get any worse you ask? Well... I'll let searches for "how do you stitch a butthole" answer that.

1,831,861 views 05/31/21 Backroom Casting Couch Anal

Double Anal Downfall

It's like the girl with the super hip mom that totally supports her daughter getting ring-blasted by guys named after sports cars got a pep talk and couldn't wait to bring it on the grid iron. Then gets jobbed out like the 2008 Detroit Lions. A Karen of the Kum world if you will. TY for listening to my cunTED talk.

1,892,636 views 01/18/21 Anal

Fear is the Weakness

Don't let the confidence in her voice fool you: This cholita's ability to withstand pain is about as real as her soggy pancakes in a pushup bra. As illustrated by his first, second and 17th attempt to keep a decent rhythm in her poo canoe. The end result? Well... you'll see.

2,580,549 views 10/19/19 Backroom Casting Couch Anal

First Time Anal Ends In Tears

AKA "How to fuck teenagers for 60% off." So a little burnout QT3.14 thought she could get some extra weed money for some anal. Only problem is she's never done anal and has no idea the hurtin' she's in for.

4,301,506 views 05/06/17 Broke Model Painal

The Accidental Anal Compilation

Not much is worse (or funnier) than an unexpected penis bashing some hoer O-ring with little forewarning or lube. Ideally, zero forewarning and zero lubes.

6,219,907 views 04/09/17 Wrong Holes

French Mustard: An Anal Sex Fail

"France has neither winter nor summer nor morals and has usually been governed by prostitutes... apart from these drawbacks it is a fine country." - Mark Twain

2,811,329 views 04/26/16 Anal

I Must've Been Drugged!

"XTRAXION: Miguel's Story" A tragic tale of obsession, desperation and loss. Some people just don't know when to stop. Miguel is one of those people.

2,742,547 views 01/09/16 Insertions

Dildo Lodged Inside Rectum

Unfortunately, this video starts after her cavernous butthole swallows the oversized rubber dildo and sucks it deep into her colon. Regardless, rent is due on her Tokyo closet and the show must go on!

3,211,827 views 11/02/15 MyFreeCams Camwhores

Anally Destroying a Mentally Disturbed Teenager

This whole glorious scene is a beautiful train wreck and I can't fucking wait to hear a epic drum and bass remix of this. EDIT: [Remix #1] [Remix #2]

9,636,369 views 05/21/15 Teen Fidelity Favorites

How To Fail in Porn [x2+]

A hilarious short story about the prettiest ogre girl from the little village of Mordor... She was looking for her big break but instead she was left with only $250, a butt load of pain and a mouth full of grossness. Me gusta?

11,348,760 views 05/10/15 FAKings Painal

Horribly Catchy Musical Pornography

In Russia, a fake farm equipped with disco lights and some thot lip syncing catchy dance music while fucking for 20 minutes is quality porn. I'm not totally convinced, but the song does have a 'pavlov's dog' effect on my boner now.

2,415,311 views 02/05/15 LULZ

Porn Newbz Anal Fail

Former ISIS member 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.

8,986,275 views 12/15/14 Mia Khalifa Favorites

Awkward Moments In Porn 4

If you haven't already, check out the rest of the series and then come back. We're going to meet a girl who has never blowjob'd before, plus a man who has a breakdown. While fucking a cake. So go get your little sister 'cause it's gonna be a really swag time.

4,281,268 views 11/07/14 Awkward Moments In Porn
Type ? for random video