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PAINAL: I Wont Give Up!

It's all fun n' games till you got a 14 inch dong knocking on the pearly gates of your anus. The pain hits her like a bag of Saved By The Bell VHS tapes, but this trooper refuses to quit. Some might call it desperation for a quick $450. I prefer the term 'integrity'.

5,771,985 views 12/19/11 Painal

Hipster Slut Gets Unexpected Anal

Rylie Richman says she never does anal. IMO, that's about as probable as Amy Winehouse hosting the Indy 500 inside her vagina but okay. In this clip, she puts her internal organs to the test by fucking a black guy who's got a cock the size of an ewok. An already bad situation is made worse when said Ewok cock slides up the wrong orifice.

6,863,859 views 06/06/11 Bangbros Wrong Holes

Wrong Hole, Charlie Brown!

Persian girl gets an accidental, no-lube blow to the rectum... most likely due to her male counterpart having the gut of a pregnant woman and not being able to see what the fuck he's aiming at. Or in other words... he tried to no-scope it and failed wonderfully.

5,271,135 views 04/26/11 Totallyannette.com Wrong Holes

Comfort Fail

Sativa Rose has a breakdown and walks off set after finding herself overwhelmed by the half dozen cocks she was assigned to fuck. Fortunately the cameraman was kind enough to lend some emotional support: in the form of some surprise butt sex!

3,818,062 views 08/05/10 Fail

Cornhole Destruction

She screams "ow!" 87 times in the span of 3 minutes. The quality may be crap but you really cant complain with numbers like that.

2,381,858 views 02/22/10 Painal

OOPS! Wrong Hole!

I'd be pretty amazed/disappointed if that didn't at least cause a little internal bleeding. Emphasis on disappointed.

5,520,948 views 11/22/09 Wrong Holes

Macho Man Cries From Anal

This is FUCKING HILARIOUS.

1,695,204 views 08/29/09 Painal

Butthole Obliteration

If Twitter was popular in 2009, a social media campaign could have made this a serious case for Depends Undergarment's first official sponsor of an amateur porn video. I consider it a lost opportunity really.

1,492,987 views 02/25/09 Painal

Turkish Painful Anal

This one is a little open-ended. There's no money shot or anything, which gives us the opportunity to use our imaginations and draw our own conclusions. Perhaps she had a prolapse, ran off the set in humiliation, then went flat broke and turned to prostitution? Sounds about right to me.

2,448,666 views 10/22/08 Painal

Butthole Damaged After Anal Sex

Here's yet another video of a woman suffering from bodily damage after granting a large cock permission to penetrate her brown eye. To be honest, I think this one is a tranny but that's besides the point. I want to know where those 2 giant raisins dangling from her asshole came from?

2,653,770 views 10/09/08 Painal

A Good Reason Not To Do Anal

I know I know, all I ever do is boast about the greatness of anal sex. But we must not disregard a major downside to packing fudge - and that would be the fact that getting shit all over your cock is inevitable.

3,092,787 views 08/01/08 IncrediblePass.com Fail

Anal Intruder

Her asshole is ambushed by a giant cock but she manages to evade the intruder. Her anal virginity is safe for now... until the camerman can come up with another $100.

2,508,055 views 04/04/08 Fail

Hurry Up It Hurts!

If you rush him, he's just gonna pump harder and faster. When a guy is making sweet love to your cornhole you gotta let him take his time!

3,226,558 views 01/26/08 Amateur

Screaming Butt Fuck

Asian slut screams as she gets ass fucked with no lube. Okay enough with the anal videos now.

2,408,376 views 11/29/07 Painal

First Time Brazillian Anal

He barely gets it in her and she already wants to quit. Her asshole isn't looking too good after that!

2,717,366 views 09/06/07 Painal

Asian Attempting Anal

Her asshole is so tight that he almost premature ejaculates. This is one chick I'd love to fuck!

3,977,949 views 03/16/07 Painal
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