Search results for anal sex fail

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Anal Creampie From Hell

It's crazy. On the outside, assholes all look the same. But if your rectum was to ever head south & emerge as a pink-sock... you'd quickly find that much like the butt plugs in Oprah Winfrey's sextoy collection, they come in all shapes, sizes and colors. 4 years of running a porn site and that's about all I've learned.

11/11/09 Prolapse

Rough Sex Fail

Some professionmal pipe layers right here. Too bad the only thing they made sore was her ear drums. Skreeem bitch skreeem!

11/09/09 LULZ

Mr. Plow

for when Colon Cleanse just isn't enough..

11/03/09 Insertions

Endurance Fail

I like how he straight up bends his cock as a means to halt the ejaculation. It's a penis, not a fucking garden hose. Nice try though!

11/02/09 Bangbros Premature

Suicide By Dildo

Don't give up.... you're almost there.

10/27/09 Insertions

Yo No Quiero Butt Fuck

I posted this awhile back but the clip was ruined by god awful Mexican music. Luckily an alternative version has now surfaced. Less Ricky Martin. More cries of pain.

10/20/09 Painal

Quit Fapping & GTFO

I guess he figured that once she laid eyes on his 7 inch yankee doodle, she wouldn't be able to resist and that a 'happy ending' would ensue. The Motel 6 guy actually shared the same ideology. Too much late night Cinemax porn can really fuck with your head these days.

10/09/09 Exhibition

The Most Miserable Pornstar Ever

Pretty sure I once saw this chick in a humanitarian commercial for Yugoslavian orphans. It's hard to forget a facial expression like that.... especially after fappin to it for 3 consecutive months.

10/07/09 Fail

Symmetry Fail

Left one would make for a pretty good punching bag.

10/06/09

Supremacy Fail II

Did someone have a little too much King Cobra?

10/06/09

Cumshot Fail

Tojiri "vertigo" Yamamato fumbles at the 3 yard line.

09/26/09 Fail

Healthy Alternatives To Anal Sex

She rather suck off a fuckin golden retriever than take it up the butt. No joke. They even have an in depth conversation about dog cock just prior to the cumshot finale. Nothing like a little steamy dialogue to keep your noodle hard, right?

09/22/09 Meatholes Painal

Anal With Constipated Girlfriend

I'm always one step ahead of female biology. When I wanna ass fuck a woman, I simply lace her Cinnamon Toast Crunch with ex-lax. Come night fall, her cornhole is as empty as Tara Reid's head. Works every time.

09/09/09 LULZ

Orgasm Ruined By Momma

Dudes in the middle of busting a nut when Madea comes a knocking. This is why I jack off with headphones on. Nothing comes between me and glory.

09/02/09 Busted!

Supremacy Fail

SUPERIOR ...... at being fat. lol.

08/29/09

Macho Man Cries From Anal

This is FUCKING HILARIOUS.

08/29/09 Painal

Condom Fail

That's what happens when you buy contraceptives out of vending machines.

08/18/09 LULZ

Pornstar Hates Semen

No one said you had to like it baby. Just sit back, open wide and think about all the Baja Chalupas you'll be able to buy as soon as you're done. That's what gets me through the day.

08/17/09 Cum Haters

America's Next Top Pornstar

You stuttering, premature ejaculating son of a gun. Peter North and Ron Jeremy are already packing their bags.

08/16/09 Premature

The Sex Offender Strikes Back

Interesting choice in victims. Random hot chicks, disabled senior citizens, and now ambulance drivers. Variety really is the spice of life.

08/12/09 Exhibition
Type ? for random video