Search results for anal sex fail

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Mr. Plow

for when Colon Cleanse just isn't enough..

2,226,913 views 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!

2,719,930 views 11/02/09 Bangbros Premature

Suicide By Dildo

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

3,307,414 views 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.

2,042,399 views 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.

3,536,671 views 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.

2,251,927 views 10/07/09 Fail

Symmetry Fail

Left one would make for a pretty good punching bag.

613,415 views 10/06/09

Supremacy Fail II

Did someone have a little too much King Cobra?

922,619 views 10/06/09

Cumshot Fail

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

1,806,395 views 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?

3,882,377 views 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.

1,812,813 views 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.

2,321,570 views 09/02/09 Busted!

Supremacy Fail

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

879,128 views 08/29/09

Macho Man Cries From Anal

This is FUCKING HILARIOUS.

1,717,177 views 08/29/09 Painal

Condom Fail

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

2,566,980 views 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.

1,519,222 views 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.

1,654,311 views 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.

906,850 views 08/12/09 Exhibition

Gangbanged By 251 Men For Nothing

The 90's - A time when fucking a quarter thousand men in the name of art somehow made sense. Talk about a resume booster!

2,644,728 views 08/09/09 LULZ

Making Porno Is Serious Business

1,186,220 views 08/04/09 Fail
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