Search results for cuckold fail

Reset Search Page

The Headless Penis

What was once a sniper rifle is now a snubnose magnum. How'd that happen? Lemme guess... something involving farm animals and strategically placed peanut butter? It happens to the best of us.

12/13/09 Bizarre

Orgasm Fail

Preggo girl is in the middle of cumming when her [minute] man declares that the apple sauce is en route for early delivery. She replies with a double "doo eet", which I believe means: "cum inside me so that I can finish my orgasm you twig dick motherfucker". The request didn't seem to catch.

12/08/09 Premature

OOPS! Wrong Hole!

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

11/22/09 Anal

He'll Never Do Porn Again

Failure to achieve erection OR premature ejaculation. Those are the top 2 problems most men face when trying to perform on camera. It's usually one or the other... but in this chumps case - 2 birds are killed with 1 very tiny stone.

11/17/09 Premature

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

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

Cumshot Fail

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

09/26/09 Fail

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!

Condom Fail

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

08/18/09 LULZ

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

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!

08/09/09 LULZ

Anal Accident Of The Worst Kind

She spacedocked herself! Congratulations lady, you've made internet history.

07/31/09 LULZ

Blowjob Fail

It's semen, not battery acid. Embrace the saltiness and show some appreciation.

07/21/09 LULZ

Big Penises Cause Big Problems

His cock is so big it's capable of causing fatal internal damage. I've never been so jealous in my life.

07/15/09 Fail

Cleanup On Orifice Number 1

This is a fetish known as 'cuckold cleanup'. Usually it involves a closet homosexual who gets off on pimpin his wife out to random strangers. Often the husband will sit in the corner and actually videotape as his significant other gets pounded by foreign cock. Once the creampie has been injected, it's like 'all you can eat' night at Red Lobster. Yum yum eat em up.

02/21/09 Cuckold
Type ? for random video