Search results for anal sex fail

Reset Search Page

Creampie Fail

8 ounces of negro boner brew emptied directly into the cunt gutter. Classy. Problem is.. when time comes to expel the cream filling, an off-menu item plops out along with it. Camerawoman goes completely mute after realizing wtf she's just filmed. Hilarious.

4,087,820 views 01/29/11 Fail

Intellectual Fail

Dude's boner flatlines after getting bitched out, mid-fuck, by some uppity black slut that cant even handle a love tap. From there on it's a war of words and lemme tell you... this dumbfuck doesnt know many. Literally 2 and a half sentences into it and she's already facepalm'ed the fuck out.

2,784,268 views 01/20/11 Fail

Being A Maid Sucks More Than You Know

Remember Exhibitionist Fail? Seems that dude just cant keep his mouth off the rubber cock. Here he is once again traumatizing the fuck out of some migrant workers. Watch all the way through. The last clip is fucking golden.

3,154,436 views 01/09/11 Exhibition

Blame It On The Orgasm

She's having anal problems of the fecal variety and it's fucking up the shoot. Her defense? All the butt secks is making her cum and she just cant contain herself. Uh huh. I know where this is going.

3,977,778 views 01/09/11 Fail

Money Shot Fail

Dude lets one slip just as he's about to begin blowing his load. This is fucking funny.

4,189,902 views 01/02/11 Fail

Pornstar Cries Over Insult

Lesbo threesome goes sour after the alpha bitch of the group deliberately tries to humiliate the newcomer via repeatedly requesting that she douche - essentially declaring that the noob's twat smells and/or tastes like shit. I laughed.

1,781,140 views 12/27/10 Fail

Cockblockers

Two dudes fuck with their friend just as he's about to dick down some big tittied bar-slut in the backseat of his mom's Ford Taurus. Shot from dual angles for dual humiliation.

3,025,076 views 12/20/10 Busted!

WOW - Redefining Premature Ejaculation

This is epic. Literally just three pecks on the lips and this dude's load is already more spent than a black man's paycheck. He's the fuckin Prefontaine of premature ejaculation.

4,451,845 views 12/20/10 Kobe Surprise Premature

Piggyback Fail

This one's worth enlarging.

1,051,963 views 12/17/10 Fail

Rotten Crotch

Behind-the-scenes footage from FUCK A FAN, where a cameraman literally pukes himself after catching a whiff of some stank ass pussy. Ultimate humiliation after the culprit is handed a DIY douche kit and directed to the bathroom.

3,007,980 views 12/13/10 Fuck A Fan Fail

Figging Gone Wrong

Figging is when you insert a piece of ginger root into your anus. It's for those special type of people that like to relive that feeling you get directly after shitting out bad Thai food. Yep, fun stuff but what happens when it gets stuck up your ass? Today you find out.

4,049,166 views 10/21/10 Fucking Machines Fail

Wardrobe Fail

I kinda wanna punch her friend in the face and see if it's as plastic as it looks. amiright?

996,989 views 09/25/10 Fail

The Safe Word

This is a clip from Graphic Sexual Horror - a documentary about the infamous BDSM site insex.com. It has some really interesting discussion on the abuse of women in porn and the consequences of tappin out. Almost kinda makes you feel guilty for beating off to it. Almost.

3,267,095 views 09/25/10 Documentary

Umm... Where's The Condom

This dude is smooth. Real smooth. His technique? Purchasing oversized condoms (Magnums baby) and intentionally letting em slip off during intercourse. As soon as she notices he deploys a familiar line: "your pussy's just too tight". Uh huh.

4,493,535 views 09/22/10 HomeGrownVideo.com LULZ

Feminist Attacks Cocky Stripper

Dude shoves his junk in the wrong chicks face. First she smacks his cock like a cheap pinata, then follows up with an ashtray to the face. Quite a feisty bitch. I think somebody put their tampon up the wrong hole.

2,497,237 views 09/19/10 Dancing Bear Strippers

Exhibitionist Fail

You see all these videos of dudes intentionally getting caught beating off by maids. Jolly good fun. Then you have this sad motherfucker... dressed up like Little Bo Peep and chowing down on a 15 inch rubber cock. Way to kill the trend. Thanks guy.

2,162,578 views 09/16/10 Exhibition

Hammer Head

The novelty of having a 10 inch cock sure does fade quick when the head of your penis looks like a Platypus LOL. Rotate your dick 90 degrees and run it over with your Monte Carlo. You'll be aight. Video from ANAL IN THE AMAZON.

2,671,539 views 09/12/10 Bizarre

Your Pussy Is Too Tight

Dude lasts as long in bed as DMX's acting career. Then tries to blame it on this Hispanic pornstar's supposedly tight pussy. 'Hispanic pornstar' and 'tight pussy'. Two words that really dont belong in the same sentence... but I digress.

4,869,307 views 09/05/10 Bangbros Premature

Pervert Ridiculed By Crowd!

Sleazy New Yorker gets bitched out by Lance Armstrong Jr. for zooming in on the crotch of some leg-spreading attention whore. A verbal battle of douchebaggery ensues. Some seriously amazing dialogue in this one folks. Plus a hot bitch that keeps picking at her twat wedgie.

4,042,172 views 08/30/10 LULZ

Fart Fail - HILARIOUS

This is Scarlett Pain. She's here to show you the after effects of scoffing down a #8 at Del Taco, extra chimichanga sauce. Except this visual demonstration kinda goes to shit towards the end. Quite literally I'm afraid.

3,943,040 views 08/28/10 Fart Fantasy Fail
Type ? for random video