Awesome Fail

I don't know whats more fucked up: the fact that he's boning a woman older than dirt or how the enjoyment he gets from it leaves him socially retarded and unable to saying anything more than "AWESOME!". This is what happens when you use Craigslist to get your dick wet you dirty motherfuckers.

Uploaded 07/26/10 LULZ

fail, funny, home made, nasty, old

Related Videos

Surprise! You're A Cuckold!

Of all the ways to absolutely starch what's left of your testosterone, scarfing down two hefty servings of second hand bro snow was not on my bingo card. But it's 2025, so it probably should have been. obv my fault.

07/31/25 Cuckold

Prostitute Never Saw it Coming

I don't think that title and/or thumb truly convey the crossover that's about to happen here. But if it costs $50,000 to get an 8 pack of Oscar Mayer's uncured wieners into a female's dung funnel, then life is no longer worth living. Inflation did this.

10/05/23 Czech Streets Crazy

The Most Talented Girl In Russia

Moscow drug mule gets into a personal world war with her own rectum, most likely the result of an all kholodets diet (look it up). Jiggy Saw himself once said: "When there's that much poison in your blood, the only thing left to do, is shoot yourself." In other words; She attempted to no-scope and succeeded beautifully.

01/11/24 Loose

FIRST ESCORT?

09/25/26

1000 Penises: The Bonnie Blue Story

The lore actually goes deeper than you could have ever imagined. It's not about the volume of anonymous vagabond cocks. It's not about the money. It's about sending a [fucking] message.

08/22/25 Hookers

Jimmy the Virgin Becomes a Man

Just what in the fucking Doogie Howser, M.D. are we witnessing here? I'd give him the big W for going the distance... but no amount of THOT slaying in the world is going to change the unfortunate genetic make up of that boogie board he calls a body. Congrats?

Cornholin in Kentucky

A couple of yahoos get caught mashin potatoes during happy hour. Not very conspicuous about it either. Remember that one weirdo in school that always dropped his pants to the floor in front of the urinal? This is what happens when he grows up.

05/15/23 Busted!

Desperate Times, Desperate Measures

"We make a living by what we get. We make a life by what we give." - Winston Churchill

01/27/22 LULZ

The Milf From Mars

Bittersweet painal, obscenity-filled orgasms, and a boob job predating the bicentennial. This ones got it all, and Ms. Big Ole Leathery Funbags earns some serious bonus points at the 2:35 mark.. Not even a fuckin rectal injury can dull her desire for ATM.

BUT DADDY IT HURTS!

Backpage's finest goes by "daddy's baby anal queen" and she aspires for greatness via her butthole. The only problem is she hates anal and her possibly worm-infested colon is so tight, it's like trying to fit an elephant in a Safeway bag.

03/26/14 Broke Model LULZ

Literally Split His Wig LOL

Kinda off topic, but 8 hrs ago it seemed like a good idea to eat 64 slices of American Cheese and wash it down with a bottle of gin. Then someone had the gall to say Have a good morning to me. Listen mom, unless you have a sewing kit and extensive knowledge of battle wounds, your request is permanently denied.

09/29/22 AnalVids.com LULZ

Behind the Scenes at Bangbros

Shorting the lifespan of women nearing menopause isn't the only thing J Mac and friends are going to be known for after today.

08/10/23 Bangbros LULZ
Type ? for random video