Looks Painful

Looks Painful

Uploaded 10/30/15
Related Videos

Double Anal Downfall

It's like the girl with the super hip mom that totally supports her daughter getting ring-blasted by guys named after sports cars got a pep talk and couldn't wait to bring it on the grid iron. Then gets jobbed out like the 2008 Detroit Lions. A Karen of the Kum world if you will. TY for listening to my cunTED talk.

01/18/21 Anal

The Socially Awkward 18 Year Old

When it's a girl's first time doing hardcore porn and she's too nervous on camera to put two syllables together, you get what I imagine to be the closest experience to fucking a corpse you can have without taking a trip to the morgue. Luckily the awkwardness only makes me harder.

08/13/13 Teen

Lana Rhoade's Biggest Regret

Contrary to appearance, leading role in the 2017 cornhole apocalypse was not her specialty. Now that she's retired, you could say her talents were more wasted than season 5 of The Walking Dead. Regrets are temporary. Mike Tyson uppercutting your sphincter in the 3rd round is forever.

07/05/21 Anal

Shit Pornstars Say 2

The most fail dirty talk of all time and other retarded quips from professional cum smugglers.

Girl Drops Deuce, Forgets To Wipe

Her ability to wipe her ass is on par with Tom Sizemore's ability to not beat women. Fortunately at least 1 person in this vid has some considerable talent, and that's the dude that miraculously didn't peel over & die after getting a whiff of her shit-box!

06/19/12 EvilAngel LULZ

When Cheaters Win

Say hello to your new role model. His half-cocked baguette has seen more trauma than a Chicago emergency room, yet he's able to completely 180 the loyalty of one of the most bangin girls on the planet. Guess that old saying is true: Don't judge a book until it's deposited $250 into your bank account.

CAMTASTROPHES #6

We got a pretty diverse group of fatherless degeneration this time around. Whether it's Discovery Channel's new poster girl at the 0:35 second mark, or the champ going for his 17th title at 4:20, you're guaranteed at least one reason to start day drinking again.

18 Year Old's First Scene Goes Wrong

It's not like Woodman sending 18 year old girls to the Depends section at Super Walmart is some sort of secret, so one has to question the motives at this point. Is it an act? Are they sadomasochists? And most importantly: If Ronda Rousey were to crowbar her vagina open, would it be comparable to the consistency of pulling apart a peanut butter sandwich?

1 Guy 1 Mousetrap

A jackass inspired stunt gone sexual ends very badly for the LoL platinum player responsible for conceiving such an act of genius. Luckily our hero isn't concerned with things like dignity, human contact or a fully functioning penis.

02/01/16 Extreme

Interracial Dirty Talk Fail

Deep inside a forgotten SD card of anonymous's Aunt Tammy and Uncle T-Dog was a disaster-piece of American amateur porno history. Almost lost forever.

01/10/17 Fail

The 24 Year Old FEMALE Virgin II

What's life's greatest mystery? Aliens? why Lionsgate allows Tyler Perry to continue directing films? How about how the fuck this 46 year old poster boy for NAMBLA managed to pull a Russian model half his age, only to vow abstinence for half a fucking decade?

01/06/12 Ed Powers Virgins
Type ? for random video