Squirt Fail 2

Shaft and Gilligan combine forces for the greater good - to quite literally fuck the pudding pop out of a $7.25 Tijuana hooker. And this my friends is why cheap motels always use floral bedding - it's essentially camouflage for shit stains.

Uploaded 04/05/11 Fail
Related Videos

Uncle Dick-Dont-Fit

Sonuva bitch... dude's packing the kind of penis that can only be described as "an emergency every time I have to take a piss". Time to call up AARP and find out what size wheelbarrow they're willing to cover for this kind of disability. Something in a dual-wheel polycarbon should do it.

Shit Pornstars Say 8

Anastasia Rose becomes the next spokeswoman for Charmin Ultra Soft. Riley Reid reaches peak brain rot. Kenzie Reeves masters the art Yondu's arrow. And this "Gala MV" girl... well... there's no coming back for her. What the fuck?

I Think It's Broken

Stewart and his local Dungeons and Dragons chapter approach your wife with their war drums out, looking for an impromptu handicap match. What do you do? Learn these techniques and you'll never fail to answer that question again.

08/27/26 Anal

Calling an Audible

Perhaps 'audible' is the wrong word to use here, as it suggests this misfit anticipated the scene going any other possible way. She didn't. Trust me. I've been inside a Walmart parking lot on a Friday night - I know what I'm talking about.

09/28/17 Throated Fail

CAMTASTROPHES #1

This is all but guaranteed to exterminate any story you've been led to believe that everyone in the webcam community is living life on easy mode. Snap back to reality with 5 disasters even FEMA won't pick up your phone calls for.

The Worst Tattoos in Porn 2023

For fuck sakes, these dorks could've thrown a dart at any billboard in Las Vegas and found better ideas to attach to their bodies permanently. I haven't seen people this far out of their comfort zones since the launch of Burger King's ultimate breakfast platter.

04/24/23 Fail

SINGLE MOM BEGS

10/10/26

The Absolute Worst of Pornhub II

Giantess hand fetishes, assholes sponsored by Nickelodeon Gak and even a sneak preview of Street Fighter 6's in game graphics. This video has more diversity than a community college... but the shame. You can't graduate from that. [PART I]

14 Incher Sends Girl To Emergency Room

In today's episode of Things You Shouldn't Cram Up Your Asshole, we're being educated by a trio of goofys who had no backup plan when their gargantuan sex toy decided to swim into deeper waters. Dude's first response? "I'm gonna fuck it while it's in there". Pure poetry. [more here]

12/19/25 LULZ

Pornhub's Biggest Deviant

That's it man. As far as I'm concerned vegans have officially jumped the plant-based shark. Not even at the height of one of my patented Acid Trip + Red Lobster Biscuit wombo combo benders did I envision something as despicable as this going behind a paywall.

02/03/20 Amateur

Confidently Unconfident

Don't let the confidence in her voice fool you: This cholita's ability to withstand pain is about as real as her soggy pancakes in a pushup bra. As illustrated by his first, second and 17th attempt to keep a decent rhythm in her poo canoe. The end result? Well... you'll see.

Creme Fraiche'd

Epic poker face @ .57 mark. I call this one the 'i totally just nutted in my own mouth but i dont even give a fuck cause i have a 6.7 inch penis and listen to Rage Against The Machine on vinyl' look. Dude's got that shit mastered.

05/11/12 TeenBurg Fail
Type ? for random video