How To Harass An 18 Y/O Into Doing Anal

A Different Type Of Breakdown

Farted on, finger raped, told he looks like fuckin Robin Williams - this dude endures pain you can't even imagine. Fortunately he's a Sum 41 mosh pit survivor and holds a blackbelt in making Terminator-esque sound effects whilst flailing his arms like a fucking idiot, so it's all good.

The Caught Compilation 16

I'm getting the impression the lady at the 1:04 mark is no stranger to shotgunning a couple servings of Butthole du Jour after a succulent Chinese meal. But flip a camera on and the nerves clap her trap faster than a the DM's from a Discord moderator. More HERE.

Accidental Cum Shot

Noob's first and final attempt at porn stardom lands him in a gang bang shoot. He doesn't care, he thinks he's ready for anything... but nothing can prepare you to be a premature ejaculator's innocent bystander. PEW PEW

Amateur Fail of The Year

Skanky country girl and dopey get real nasty. Either she's on her period or she just can't handle it. Either way she's not bothered at all and licks the bloody snickers bar clean.

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.

A Different Kind of Painal

Jackass-inspired stunt involving a weapons-grade slingshot and some cactus goes horribly right when the target, (a gypsy woman's anus), is met with a direct hit. And now I'm met with a direct boner. Circle of life.

First Time Anal Ends In Tears

AKA "How to fuck teenagers for 60% off." So a little burnout QT3.14 thought she could get some extra weed money for some anal. Only problem is she's never done anal and has no idea the hurtin' she's in for.

SHUT UP AND FUCK MY FRIEND!

WTF Moments In Pornography 2

Five of the most WTF porn moments we could find. A cum covered slut beating up a midget, the first female cumshot caught on film, Tory Lane's broken brain and an innocent question with a very questionable answer.

The Accidental Anal Compilation

Not much is worse (or funnier) than an unexpected penis bashing some hoer O-ring with little forewarning or lube. Ideally, zero forewarning and zero lubes.

The French Tickler

I proudly present "La Magique Buco Culo" or "The Magic Butt Hole. This feat of pure sphincter talent took years of blood, sweat and tears all culminating to this moment. Captured on webcam and entered into the historical archives for your enjoyment.

Cam Whore Left Speechless

Paying some skank on the internet to watch you jerk off on webcam seems pathetic and sad overall, but this cam slut has to hold back laughing when she see's this fuckin guys dick.