BOOM! Your Ass Is Busted!

What happens when you put a huge cock and a tiny asshole together and shake it up a whole bunch? Prolapsicus maximus, that's what. I never finished med school but it's my professional suggestion that she pick up a pack of band-aids on the way home.

Uploaded 12/12/08 Fail
Related Videos

85 Pound Nerd Masturbates @ Work

This girl is ridiculously cute. I want to hold her hand. I want to smell her hair. I want a 3x5 inch cut-out of the computer chair fabric that was blessed with her vaginal discharge. Until then, this gem will have to do.

03/21/13 MyFreeCams Asians

The Caught Compilation 8

Today's lessons: Little Dicky is a literal name (4:21), Tourism is still alive and well (0:11) and statistically speaking, this is the least likely way to acquire an STD in public. Trust me, I've seen 3 full episodes of House M.D.

LEGENDARY HOOKUP

03/03/26

The Third Eye

Anybody have the technical name for this phenomenon? or a real explanation? Specifically one that doesn't involve voodoo dolls, Penn & Teller or Planet Wing's suicide sauce. I want answers.

10/01/19 NubileFilms Bizarre

Aunt Opal and The Pnut Butter Virgin

Based on a true story about a peanut butter sandwich, the dangers of masturbating, and how Aunt Opal made her nephew a man. A man with issues needing life long therapy, but a man none the less.

08/05/20 Vintage

Stewart's [NEW] Guide to Anal Sex

Three years later and it seems [our boy] has ditched the mashed potatoes recipe and moved on to crafting a signature carne asada. ¿Felicidades mi amigo?

07/03/23 Brown Barbie Anal

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

CAMTASTROPHES #2

You don't have to be a tier-3 to experience this kind of homemade hysteria. Just zero in on the girls that are sexually attracted to Amibos and the yoinked "donations" will flow in faster than you can complain about them on Twitter. [Part I]

CAMTASTROPHES #11

3:40 is today's highlight. The fact that this behavior generates sustainable income blows my mind. Imagine taking one of those suburban mass shooter interrogation videos and crossbreeding it with Pepto Bismol. Then masturbate with steel wool cause that's the pain I feel watching.

01/25/24 CAMTASTROPHES

Accidental Anal Devirginization

Unlucky Spanish chick gets bashed in the butthole - full force, no lube! Prepare yourself. The level of agony herein is second only to Adele handcuffed to a stair-master.

03/26/13 Cumlouder Anal

How To Fail in Porn [x2+]

A hilarious short story about the prettiest ogre girl from the little village of Mordor... She was looking for her big break but instead she was left with only $250, a butt load of pain and a mouth full of grossness. Me gusta?

05/10/15 FAKings Anal
Type ? for random video