Painful Moments in Anal Sex

Fear is the Weakness

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.

People are NOT Awesome 2014

Greatness can not exist without inferiority. Actually, maybe a better word could be used for the guy swinging around Mini Cooper in the last video. Either way; this is the side of humanity YouTube forgot to tell you about in their last year-in-review. #gag

Uncomfortable Moments in Porn II

Somewhere in the next 4 minutes you may ask yourself: What the fuck led to the creation of this? Amphetamines? Mental illness? An unhealthy addiction to masturbating with a Vitamix Explorian [2:20 mark] I don't know but... another sequel is most definitely in the works. [-PART 1-]

Sound Cloud Rapper vs. Anal Sex

The reality of having less musical talent than an asthmatic hedgehog must have hit her like a sac of 90's PSA videos and she needed clout, badly. How can life get any worse you ask? Well... I'll let searches for "how do you stitch a butthole" answer that.

Anorexic Butthole Destroyed by BBC

What's that old saying? The smaller the girl, the tighter the anal? Yeah, well after seeing this desecration of a corpse I'm not so sure anymore. I'll put it this way; you know the Lex Luther Drop of Doom ride at 6 Flags? She doesn't have to pay a cover charge to experience it. It's that bad.

The Worst Casting Couch Video Ever

The downside to dating a girl with the self-awareness of a TikTok investor? Literally nothing. Not even an unannounced visit to vegemite valley is enough to send her running. Either we have a cold-blooded liar on our hands, or that pudding hatch is spring-loaded.

CAUGHT CHEATING AGAIN

Homo Attempts Straight Porn

Steven Daigle is the gay dude that got kicked off "Big Brother 10" and went on to fucking dudes on video for a job. Except for this scene, where he hilariously has an epic hetero pornstar threesome.

The Pump Master

Meet Scott Taylor. Today Scott is a well respected porn mogul, but that wasn't always the case. Flashback to the glory years of 1985 and witness the Billy Mays of penis pump salesmen.

Ratchet Compilation 2K17

Another edition of ratchet sex tape fails featuring hood rat stuff like fire alarms with dying batteries, one lopsided illegal butt implant and other ghetto stuff.

Prostitute Lasts Only 28 Seconds

Technically she lasted closer to 10, but this guy isn't very fluent in "NOOOOOOOOOOOOOOO", so that mahogany-stained browneye got pounded for a few more Missippi's than desired. Emphasis on mahogany-stained .

Porn Scenes Worthy of an Oscar 5

Volume #5 in a collection of videos that Charlie Sheen would be ashamed to attach his name to. And without even a single appearance from a graduate of the Woodman School of Rectology, that's saying something.