Painful Moments in Anal Sex

Crackhead Hates Anal

Inside an abandoned and/or bombed out building, Alfredo, the HIV immune crackwhore whisperer, has negotiated some condomless butt sex from the neighborhoods most ratchet cum dumpster.

Depth Defying Moments

The 4:30 mark will be the breaking point for some of you. Is it real? Will you ever look at BFG Division the same again? Did I free throw one into the sink at Starbucks from the foul line because their stall was locked off this morning? All these questions have the same answer.

Rookie Has a Panic Attack

This one taught me two things: A) Breaking points are negotiable and B) Any case studies of being on the spectrum and in porn can now be cancelled. Dorkalina's got us covered.

How to Make a Girl From Okinawa Cum

Is it even possible to bring an oriental female to orgasm without the help of Bob Vila's signature series at this point? I don't know what evolutionary timeline they're living in over there, I can promise you this road only leads to an addiction to Newport cigarettes and a whole lot of apologies.

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.

Awkward Moments In Porn 6

Auto-fellaters, Braingasms and a straight up public service announcement fists should only be use in a boxing ring. Today's episode is more unforgiving than my local mall security that time I was discovered defecating in Anthropologie's Aromatic and Ambiance fragrance section.

MARRIED MEN DESTROY ESCORT

Horse Fucker

These porn producers, always so preoccupied with if they could, but never stopping to wonder if they should. I can't even imagine how awkward this scene must of been to film for everyone involved.

The Camwhore Awards

Another year has come and gone, and while it's important to celebrate the birth of my main man Jesus and ring in 2013... lets not forget to pay a much deserved tribute to the hardworking women of the sex trafficking industry. This one's for you, ladies.

The Caught Compilation #22

The Most Fucked Up Game Show Ever

Long before there was "help me stepbro!", there was "have you ever seen your mom naked?". The difference? People wouldn't (normally) contaminate a box of Kleenex's finest to radio shows. Social media was and still is our biggest evolutionary mistake.

Russian Noob Can't Invade Sex Industry

Nope, not even giving you a participation trophy for this one. I've sat through episodes of The Golden Girls with more enthusiasm. FREE TIP: When geriatric sitcoms produce stiffer erections than ur performance, it might be time rethink the whole iNdEpeNdenT wOmAn thing.