Awful Moments in Internet Pornography

A public service announcement on the cons and cons of searching for costars in Craigslist's general section. If their intimate relationship with $5 scratch off tickets doesn't erect your cock, the aroma of Newport Menthols probably will.

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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.

Awkward Moments In Porn 3

If you haven't already, check out the rest of the series and then come back. We're going to meet a girl who has never blowjob'd before, plus a man who has a breakdown. While fucking a cake. So go get your little sister 'cause it's gonna be a really swag time.

The Creepiest Motherfucker in Porn

If there's a book out there on what NOT to do during intercourse, I'd say this dude just paved the way for a fucking trilogy. Nevermind his Rosie O'Donnell-like figure, or his unsettling fetish for floppy disks. The real prize is at the 2.48 mark. Ladies and gentleman, this motherfucker just single-handedly brought back Planking.

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THE PERFECT ANAL

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Daddy Fucks Me To Save Mommy

Welcome to the "Donnie Darko" of porn, where Daddy is either a psychological terrorist or a hero? It's all left up for interpretation.

BUT DADDY IT HURTS!

Backpage's finest goes by "daddy's baby anal queen" and she aspires for greatness via her butthole. The only problem is she hates anal and her possibly worm-infested colon is so tight, it's like trying to fit an elephant in a Safeway bag.

03/26/14 Broke Model LULZ

Advanced Sex Moves 2021

I'm all for testing boundaries, but caution should be advised if you want to attempt any of these yourself. Tip: When testing those Special Team plays you saw online, it's best to practice first. PROOF: The $4500 bill I have for buying this.

07/19/21 LULZ

The Worst Gloryhole In Slovakia

Term limits in porn? They're needed more than you think.

10/13/25 Gloryhole

Her Asshole Isn't Big Enough

Space station sized cock. Peanut of a butthole. Yeah, we've seen this story before but the language barrier almost turns this one into a homicide. Moral of the story: Always identify your opponent before agreeing to fight them. I'm talking to you, Jake Paul victims.

10/20/25 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

How To Get A Trucker Fired

They've been hauling 10 tons of Chinese door frames across the country for about 8 hours straight and the nicest thing these guys have seen so far is Esther from IHOP. So, I can't really blame them much for their behavior.

11/05/15 Gallery

When Fapping Goes Wrong

Although this scene of Gianna Micheals finger banging herself had to be cut short after only 4 mins, Gianna proves once again how badass she is and just finishes the scene best she can.

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