Awkward Moments in Porn 12

Interracial Dirty Talk Fail

Deep inside a forgotten SD card of anonymous's Aunt Tammy and Uncle T-Dog was a disaster-piece of American amateur porno history. Almost lost forever.

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.

Stacked and More Socially Awkward 18-year-old

You clicked the original one so many damn times, I had to dive deeper into her discography. Unfortunately it turns out all her roads lead to this evolutionary cul-de-sac using her as the only form of exercise he's seen since Jock Jams was a thing. Don't look that up. [-PART I-]

Awkward Moments In Porn 16

There's a lot to digest here. But nothing is as concerning as whatever rodeo clown, double-wide uncle sister bullshit is going on around the 3:11 mark. Axe body wash isn't going to clean this feeling off me tonight. Time to dip into the disaster emergency kit.

College Bros Get a Reality Check

Two semesters spent shotgunning Bud Light and using the sink as a toilet? No problemo. Thirty five seconds of experienced squabblenecking? Not a fucking chance. Ladies and gentlegenders - I present to you face of higher education.

He Only Has One Rule

Dude looks like he walked into a tattoo parlor and said "yes". Luckily he's hung like a brontosaurus to round out these constructive life decisions. Not sure I was expecting that twist at the end though. Kinda reinforcing the whole don't judge a book by it's cover thing, aren't we?

How Pornstars Celebrate Birthdays

Mae Meyers single-handedly vaginally sets up her own BLM movement.

Awkward Moments in Porn 15

A baffling assortment of eccentric freaks so confusing out of place, you'll think you're watching the new Scream movie. There's a time and place for everything... except tag teaming a $1,000 dollar Queen's Blade figurine. That's a permanent no from me dawg.

Stacked and Socially Awkward 18-year-old

Admittedly the carb walrus she's costarring with may have her beat in the embarrassment department, but she's not far behind in this race. If anything at all for offsetting what may be the greatest set of natural tits ever documented by having the face of Jaden Smith. It can not be unseen.

I'm Sorry, Did I Break Your Uterus?

Today we go on a spirited journey to a time forgotten; Behind the scenes of your average 2004 porn shoot. Special shoutout to Julian for being a role model during my college years. That man's lust for turning fallopian tubes into tier-3 tuna casserole should have earned the Martha Stewart seal of approval.

The 18-Second Man

My first pay-to-play happened in a Burger King toilet stall. She was more Kurt Perry than Katy Perry, Kinda foul. Not even a triple replay of Heather Graham's bush in Boogie Nights changed the mood that night. But... if I had this guy's attitude? Life... life would be different.

THIS WON'T LAST 24HRS