Awkward Moments in Porn 11

Turns out 67,000 incestuous storyline porn videos lied to us after all. Dare to make contact with your bloodline after the sun goes down in rural Alabama, and one of these clips just might be the Tales From the Crypt Halloween Special you walk in on.

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How I Made Mom and Sis My Sex Slaves

Introducing one of the most ridiculous porn scenes I have ever seen. A man gains the power to make anyone into a magical submissive sex slave and he uses it on his mother and sister. What in the actual fuck?

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.

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.

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 aM vErY iNteLLiGeNt

Tori Spelling's Guatemalan tit job, the hole in a Walmart bathroom stall and discounted Hamburger Helper on Craigslist: Three things I'd touch before signing up for story time from Rebel "my brain is bigger than my butthole" Lynn ever fucking again.

01/12/18 James Deen LULZ

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-]

3 TIMES?

04/26/25

Seriously what the fuck is that

Skig tag? Tumor? Krang from TMNT? Fuck if I know, but whatever it is... it totally rubbed up against the other dudes thigh at the 1.38 mark, causing a half chewed Bagel Bite to be ejected from my mouth and on to my Where's Waldo themed keyboard.

08/19/12 LULZ

Awkward Moments In Porn 2

Like when you can't think of a description, cuz you realize everything you post is awkward... fuck.

Operation Pussy Destroyer

Let me formally introduce you to GM. aka Grandpa Merrick. aka Wrinkle Rocker. aka Mr. Steal Yo Girl. Rather than live out his twilight years chasing dusty jellyfish, he wakes up every day and chooses violence. And intravenous Cialis.

Hey Daddy, look what I can do!

Any college girl can pull off a DP, but to pull off near mythical feats of penetration you need a chick that's on a whole other level of promiscuous. Take Malibu Barbie over here, she can't even tell how many cocks are in her at any given time.

08/05/13 Elegant Angel LULZ

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
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