Awkward Moments in Porn 8

This Doesnt Make You Good At Sex

Not since the 2005 release of 1 Night In Chyna have I seen a woman with such a fucked up misunderstanding of eroticism. She grunts like pirate with stage 4 throat cancer, pisses all over the place, and has a finishing act that'll assfuck your brain cells.

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.

THAT DIDN'T END WELL

11 Inches vs. Teenage Butthole

There's something truly endearing about a girl that takes the Secret of the Ooze Super Shredder of BBCs, then double downs on being a stable human being. Her talents scream "3 more months of practice and my asshole will out-perform any South American footlocker".

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-]

The Absolute Worst of Pornhub II

Giantess hand fetishes, assholes sponsored by Nickelodeon Gak and even a sneak preview of Street Fighter 6's in game graphics. This video has more diversity than a community college... but the shame. You can't graduate from that. [PART I]

Awkward Moments In Porn 5

Special shout out to clip #12. For those of you that have never had the luxury of riding a San Fransisco BART train between the hours of 12:00AM and 11:59PM, you just got second hand experienced special delivered by Aunt Jemima herself.

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.

Ass to Mouth with Consequences

You gotta admire commitment in anything. This young lady was so devoted to the scene that when it came to anal, she soldiered through it. When it came time for the cum shot, she fellates his fecal flavored ram rod without hesitation.

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.

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 Emotional Limits of Pornstars

If you look closely you can see the very moment they realize that getting slapped around, tortured, humiliated and/or face fucked just isn't as much fun as it sounded when they signed up.