Porn's Biggest Losers

Little engines that just fucking couldn't. If there was a "Special Olympics" for sexual performance, these guys would still be the underdogs of the league.

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REAL: Anal Virginity Lost On Camera

Another glaring example of the power of positivity. Maybe off camera she spends all day yappin like her defenses are impenetrable, but 1 goink to the wrinkled copper slot didn't make her hit windows_shutdown.wav and we should be proud of that. Reminds me of another [future diaper diva].

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

Imagine Getting Caught Doing This

The soundtrack was so bangin, I had to fulfill your request(s). Wanna know what's not though? Whatever the fuck must have happened to this girl earlier in life to make her like this. Probably haven't seen that kind of wreckage since the great crave crate challenge of '97.

Awkward Moments in Porn 8

Turns out 67,000 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.

Accidental Cum Shot

Noob's first and final attempt at porn stardom lands him in a gang bang shoot. He doesn't care, he thinks he's ready for anything... but nothing can prepare you to be a premature ejaculator's innocent bystander. PEW PEW

03/04/16 LULZ

Modern Day Tragedy

Meme Porn: Sometimes it's about as exciting as an audio book of Gordon Ramsay customizing a value meal at Burger King. But throw in a guy with 2 moms, pay him in dollar-store pastries -- and suddenly you've got more fapping hours than you'll know what to do with.

09/19/20 Mildly Retarded

Cursed Cumshots

Is this still considered pornography? Or something that gets submitted to a performative art school as a final project? Because if you're waxin carrot to shit like this, it might be is definitely time for intervention.

10/09/23 Orgasms

Unexpected Fetish

Did flashing interns at the local 7-11 becoming a challenge or something? Apparently this miscreant prefers the orifices less traveled. Specifically the ones small enough to give Tiger Woods anxiety attacks. C-L-A-S-S-Y.

04/18/19 21Sextreme WTF

10 Inch Challenge = Conquered

It seems Allie Addison's apprehension levels are at zero, giving her little trouble with broski's maximum depth potential. And by little trouble, I mean the kind of potential organ rearrangement Art The Clown would be proud of.

11/20/23 FamilyXXX Big Dicks

WTF Moments In Pornography 2

Five of the most WTF porn moments we could find. A nut covered woman beating up a midget, the first female cumshot caught on film, Tory Lane's broken brain and an innocent question with a very questionable answer.

03/20/18 WTF

Sexy Triple Amputee Needs Money

She can't finger or fist herself but this hot little monopod is making some extra cash nubbing at her vagina for tokens. FAP FAP FAP

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