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Fear is the Weakness

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.

2,580,612 views 10/19/19 Backroom Casting Couch Anal

Wrong Hole... LIKE A BOSS

Lulu Love gets an unexpected, unwanted invite to a Turkish bike ride. Likely due to this rectal romeo giving more fucks about where his third supper is coming from than what he's aiming at. In other words: he tried to find da wey and it failed beautifully.

3,646,403 views 01/24/18 HeavyOnHotties Wrong Holes

EPIC Butt Plug FAIL

I like her face. I like her enthusiasm. But above all I like her devotion to commitment. Her borderline absent reaction to an explosive device detonating inside her spincther however, has reinforced my stance on late-term abortions. Like, 35 years late. Toss a token in the abyss via the source link.

2,899,354 views 11/27/17 Siswet19 Insertions

Oscar-Worthy Anal

We're gonna need that statue back, Leo.

1,780,257 views 11/13/17 Gay

Anally Destroyed French Milf

Another edition of "anal goes wrong", featuring the perforation of a fuckable milf's blown out colon. The city of love probably hasn't seen this much blood since someone made some cartoons last year.

2,993,750 views 11/13/16 Painal

Thot Butthole Rekt by Prized Mandingo

She's got the body type of a holocaust victim and she came to the glamorous dog fart productions to film her first interracial anal scene. Srsly tho, "dog fart" has to be the fucking worst studio name in porno history.

3,871,002 views 06/08/15 Dogfart Painal

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?

11,348,826 views 05/10/15 FAKings Painal

Porn Newbz Anal Fail

Former ISIS member with gigantic, fake wonky tits does her first porn shoot ever and she's about to learn pornography isn't all smiles and blowjobs. Nope. Sometimes it's about butt-plugs and pain.

8,986,353 views 12/15/14 Mia Khalifa Favorites

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.

3,188,347 views 03/26/14 Broke Model LULZ

Butt Sex Sends Poor Girl to the ER

Every dirty slut should know that a slippery fuck toy plus a cavernous butthole can equal a trip to the ER. Next time save yourself the embarrassing shuffle through the waiting room and tie a string to that mother fucker.

2,840,699 views 10/07/13 Insertions

OOPS! I Stabbed Your Cervix!

Some "feels" I am glad I will never experience in life. Child birth, menstrual cramps, bamboo fingernail torture, or when a unlubed and unwelcome penis randomly kicks open the door to the house of pain.

5,226,600 views 06/26/13 Wrong Hole

A Different Kind of Painal

Jackass-inspired stunt involving a weapons-grade slingshot and some cactus goes horribly right when the target, (a gypsy woman's anus), is met with a direct hit. And now I'm met with a direct boner. Circle of life.

5,436,869 views 05/29/13 Favorites

Prostitute Lasts Only 28 Seconds

Technically she lasted closer to 10, but this guy isn't very fluent in "NOOOOOOOOOOOOOOO", so that mahogany-stained browneye got pounded for a few more Missippi's than desired. Emphasis on mahogany-stained .

6,090,291 views 04/06/13 YourNextDoorWhore Painal

Accidental Anal Devirginization

Unlucky Spanish chick gets bashed in the butthole - full force, no lube! Prepare yourself. The level of agony herein is second only to Adele handcuffed to a stair-master.

6,594,722 views 03/26/13 Cumlouder Wrong Holes

Her G-Spot Is In Her Butthole

This actually starts off as a painal vid, but much like Cuba Gooding Jr.'s acting career, that only lasts for about 14 seconds. From there on it's all pleasure, and by 'pleasure' I mean nervous system-disabling assgasms so hot even Stephen Hawking would pop wood.

7,652,303 views 11/30/12 Double View Casting Favorites

Passion of the Painal

Whore #3 is quite adorable. She may not understand the consequences, but her facial expressions certainly have a story to tell.. namely "ouch, that hurts", "please hurry up" and "why in the fuck did I quit my job at Hotdog On A Stick for this shit". Live and learn baby.

9,394,284 views 09/07/12 Favorites

Broken Dreams, Broken Buttholes

Compliments aren't my strong point, but I must say... chick in the yellow dress is fucking stunning. I'd readily eat Honey Nut Cherrios out of Philip Seymour Hoffman's crusty asshole just for a chance to hold her hand. Someone Russian please hook it up.

6,132,059 views 08/03/12 Favorites

The Milf From Mars

Bittersweet painal, obscenity-filled ogasms, and a boob job pre-dating the birth of jesus. This ones got it all, and Ms. Big Ole Leathery Funbags earns some serious bonus points at the 2:35 mark.. Not even a fuckin rectal injury can dull her desire for ATM.

5,038,228 views 06/25/12 MomPOV Mildly Retarded

You Want To Quit... FOR REALZ

B-hole brutally wrecked at the hands of some Italians, likely won't be able to walk straight for a week. No, this isn't my review for the new Parmesan Crusted Steak @ Olive Garden. This is the infamous Rocco vs. Roxy Jezel scene, and you should watch the uncut version via the source link.

5,771,099 views 05/07/12 Painal

OOPS! I Accidentally Sodomized You!

If there's one thing that never fails to get a fuckload of clicks - it's videos of unexpected butt love. So here's 8 of em. That's right, EIGHT, as in the number of times I defecated after eating crab wontons at P.F. Changs. Enjoy.

7,164,185 views 01/22/12 Wrong Holes
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