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Stewart's [NEW] Guide to Anal Sex

Three years later and it seems [-our boy-] has ditched the mashed potatoes recipe and moved on to crafting a signature carne asada. ¿Felicidades mi amigo?

1,091,577 views 07/03/23 Brown Barbie Anal

20-year-old "Sex Pro" Can't Anal

Not old enough to leave Food Lion with a 6-pack of Bud Light, but she's already carrying a body count that would make a frat house blush? You'd think by the semi-centennial cock that went 1v1 with DM-TrainTrackFace she would've learned to fertilize the backyard. But... nope.

1,672,453 views 04/14/22 Backroom Casting Couch Anal

Sound Cloud Rapper vs. Anal Sex

The reality of having less musical talent than an asthmatic hedgehog must have hit her like a sac of 90's PSA videos and she needed clout, badly. How can life get any worse you ask? Well... I'll let searches for "how do you stitch a butthole" answer that.

1,847,431 views 05/31/21 Backroom Casting Couch Anal

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.

2,595,893 views 10/19/19 Backroom Casting Couch Anal

French Mustard: An Anal Sex Fail

"France has neither winter nor summer nor morals and has usually been governed by prostitutes... apart from these drawbacks it is a fine country." - Mark Twain

2,821,734 views 04/26/16 Anal

FAIL: Teacher Attempts Double Anal

Deleted scene from Un-Natural Sex 20 involving an ex-teacher looking to sacrifice the health of her colon in exchange for fame & fortune (aka $728 and maybe, just maybe, a Q&A with Swank magazine). Epic spoiler: things don't go as planned.

4,740,564 views 08/31/11 Fail

Comfort Fail

Sativa Rose has a breakdown and walks off set after finding herself overwhelmed by the half dozen cocks she was assigned to fuck. Fortunately the cameraman was kind enough to lend some emotional support: in the form of some surprise butt sex!

3,818,239 views 08/05/10 Fail

A Good Reason Not To Do Anal

I know I know, all I ever do is boast about the greatness of anal sex. But we must not disregard a major downside to packing fudge - and that would be the fact that getting shit all over your cock is inevitable.

3,092,944 views 08/01/08 IncrediblePass.com Fail

Anal Sex Gone Wrong

This dude gets some poop on his dick while fuckin a black chick in the ass. Next time use a condom!

4,128,984 views 05/12/07 Fail
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