Painful Moments in Anal Sex

1,752,830 views

It's that time again. The blurring of that line between majoring at a community college and female independence as illustrated by a sex act that's lead to more adult diapers than In n' Out's Animal Style. Never before has adult entertainment made me proud of the reward points I earned shopping exclusively at Walgreens.

Uploaded 10/28/21 Anal

painal compilation, amateur anal fails, home videos, interracial porn

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Safe Sex FAIL

Gloryhole rookie "Emma" unequivocally accepts defeat after Stewart's Magnum XL ventures into deeper waters. In other words: The flex went wrong HAHA

2,038,983 views 07/09/21 Gloryhole Swallow Fail

It took years, but we finally have another worthy entry for the museum of unintentional rectal breaching. I'm talkin 3.5 nonstop minutes of backdoor bruising that white people should only experience inside the CHAZ zone. Only difference is the people in this video actually put meat inside their bodies lol.

4,086,064 views 06/19/20 Wrong Holes

Double Anal Downfall

It's like the girl with the super hip mom that totally supports her daughter getting ring-blasted by guys named after sports cars got a pep talk and couldn't wait to bring it on the grid iron. Then gets jobbed out like the 2008 Detroit Lions. A Karen of the Kum world if you will. TY for listening to my cunTED talk.

1,908,656 views 01/18/21 Anal

WRONG HOLEZ: 2020

4,086,064 views 06/19/20 Wrong Holes

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".

2,039,675 views 10/04/21 Dogfart Anal

Unacceptable Devices IX

Nope. Not even giving the participation trophy to the self-sustaining personal human centipede butthole hydration conveyor belt device being demonstrated at the 2:30 mark. It may have made the cut for this compilation... but at what cost?

1,066,267 views 03/21/24 Unacceptable Devices

The DeVIRGINIZER

What's that old saying again? If a mint condition cornhole exists, Pierre Woodman will abuse it more than a penalty shot kicker from England? Unlike Snaggletooth McButtfuck over here, those three lads can sit down on a hard surface for the next month without consequence.

2,645,071 views 07/12/21 Woodman Casting X Anal

SHUT UP AND FUCK MY FRIEND!

26,262 views 04/28/24

Advanced Sex Moves 2021

I'm all for testing boundaries, but caution should be advised if you want to attempt any of these yourself. Tip: When testing those Special Team plays you saw online, it's best to practice first. PROOF: The $4500 bill I have for buying this.

1,297,743 views 07/19/21 LULZ

The Caught Compilation 12

This is what happens when you allow incels to explore live environments. Safe spaces are invaded, genitals get exposed - all because some guy who thinks Ethereum will be the world's currency couldn't get his weiner wet at the last box social and is now living a revenge fantasy.

2,295,879 views 02/17/22 Caught Compilations

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.

6,151,053 views 08/03/12 Favorites

Thot Hilariously Ruins Cum Shot

This is a pretty amazing scene right up until the point when it becomes one of the best cum shot fails of all time. Imagine the glorious feeling of having your penis sucked -- now imagine that feeling being destroyed right when it counts.

5,426,556 views 09/27/14 NubileFilms LULZ