Hipster Slut Gets Unexpected Anal

6,870,263 views

Rylie Richman says she never does anal. IMO, that's about as probable as Amy Winehouse hosting the Indy 500 inside her vagina but okay. In this clip, she puts her internal organs to the test by fucking a black guy who's got a cock the size of an ewok. An already bad situation is made worse when said Ewok cock slides up the wrong orifice.

Related Videos

Primative Sexology

Naturally occurring clay has impurities such as rocks & sand in it. There's a way to filter these impurities by planting a female of breeding age directly into the Earth. In this video I start by digging approximately 5 feet into the ground. Then applied our volunteer. This was done a number of times until they realized working retail at Walmart was a better idea after all.

984,199 views 12/01/22 Insex Archives Documentary

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.

3,675,755 views 01/24/18 HeavyOnHotties Wrong Holes

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.

5,246,055 views 06/26/13 Wrong Hole

WRONG HOLEZ: 2022

So you think Dr. Phil has covered all the bases of marital disasters? Well it's time to reevaluate bitch. These pioneers of female empowerment do it all. And by all I mean everything except give us the long awaited sequel to Karen's Krapper: Volume 27. Alexa, play Big Bottom by Spinal Tap.

1,746,882 views 10/24/22 Wrong Holes

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.

7,203,412 views 01/22/12 Wrong Holes

17 COCKS = REGRET

Discounted Rice-a-Roni, a Dwayne Johnson body massage and joining a Chick-fil-A protest: All things I'd willingly commit to before slapping a ring on Jasmine Bryne. Pay attention boys and remember: One day it could be half of YOUR Amiibo collection.

2,742,955 views 09/04/19 Teen

NEVER USING TINDER AGAIN

22,038 views 05/16/24

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.

6,633,204 views 03/26/13 Cumlouder Wrong Holes

101 Asian Stripper Tricks

Welcome to the far east, a place where vaginas are never shaved but always multi purpose. A place where a nice business man can get a sake and light a cigar off a strippers vagina. Fun times.

1,932,487 views 02/29/16 Asians

WRONG HOLEZ: 2023

The only appropriate video to post on a day where the family gathers to stuff orifices.

1,472,499 views 11/23/23 Wrong Holes

Breakdown BEFORE The Anal?

We're about to document the dream of a girl that's had more sexual partners than Tom Brady's 2022 passing yards, or create the gentleman's guide to recreational pharmaceutical use. Either way: NO REFUNDS.

1,710,404 views 01/23/23 Backroom Casting Couch Breakdowns

WRONG HOLEZ: 2020

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.

4,097,683 views 06/19/20 Wrong Holes
Type ? for random video