Hipster Slut Gets Unexpected Anal

6,870,780 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

High Maintenance

Her claim to fame is deplorable... but when the clothes come off her barbarian hips look like they can survive giving birth to Danny Devito and it's fuckin' beautiful. 5/5 Yelp stars, would eat again.

3,041,699 views 12/17/18 Vintage

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.

1,748,351 views 10/24/22 Wrong Holes

WRONG HOLEZ: 2023

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

1,474,959 views 11/23/23 Wrong Holes

College Bros Get a Reality Check

Two semesters spent shotgunning Bud Light and using the sink as a toilet? No problemo. Thirty five seconds of experienced squabblenecking? Not a fucking chance. Ladies and gentlegenders - I present to you face of higher education.

2,714,062 views 06/16/19 Bangbros Premature

Fan of the Year: You're Doing it RIGHT

Carl Sagan said it couldn't be done. Mythbusters ignored our requests to do an episode on it. But thanks to NEGATIVE DOLL we finally have definitive proof that fan videos can be fucking awesome #REACHFORTHESTARS

2,098,957 views 08/19/18 Teen

NEVER USING TINDER AGAIN

35,801 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.

6,634,389 views 03/26/13 Cumlouder Wrong Holes

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.

4,099,224 views 06/19/20 Wrong Holes

700 Reasons Not to Get Married

200 women, 500 men, an uncountable amount of dollar store tattoos and a dead ex-husband are just the tip of the cuntberg for this self-proclaimed 'human cockroach'. I do have to say though, that vagina is in remarkable condition for a lady that has more mileage than Al Bundy's Dodge Duster. [More Info = HERE]

5,387,063 views 08/08/18 Gallery

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.

3,676,821 views 01/24/18 HeavyOnHotties 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.

7,204,518 views 01/22/12 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.

5,246,744 views 06/26/13 Wrong Hole
Type ? for random video