Hipster Slut Gets Unexpected Anal

6,931,351 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

Proof that Money Can Buy ANYTHING

There's just no hiding from your past once you pull the trigger on something like this. Their Ross Store wardrobes will be forever stained. The regret can't be washed off. And the $27 paycheck isn't enough to drink the memories away. #crankthattherapist

2,703,114 views 08/26/21 Amateur CFNM Big Dicks

THE WORST BOOB JOB IN PORNO HISTORY

It's too bad they don't do returns or exchanges, because these tits look like fuckin' grocery bags with cabbages in them. UGh...would totes still smash, but holy shit them titties fucked up yo!

2,369,194 views 07/30/16 Kylee Nash Modifications

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.

6,769,138 views 03/26/13 Cumlouder Wrong Holes

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.

1,938,145 views 10/24/22 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.

4,299,125 views 06/19/20 Wrong Holes

How to End a Pornstar's Career

The infamous scene that would ultimately end the Tour de Anus otherwise known as Jessie Roger's run as a pornstar. Her body would suffer more abuse than an uncooked piece of beef in front of Gordon Ramsay... but was it rly enough to force early retirement? u tell me, bruh.

2,974,839 views 01/10/22 Hardcore Gangbang Crazy

Milk and Cereal

You could throw a football in her asshole and hit nothing but net. She has the Mariana Trench of colons and today she's pushing the limits of pornography, breakfast, and ass sphincters all at the same time.

3,264,487 views 07/09/15 EvilAngel Gape

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.

3,806,549 views 01/24/18 HeavyOnHotties Wrong Holes

WRONG HOLEZ: 2023

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

1,850,984 views 11/23/23 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.

5,331,261 views 06/26/13 Wrong Hole

NEVER TRUST TOURISTS

22,652 views 12/18/24

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.

7,335,147 views 01/22/12 Wrong Holes
Type ? for random video