Wrong Hole... LIKE A BOSS

Stewart's Guide to Anal Sex

Sociopaths are called psychopaths but there are differences. Psychopathy can be thought of as a more severe form of sociopathy with more defined symptoms. All psychopaths are sociopaths but sociopaths are not always psychopaths.

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.

The Accidental Anal Compilation

Not much is worse (or funnier) than an unexpected penis bashing some hoer O-ring with little forewarning or lube. Ideally, zero forewarning and zero lubes.

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.

Awkward Moments In Porn 16

There's a lot to digest here. But nothing is as concerning as whatever rodeo clown, double-wide uncle sister bullshit is going on around the 3:11 mark. Axe body wash isn't going to clean this feeling off me tonight. Time to dip into the disaster emergency kit.

Awkward Moments in Porn 14

Flattery was never my strong point... and it still isn't. Half the decisions here look like they were made by a person that smokes wet Newports, and yet everyone is chowin down like it's grandma's old fashion applesauce. Your fellow Walmartians will be hearing about this.

Tricking Guys Into Smelling Cunt Slime

Meet "WhitneyWisconsin". She is an attention whore in addition to an actual whore, and thinks that this borderline felonious shit is funny. Check her out before she becomes incarcerated... or self-aware.

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.

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.

THE FRIENDSHIP IS OVER

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.

WRONG HOLEZ: 2023

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