Stewart's Guide to Anal Sex

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".

Puff Daddy's Sex Slave Leaks Everything

Imagine going public with all kinds of major mainstream media intelligence, only to get exposed for pipping down room fulls of midwife MILFS dressed as Smokey the fuckin bear. Just lose 40lbs and blame it on Woody Harrelson, you'll be aite.

18 Year Old Barely Survives Anal Rampage

At first I was positive this was the same woman that keeps invading my Instagram feed with videos about blowing circus clowns and publicly shaming herself for having the vaginal odor of a Sudanese outhouse. But her (un)puckered starburst having the towing capacity of a Dodge Ram 3500 proved otherwise.

Anal Won't Make Me Quit!

Girls this determined to finish are hard to find without an Olympian background, so consider yourself lucky. Both for getting to bear witness to this unstoppable force, and for not having to be the one to explain the beef bourguignon shit stains on mom's new comforter.

Pimp Life in the Trap House

Meet "Pimpin P" from Oklahoma. He's your average everyday abusive drug dealing pimp with nothing to live for. Here he is "doin' big thangs", which apparently translates to bullying a cross-eyed runaway into drinking piss and blowing his home boys.

"The Best Experience of My Life"

I'll leave you with some wisdom my acquaintance at Panda Express bestowed upon me: Never underestimate a woman's will to feed. She may have the phenotype of a New Jersey soccer mom... but when the adrenaline hits, watch the fuck out.

Fake Stripper High On Pharmaceuticals

Babbles the pornstar takes too much of something before ruining a scene where she plays a patron fucking stripper. Also featuring an awkward dude and his borderline gay friend as "the stripper fuckers".

Real Cowboy Shit

♫18 naked cowboys in the showers at Ram Ranch ♫ Big, hard, throbbing cocks wanting to be sucked ♫ 18 naked cowboys wanting to be fucked ♫ Cowboys in the showers at Ram Ranch

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.

"I WONT TELL YOUR WIFE"

I Got A Husband

From the bowels of world star hip hop comes a little gem that's straight outta Compton! Staring a wild wildebeest that has been caught fellating a local hoodlum in the middle of the street. Some real ratchet shit yo!

Buy A Daughter, Get the Mom Free: Part 2

The only thing more arousing than a mother renting our her own flesh and blood to the tune of a 2 for 1 BOGO flash sale, is the sequel of a mother renting our her own flesh and blood to the tune of a 2 for 1 BOGO flash sale. I don't know about you but my shrimp roll just got supersized. [PART 1]