Stewart's Guide to Anal Sex

The Dumbest Cunt In Porn

How does one earn such a title? First, be Serenity Haze. Then sign up for porn. Then refuse to do porn stuff. Finally, accuse the producer of rape and get caught lying over and over.

The Caught Compilation #20

Semi-homeless degenerate gets caught 4 strokes away from superstardom only to be met with the full force of a Starbucks-fueled Karen, ultimately sending his hardon to the boner graveyard. We've all seen it before. BUT, the big game hunter at the 2:15 mark? That predator deserves it's own week on The Discovery Channel.

CAUGHT CHEATING AGAIN

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.

Anorexic Butthole Destroyed by BBC

What's that old saying? The smaller the girl, the tighter the anal? Yeah, well after seeing this desecration of a corpse I'm not so sure anymore. I'll put it this way; you know the Lex Luther Drop of Doom ride at 6 Flags? She doesn't have to pay a cover charge to experience it. It's that bad.

18 Year Old Anal Virgin Risks It All

Great body. Classic look. Even has the courtesy to scrub daddy her dirty walnut before doing the coney island cha cha. There were definitely a couple moments of genuine concern on her face, but now you know why wedding rings exist. [song]

Cam Whore Left Speechless

Paying some skank on the internet to watch you jerk off on webcam seems pathetic and sad overall, but this cam slut has to hold back laughing when she see's this fuckin guys dick.

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.

Man Tries To Prove GF Isn't Transsexual

Mike Tyson and Beetlejuice's retarded love child attempts to prove to the world via social media that his GF is in fact a girl. I'm not entirely convinced, seeing that her penis is larger than mine.

Strip Clubs Have Evolved

Here’s another horrifying example of simp culture; The pussification of the hopeless male in the form of extracurricular CBT. What the fuck is going on here? Ogling strange women at the tune of a months worth of paychecks used to be a respectable form of entertainment. Now? Its just another girl boss moment.

Hungarian Thot Gets Taught

Some see this director as romantic and passionate, others see his films as pure degrading and exploitative smut. IDK personally, but watching him shoot a screaming jizz wad into her esophagus is pretty neat.