Stewart's Guide to Anal Sex

Hooker of the Year 2019

Poor prosti gets sandbagged by a local gentleman who's only sexual experience involves Walmart's checkout line & Colt 45. But apparently her dugout is built for the major leagues, cause despite his John McLane ingenuity... she still walks away with a smile. Fucking amazing.

YOU'RE DOING IT WRONG... AGAIN

Not since ejaculating to Samuel L Jackson's death scene in Deep Blue Sea have I felt this much cinematographic remorse. They just let his wonder worm flap around without even an attempt at Photoshop. Five more leading roles like this and she'll be ready for Paul Anderson.

Rough Sex Accident

This 'top quality' penthouse hotel porn gets awful real fast. Some say his dick is too big, others say her holes are too small. If you were to ask me I would say LOLOLOL.

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".

Downs with the Sickness

Impressive method acting on his part to be honest. He's got that 'my mother, sister and John Deer push mower are all the same person, so I listen to The Black Eyed Peas on vinyl' look down to a science. Unrelated question: Does gonorrhea cancel itself out if you get it twice? Asking for a friend.

Russian Noob Can't Invade Sex Industry

Nope, not even giving you a participation trophy for this one. I've sat through episodes of The Golden Girls with more enthusiasm. FREE TIP: When geriatric sitcoms produce stiffer erections than ur performance, it might be time rethink the whole iNdEpeNdenT wOmAn thing.

CHAD CAN'T MAKE HER CUM

Real 18 Year Old Sister's Anal Assault

At first I thought the same as you; What Tim Burton movie did Ice Spice crawl ass backwards out of? Immediately followed by wondering why Sofa "diapers at 23" Weber would subject her own flesh and blood to the [first] dirty donut bulldozing we saw. Evolution is a mystery.

French Mustard: An Anal Sex Fail

"France has neither winter nor summer nor morals and has usually been governed by prostitutes... apart from these drawbacks it is a fine country." - Mark Twain

Life of the Party

You know you had fun when the next day you wake up with a concussion and realize you not only left your phone, but you also forgot your clothes, underwear, sunglasses and self-respect at the club.

The DeVIRGINIZER

What's that old saying again? If a mint condition cornhole exists, Pierre Woodman will abuse it more than a penalty shot kicker from England? Unlike Snaggletooth McButtfuck over here, those three lads can sit down on a hard surface for the next month without consequence.

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.