Search results for first anal

Reset Search Page

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.

10/18/20 Anal

Sasha Grey is a Racist

Not the first time I've seen a girl that got me through those awkward high school years trying to erase her past, but it might be the most indisputable. Silly goose, you can't just replace us with Twitch simps and expect us to forget lol

10/07/20 Amateur

The Biggest Cuck on Earth Part 2

[MAKE SURE YOU WATCH PART 1 FIRST] Here it is. A live demonstration of what may be the very first evidence that sexually transmitted diseases are a conspiracy. Freddie Mercury: I'm going to get you the justice you deserve.

08/20/20 Cuckold

Aunt Opal and The Pnut Butter Virgin

A teenager confesses his first sexual experience. Based on a true story about a peanut butter sandwich, the dangers of masturbating, and how Aunt Opal made her nephew a man. A man with issues needing life long therapy, but a man none the less.

08/05/20 Vintage

How Legends are Made

The one and only JSC aka The O.G. Wzard of the Teflon Rectum. Her anal acrobatics set such a standard in the renaissance days of underground porn, you'd almost forget she used her vag recreationally. But in 1998... something magical happened...

07/25/20 Extreme

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.

06/19/20 Wrong Holes

The Punching Bag

I think her first mistake was swiping right inside a Walmart. That kind of risk taking can only translate into one thing: "your 17 inches of combo wieners doesn't phase me, please man up and turn my kidneys into a box of Idaho spud's classic mashed potatoes". Invitation accepted.

06/01/20 Amateur

Swinger Virgin has "Second Thots"

To truly appreciate this one you have to understand it's completely legit. This isn't just any old deviant pretending to get crotch lice at the carnival. And it may very well be the first documented swinger cuckolding. In other words: The only way Pavol is getting pussy juice on his face today is if he starts crying.

05/17/20 CzechCOUPLES LULZ

Cute and Disabled

Meet the Helen Keller of casual sex. At first I was like cool, another fake video I'm exposing my White Snake loincloth too... and then I realized this is 100% legit and should be in the first chapter of every sign language program in the country. Hit me up Rosetta Stone.

Awkward Moments in Porn 9

Homing in on the 10-clip anniversary of offensive sexual acts among a global pandemic, and yet I remain hopeful. I mean hopeful that people in quarantine will continue to produce more reprehensible content than a Harvey Weinstein video library, not the Covid stuff - we're fucked. Like the guy in the first clip: Fap until it goes dark.

Cucked to Tears

First time I've seen a wife rental video where the girl and her hired gun are left more humiliated than the husband. 7 1/2 inches of New Orlean's finest essentially left them completely mute, save for some sobbing that is usually reserved for the customer service desk at Lululemon. Hilarious.

02/07/20 Cuckold

Camgirl of the Decade

It's been 14 years of Efukt, so trust me when I say I know talent when I see it. Meet siswet. A girl that has cultivated a million Chaturbate followers by using her asshole to inhale anything without a birth certificate. I'm talking the Kirby of butt stuff and there's no fucking end in sight.

01/29/20 Siswet19 Camwhores

Fear is the Weakness

Don't let the confidence in her voice fool you: This cholita's ability to withstand pain is about as real as her soggy pancakes in a pushup bra. As illustrated by his first, second and 17th attempt to keep a decent rhythm in her poo canoe. The end result? Well... you'll see.

Gayng Lyfe

As if the second amendment wasn't under enough criticism right now, we're gonna add a new dynamic: Introducing the Felons And Gangsters Movement. It's not quite left. It's not quite right. But dammit, California is going to need new tourism commercials ASAP.

10/15/19 Gay

The Show Must Go On

Playstation One-levels of animation and someones first experience with Windows Movie Maker goes horribly... right? In other words, I only ejaculated twice. And that's coming from a man whos seen Sarah Silverman naked. My voice matters.

Safety First

07/11/19 Crazy

The 18-Second Man

My first pay-to-play happened in a Burger King toilet stall. She was more Kurt Perry than Katy Perry, Kinda foul. Not even a triple replay of Heather Graham's bush in Boogie Nights changed the mood that night. But... if I had this guy's attitude? Life... life would be different.

06/27/19 Big Dicks
Type ? for random video