First Time Anal Ends In Tears

AKA "How to fuck teenagers for 60% off." So a little burnout QT3.14 thought she could get some extra weed money for some anal. Only problem is she's never done anal and has no idea the hurtin' she's in for.

Uploaded 05/06/17 Painal

anal, cry, fail, pain, shittalk

Related Videos

Public Degeneracy Volume 15

All I ask is to watch and promise to never replicate. Especially that indoor power washing in the last video. One wrong push and you run the risk of turning the thunderstorm into a full blown shit shower. I call it "the heat seeking carmel farmer" and it's the #3 reason for divorce. Right behind finances and sending an application to Lily Philips.

Passion of the Painal

Whore #3 is quite adorable. She may not understand the consequences, but her facial expressions certainly have a story to tell.. namely "ouch, that hurts", "please hurry up" and "why in the fuck did I quit my job at Hotdog On A Stick for this shit". Live and learn baby.

09/07/12 Favorites

The Most Fucked Up Game Show Ever

Long before there was "help me stepbro!", there was "have you ever seen your mom naked?". The difference? People wouldn't (normally) contaminate a box of Kleenex's finest to radio shows. Social media was and still is our biggest evolutionary mistake.

02/19/24 Strippers

Unethical Erectionz

New fetish unlocked at the 2:35 mark: Wearing your friends fish purses like a pair of Jimmy Choo platforms. Except in this version you don't have to cough up a mortgage payment on 5th avenue before getting ankle deep in fashion week. Bargain of the century. [more: Y809Y]

04/01/24 Bizarre

Public Degeneracy Volume 1

More than a baker's dozen worth of mentally-ill fueled societal taboos so unprecedented, you'll have to rethink your entire post-Delta variant plans for next summer. Don't be fooled by some of the smiles on these faces; Everybody was harmed during the making of this video.

America's Real Crisis

This is what happens when Tinder gets boring and a woman experiments outside of her comfort zone. That fucking thing is one "let met talk to your manager haircut" away from being Brie Larson's stunt double. Or Tim Burton's next villain. Feel free to choose your own adventure today.

Anal Virgin Redeems Herself

goblin mode; the behavior of someone who wants to feel comfortable doing whatever they want, not caring about trying to be clean, healthy, attractive or about impressing other people. [PART I]

Lana Rhoade's Biggest Regret

Contrary to appearance, leading role in the 2017 cornhole apocalypse was not her specialty. Now that she's retired, you could say her talents were more wasted than season 5 of The Walking Dead. Regrets are temporary. Mike Tyson uppercutting your sphincter in the 3rd round is forever.

07/05/21 Painal

Bad Boyfriends 1

The upside to being treated like the exhaust pipe of a Chevrolet El Dorado? Literally nothing. All you have to do is breath and the alpha male fantasy fan fiction will magnetize to you like a herpes outbreak at a Playboi Carti concert.

03/21/22 Bad Boyfriends

Erectile Dysfunction... LIKE A BOSS

There's really nothing more emasculating than getting taunted over your sexual inadequacies, save for maybe your mom walking in on you as you spank it to Robin Williams in Jumanji. The point is... Jumanji is a great movie and unfairly disregarded.

04/02/12 LULZ

BREAKING AN 18YO

07/23/25

How To Have Cyber Sex!

Many, many years ago, in the days of old known as 1997, an instructional VHS was forged. Watch and learn how to master the art of one handed typing with post-aspergers Winnie Cooper from the "Wonder Years".

07/31/14 LULZ
Type ? for random video