First Time Anal Ends In Tears

4,317,473 views

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

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.

808,311 views 02/19/24 Strippers

Uncomfortable Moments in Porn

Emphasis on the 2nd clip. I laughed, I cried, I wondered if this was the backup plan for Cliff Hanger 2 if Stallone's medicine cabinet ran out of human growth hormone. And now you get to experience the same thing for the ultra low price of $0.00. Suck it Apple Vision Pro.

944,076 views 06/22/23 Mildly Retarded

The Anal Full Nelson

When an Azn teenager is reluctant to finish getting ass fucked, it's this guy's cue to utilize a pro-wrestling style submission maneuver and ride it home. Featuring acting so good Kirk Cameron would shed a single tear.

5,526,658 views 01/23/14 Favorites

Societal Decay Episode 1

Classic cases of unbridled overconfidence. If only these creatures put as much effort into velcroing their crotches shut in public, as they did into experimenting with pain medications: Then maybe these permanent marks on their resumes could have been avoided. Yikes and gadzooks.

1,958,203 views 10/01/20 LULZ

You Want To Quit... FOR REALZ

B-hole brutally wrecked at the hands of some Italians, likely won't be able to walk straight for a week. No, this isn't my review for the new Parmesan Crusted Steak @ Olive Garden. This is the infamous Rocco vs. Roxy Jezel scene, and you should watch the uncut version via the source link.

5,787,468 views 05/07/12 Painal

The Worst Tattoos in Porn 2023

For fuck sakes, these dorks could've thrown a dart at any billboard in Las Vegas and found better ideas to attach to their bodies permanently. I haven't seen people this far out of their comfort zones since the launch of Burger King's ultimate breakfast platter.

794,567 views 04/24/23 Fail

The Most Gentle Breakdown Ever

This girl has 1 of the nicest racks I've ever seen. But bundle that with an extremely frigid personality & you then have the biggest disappointment since Macaulay Culkin's The Pagemaster. Seriously, this chick's so uptight she wont even do a facial. It's tragic.

6,730,818 views 02/06/12 Rocco Siffredi Breakdowns

Would Not Hit

Much like Robocop 1-3, this goes from mildly erotic to fucking horrible pretty darn fast. Tipping point involves a Cambodian that apparently tried to high-five a weed wacker.

4,291,209 views 08/28/12 Amputee

REAL: E-Girl Takes Fan's Virginity

One half of MTV's greatest creation hits the fucking SIMP jackpot. She's Cameron Canela and before her IMDB sported titles like Don't Break Me Volume 6 and Republican Candidate Wife Swap she was handing out freebies to genetics most unfortunate specimens.

2,678,567 views 04/28/22 Virgins

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.

1,734,791 views 07/05/21 Painal

Prostitute Lasts Only 28 Seconds

Technically she lasted closer to 10, but this guy isn't very fluent in "NOOOOOOOOOOOOOOO", so that mahogany-stained browneye got pounded for a few more Missippi's than desired. Emphasis on mahogany-stained .

6,104,083 views 04/06/13 YourNextDoorWhore Painal

SORORITY GIRL FREAKOUT

49,071 views 04/15/24
Type ? for random video