OOPS! I Accidentally Anal'd You!

If there's one thing that never fails to get a fuckload of clicks - it's videos of unexpected butt love. So here's 8 of em. That's right, EIGHT, as in the number of times I defecated after eating crab wontons at P.F. Changs. Enjoy.

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Ratchet Compilation 2K17

Another edition.

01/26/17 LULZ

Real Virgin Gives It His All

Somebody in the original comments was yappin about no proof this is his first time. My main man; 3 seconds of glazing over this specimen's choice in facial hair, vocabulary and thinking CPR is a form a cunnilingus says otherwise. Peep another awkward rookie [here].

10/21/24 Virgins

Real Twin Sisters Go ASS-TO-ASS

We aren't talking about your traditional hole-to-hole, human centipede sausage link simultaneous penetration here. But someone ramming their jelly bean into you immediately after pulling it out of a sibling is just as reprehensible, so it still counts. I've been appointed to the head of this committee and those are the rules I've outlined.

85 Pound Nerd Masturbates @ Work

This girl is ridiculously cute. I want to hold her hand. I want to smell her hair. I want a 3x5 inch cut-out of the computer chair fabric that was blessed with her vaginal discharge. Until then, this gem will have to do.

03/21/13 MyFreeCams Asians

The Caught Compilation 23

Another vigorous pairing of perverted miscreants that would be better suited opening at the Gathering of the Juggalos instead of having freedom of choice in a semi-coherent society.

Stewart's [NEW] Guide to Anal Sex

Three years later and it seems [our boy] has ditched the mashed potatoes recipe and moved on to crafting a signature carne asada. ¿Felicidades mi amigo?

07/03/23 Brown Barbie Anal

OOPS! I Stabbed Your Cervix!

Some "feels" I am glad I will never experience in life. Driving the speed limit, menstrual cramps, bamboo fingernail torture, or when a unlubed and unwelcome penis randomly kicks open the door to the house of pain.

06/26/13 Anal

Goober Tries Not To Cum

It's only 10 minutes into the all night sex party and this douche is about to bust his nut after a 30 second blowjob. Not wanting to end the night early, he awkwardly death grips his penis attempting to cease climax.

Educating An Anal Virgin

A pair of seasoned rectal specialists agree to shoot a scene with a girl less experienced in butt fuckery than an Amish housewife. Points for trying to stick it out until the end, but let me tell you; It's all fun and games until Fransisco & Co. are face-to-ass with last night's carne asada.

02/10/25 FAKings Anal

This is How Juggalos Procreate

Traditional association with Juggalos tends to be littered with words like disfigured and faygo and the aroma of a Sudanese outhouse... but not today. I'll bet my bottom dollar underneath all of that Walmart makeup, Krustina the Klown is a girl worth getting to know. Support them [-HERE-] and [-HERE-]

08/14/23 Crazy

Awkward Moments in Porn 9

Today we're rounding third on a baker's dozens worth of boner-deflating cringe collections so bleak, you'll wonder what the point of sexual intercourse even is anymore. Just load up one of those Choose Your Own Adventure Hentai VR fantasies, and fuck the Hamtaros out of a face-swapped Charizard until you feel alive again.

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