Search results for awkward sex

Reset Search Page

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

INCREDIBLE: 3 Orgasms in 90 Seconds

A truly beautiful ballad about a girl that makes pterodactyl sex noises and a man that pulls off one of the most amazing sexual achievements ever filmed. I think we all wish we had a little Jimmy in us.

Awkward Moments In Porn 2

"Fuck me in the ass" reluctantly said the state puff marshmallow woman, as he thrusted his black penis deeper into her gooey marshmallowy hole.

Pornstars Sexually Destroy Newbz

Watch these little engines that just fucking couldn't get a new hold on reality as S-tier pornstars turn their sexual fantasies into humiliating nightmares.

Mindfucking the Delivery Man

The story of a hungry naked girl, an awkward handshake and a condom full of money. More of the blonde getting railed in the source link.

I Haz a Breakdown

Scene's over and it's time to go home... but first this starlet has a complete mental unraveling. Her tears and plight do little more than generate awkward lulz and kill the mood for the next girl.

04/11/14 LULZ

OOPZ, LOST TEH DILDO

Losing an 8 inch dildo in in a girls ass can have some consequences beyond fecal flavoring. If you can't get it out, the shoot is over and it's an awkward trip to the hospital with an unhappy porn star.

02/04/14 21Sextury Fail

Awkward Moments In Porn 1

Like when you can't think of a description, cuz you realize everything you post is awkward... fuck.

The Man With Two Dicks

Being born with a deformity is horrible, until you consider the possibility of having two big fully functioning cocks. In that case, it's winning the genetic lottery and gaining super human sexual abilities. Finally a hero the internet deserves. Read more here.

01/02/14 Gallery

Awkward Guy Ruins Porn Shoot

A socially inept goober gets a job getting jerked off by a hottie and manages to fuck it up, dashing his dreams of porn stardom in the process. It's like the movie Rudy, if Rudy was thrown out the game before ever playing and never scored.

12/03/13 LULZ

Ratchet Sex Tape Fails

Ratchet is what you get if a "ghetto hood rat" and a "chicken head" have a fatherless daughter that becomes a stripper.

11/18/13 LULZ

The Most Beautiful Breakdown Ever

These two carpet munchers soul mates engage in dikey lesbo sex make passionate love and after cumming her brains out, she breaks into happy tears.

11/05/13 Elegant Angel Fail

Porn's Biggest Losers

Little engines that just fucking couldn't. If there was a "Special Olympics" for sexual performance, these guys would still be the underdogs of the league. The other retards would prolly bully them.

10/30/13 LULZ

First Sex Toy In Space

We as humans are at the fuckin' highest point of civilization we've ever achieved. Our technology is more advanced than ever before in history and recently, we put a dildo in orbit... Welcome to the new age.

10/23/13 Bizarre

Lost My Virginity To A Pornstar

He came packing a mullet, social-awkwardness and the body type/skin tone of a marsh mellow with prescription glasses. But that day back in 1998, he was a hero for 10 minutes at a gentleman's club in Arkansas.

10/20/13 LULZ

Butt Sex Claims Another Victim

Every girl should know that a slippery fuck toy plus a cavernous butthole can equal a trip to the ER. Next time save yourself the embarrassing shuffle through the waiting room and tie a string to that mother fucker.

10/07/13 Insertions

The Socially Awkward 18 Year Old

When it's a girl's first time doing hardcore porn and she's too nervous on camera to put two syllables together, you get what I imagine to be the closest experience to fucking a corpse you can have without taking a trip to the morgue. Luckily the awkwardness only makes me harder.

08/13/13 Teen
Type ? for random video