Awesome Fail

I don't know whats more fucked up: the fact that he's boning a woman older than dirt or how the enjoyment he gets from it leaves him socially retarded and unable to saying anything more than "AWESOME!". This is what happens when you use Craigslist to get your dick wet you dirty motherfuckers.

Uploaded 07/26/10 LULZ

fail, funny, home made, nasty, old

Related Videos

Surprise! You're A Cuckold!

Of all the ways to absolutely starch what's left of your testosterone, scarfing down two hefty servings of second hand bro snow was not on my bingo card. But it's 2025, so it probably should have been. obv my fault.

07/31/25 Cuckold

Thot Hilariously Ruins Cum Shot

This is a pretty amazing scene right up until the point when it becomes one of the best cum shot fails of all time. Imagine the glorious feeling of having your penis sucked -- now imagine that feeling being destroyed right when it counts.

09/27/14 NubileFilms LULZ

Cornholin in Kentucky

A couple of yahoos get caught mashin potatoes during happy hour. Not very conspicuous about it either. Remember that one weirdo in school that always dropped his pants to the floor in front of the urinal? This is what happens when he grows up.

05/15/23 Busted!

Pornstars Read Hatemail

I'm not totally convinced that all these girls have reached stardom. Also, I think Tabitha Stevens now qualifies for senior benefits, and one girl looks homeless, but whatever.

03/15/15 LULZ

Awkward Moments In Porn 13

There's a lot to digest here. But nothing is as concerning as whatever rodeo clown, double-wide uncle sister bullshit is going on around the 3:11 mark. Axe body wash isn't going to clean this feeling off me tonight. Time to dip into the disaster emergency kit.

Testicular Anal Insertion

Is it possible to put a man's balls inside of a butt? Why would a human being do such a thing? Is this some strange evolutionary step in coitus? Today we ask the hard hitting questions...for science.

03/19/16 EvilAngel LULZ

Wheelchair Bobby Inseminates Goth Prostitute

Watch as emo Helga Pataki dirty talks Jimmy Noodle Legs during a hot coitus session. Turns out Jenny from Forest Gump isn't the only suicidal girl down for banging immobilized mental midgets.

11/23/16 Bizarre

Cum Hating Pornstars

The supply of seminally apathetic women is never-ending.

09/07/23 Orgasms

Testicular Anal Insertion

Is it possible to put a man's balls inside of a butt? Why would a human being do such a thing? Is this some strange evolutionary step in coitus? Today we ask the hard hitting questions...for science.

03/19/16 EvilAngel LULZ

This Isn't Even My Full Power

Becky Bagels foolishly thinks her road trip to the swampland is going to be an uneventful one. That is, until her travel guide delivers the kind of backdoor beatdown that insurance companies are suddenly starting to add in-network coverage for. Many such cases.

01/16/25 AnalVids.com Gape

Awkward Moments In Porn 5

Auto-fellaters, Braingasms and a straight up public service announcement fists should only be use in a boxing ring. Today's episode is more unforgiving than my local mall security that time I was discovered defecating in Anthropologie's Aromatic and Ambiance fragrance section.

ALMOST...

01/19/26
Type ? for random video