BOOM! Your Ass Is Busted!

What happens when you put a huge cock and a tiny asshole together and shake it up a whole bunch? Prolapsicus maximus, that's what. I never finished med school but it's my professional suggestion that she pick up a pack of band-aids on the way home.

Uploaded 12/12/08 Fail
Related Videos

Flipper Boy

He may be mentally challenged and physically deformed to the point of handicap, but he's had a threesome and I haven't. A true inspiration to all and possibly the anti-hero our generation needs.

10/15/15 Mildly Retarded

Cuck Has Second Thoughts

He finally decided it was time to let his wife try fucking a black dude... just once. He even films it so they can look back on this special moment. Good call because half way through he starts getting wet feet about the whole 'stranger fucking my wife' thing.

04/09/16 Cuckold

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

Hilarious Oral Sex Fail

College level alcoholism and risk seeking behavior has led them to a ratchet motel, wasted off vodka red bulls and making a quick $100 each. Shouldn't be any surprise that these girls never did porn again.

01/23/15 NebraskaCoeds Fail

18-Year-Olds Are Complicated

This example of why you should periodically review your fiber intake, goes by the name Baby Swabery. Due to her age, I'll be approaching this description accordingly: no cap the jumbo deluxe chimmichanga lunch special was a mf'n mistake, fr the situation is NOT bussin.

SISTER SURPRISE

05/26/26

Porn Scenes Worthy of an Oscar 6

The only time I've seen self-harming determination this powerful was in the /terraluna subreddit. And much like the ability to ejaculate to one of these anomalies, I think it's time to pack it up and admit defeat boys. disclaimer: This is not financial advice [you retard].

Whorable Fuckups

Sickening. Abhorrent. And honestly? Offensive. Now that we're done reviewing the second season of The Last Of Us, we can watch this. Emmy nominations across the board.

11/17/25 Fail

CAMTASTROPHES #2

You don't have to be a tier-3 to experience this kind of homemade hysteria. Just zero in on the girls that are sexually attracted to Amibos and the yoinked "donations" will flow in faster than you can complain about them on Twitter. [Part I]

ULTRAGASMS

Feast your eyes on a collection of o-faces so outlandish, it would be impossible to get a nut off in public without being caught. Especially if they are a distance shooter. Chances are they'll let loose near an active bus stop and catch one of the locals in the crossfire. It's called "The Cuban Waterslide" and I'm still paying the price for it to this day.

Uncomfortable Moments in Porn II

Somewhere in the next 4 minutes you may ask yourself: What the fuck led to the creation of this? Amphetamines? Mental illness? An unhealthy addiction to masturbating with a Vitamix Explorian [2:20 mark] I don't know but... another sequel is most definitely in the works. [-PART 1-]

08/31/23 Fail

Maximum Overcuck

What happens when you let your BBC-obsessed husband talk you into the kind of Smackdown WWE would be jealous of? Here's a hint: You end up booking a legendary Iron Man match, but there's no winner.

03/28/22 Cuckold
Type ? for random video