FAIL: Teacher Attempts Double Anal

4,739,943 views

Deleted scene from Un-Natural Sex 20 involving an ex-teacher looking to sacrifice the health of her colon in exchange for fame & fortune (aka $728 and maybe, just maybe, a Q&A with Swank magazine). Epic spoiler: things don't go as planned.

Uploaded 08/31/11 Fail

anal, fail, funny, pain, shit talk

Tiffany Six
Related Videos

Cum Haters Anonymous 5

Do I even need to release a service bulletin at this point? Ladies; Next time you feel like exploring your options, put in about 18 seconds of research and mAniFeSt what you're about to get into. Maybe then you'll discover something you all lack - coherence motherfuckers.

1,550,579 views 03/03/22 Cum Haters

Safe Sex FAIL

Gloryhole rookie "Emma" unequivocally accepts defeat after Stewart's Magnum XL ventures into deeper waters. In other words: The flex went wrong HAHA

2,032,700 views 07/09/21 Gloryhole Swallow Fail

Awkward Moments in Gangbanging

What is the last bodily fluid you want to see halfway into a twin-sister green beaning? If your answer has anything to do with Teavana's seasonal flavors - you're only halfway there. But points are on the board. #gag

1,954,875 views 09/30/21 Gonzo.com Nasty

Buy A Daughter, Get the Mom Free: Part 2

The only thing more arousing than a mother renting our her own flesh and blood to the tune of a 2 for 1 BOGO flash sale, is the sequel of a mother renting our her own flesh and blood to the tune of a 2 for 1 BOGO flash sale. I don't know about you but my shrimp roll just got supersized. [PART 1]

1,307,908 views 06/19/23 Asian Sex Diary Hookers

It Finally Happened

I've sat through 8 billion brother fucker incest storylines, the desecration of an icon and whatever the fuck this is. That being said, it's comforting to know I can still find astonishment in the super weeb fever dream you're about to witness. Good luck.

1,343,949 views 06/20/22 Hentaied Bizarre

Awkward Moments In Porn 1

Big wtf @ girl #3. She taps out, instigates a fist fight and then concludes, mid-tears of defeat, that all in all it was "fun and amazing". No lady. Going diarrhea in a community pool overun by minorities is fun and amazing. What happened to you was just brutal.

5,970,069 views 10/28/12 Awkward Moments In Porn

Threesomes: You're Doing it Wrong

Before jimmies start rustling, some actual research went into this group. The girl is [Lola Mai]. [Her BF] as cameraman and notorious punching bag [Katie K] rounds out the trio. This is all [consensual], but the recent uptick in torture porn is a tad concerning. Probably has something to do with that damn high fructose corn syrup again. Support them [here] I guess?

1,978,074 views 05/04/23 Crazy

Spitters and Quitters

idk, seems pretty predictable to me. Once the enchantment of a $200 payday and living their monthly YOLO moments has worn off, anxiety and regret should be expected. But shoutouts to wish.com for making these precious memories possible.

1,287,637 views 08/01/22 Cum Haters

36 Inches, No Fears

If you think that number is talking about hog dimensions, you will be sorely mistaken. It seems this attraction has stricter height limitations than Six Flag's El Toro. You gotta measure less than 4 feet tall, well-versed in THOTology and be next in line for a fight with Jake Paul. Brutal. Part 1 [HERE] Part 2 [HERE] Support [HERE]

1,484,482 views 02/01/24 Mildly Retarded

SHITPOST

SHITPOST SHITPOST SHITPOST SHITPOST SHITPOST SHITPOST SHITPOST SHITPOST SHITPOST SHITPOST SHITPOST SHITPOST SHITPOST SHITPOST SHITPOST SHITPOST SHITPOST SHITPOST

1,666,001 views 07/07/15 Public

SORORITY GIRL FREAKOUT

43,454 views 04/15/24

Broken by Bukkake

Pretty much a public service announcement on the importance of knowing your limits before inking a deal. Some live to tell the tale. Others, are memed for life. But all have an abnormally intimate relationship with Newport cigarettes and Klonopin before the age of 25.

1,756,065 views 01/31/22 Premium Bukkake Fail
Type ? for random video