The Fran-kenstein Challenge

To assemble a group of males within an office and deliberate what sum of money it would take to have video taped anal sex with a 40-pump lumber jack thrust minimum with possibly the ugliest man-woman alive. You must smile the entire time during the sex act and may NOT be under any drug/alcohol influence. The winning bidder is to receive the amount of money agreed upon in unmarked, tax-free cash. The taped video is then to be displayed on a sex website for everyone to see.

I can't believe that Brad lost the rights to The Fran-kenstein Challenge to Pete by only $100.00. Pete had the biggest Rodriguez smile ever when he was counting all those hundreds.

by 7113 June 20, 2009

The "Special" Challenge

Try touching your fingers to your wrist and biting you neck at the same time.

Forest Gump got nothin' on that dude. He battles The "Special" Challenge everyday.

by Elegance February 15, 2010

Reverse Colgate challenge

the act of inserting a flaccid penis into an anus.

I was so wasted that I couldn't even get it up. I had to settle for a reverse Colgate challenge.

by jefeefefefe February 17, 2010

The Great Saltine Challenge

Eating six saltines in one minute without drinking something.

The Great Saltine Challenge is something Brennan O'C will NEVER complete.

by epicfailureensues December 8, 2009

The Oreck Challenge

When a man ejaculates inside of somebody's anus as deep as possible and uses his mouth to suck the spunk back out and swallow it.

Steve totally nailed that chick from TGI Friday's the other night and took the Oreck Challenge to top it off!

by IMightBeWrong August 2, 2010

The Bigfoot Challenge

When one tries to drink an entire 6 pack of Sierra Nevada Bigfoot Ale in one sitting. Many have tried, many have failed, and only a few have prevailed.

Bro #1 "Hey what are you doing tonight?"

Bro #2 "I got no plans man, you down for the bigfoot challenge?"

Bro #1 "No way man, Im not that hardcore"

by IDontgiveashitaboutaname April 9, 2012

Andre 3000 Challenge

A drinking game named after Andre 3000, member of the group Outkast. The winner of this game is the first to finish 4 bottles of Andre champagne. Each bottle contains 750 mL therefore 4 bottles total 3000 mL of Andre.

"Hey, wanna play a drinking game?"
"Yeah, I have a case of Andre, lets play the Andre 3000 Challenge!"

by sparkykidddd December 31, 2013