Wade Boggs Challenge

The drinking equivalent of an Iron Man competition. Those who undertake the Wade Boggs Challenge attempt to drink 2 cases of beer (30 packs or you fuck off) and eat a bucket of fried chicken in a 24 hour period.

Tyler and Adam attempted the Wade Boggs Challenge at the lake. After the ensuing boating accident, their bodies were burned as part of their Viking funeral.

by The King of the Forrest June 27, 2012

Technologically Challenged

The sort of people that find the simplest of everyday technological feats and gadgets to be a challenge in making sense and use of. Much unlike the technologically impaired duck meme and the first day on the internet grandma meme, these are all very real persons and there is a very real blog being written with them in mind (The Low Tech-IQ Blog)

Woah dude, this smartphone has gotten the best of me. Feels i'm a bit technologically challenged.

by Low Tech-IQ February 5, 2015

December Challenge

The December Challenge, also known as "Must Fap December" precedes the November Challenge as a "reward" as some call it..
This is one of most prestigious challenges one can do.
December 1st: Fap 1 time in a day
December 2nd: Fap 2 times in a day
December 3rd: fap 3 times in a day
continue the pattern...
December 23rd: fap 23 times in a day
December 24th: fap 24 times in a day
December 25th: fap 25 times in a day(one must ejaculate once every 57.5 minutes for 24 hours to do the 25th day)

Completing this challenge gives you the ability to prove your manliness. To date, no one has completed this challenge.

Random Dude 1: "Hey man, you doing the December Challenge?"
Random Dude 2: "Nah, i tried it alst you, i couldn't prove my manliness :("

or

Random Dude 1: "Hey dude, I'm gonna try out the December Challenge"
Random Dude 2: "Be careful man, it starts to hurt like a mofo after a while"

by scevn November 25, 2011

Cum Bucket Challenge

A gang bang of about 10 or more men where they all produce semen into the recipients' vagina and get the recipient pregnant. Whoever is the baby's father is the winner.

"Hey, Stacy. I can't go out tonight. I'm gonna be doing the Cum Bucket Challenge with some friends."

by ProPyro138 June 3, 2016

wilt chamberlain

Used to define anything that is the best in any particular category.

Also used in Trivial Pursuit to guess the most likely answer to a question no one on the team actually knows.

"Google is the Wilt Chamberlain of search engines".

"I don't know ... let's go with the Wilt Chamberlain answer ..."

by CEL56 December 10, 2006

Chambers syndrome

The act of complaining that you are behind at work while spending 95% of your time on break and 5% actually working.

That guy is so far behind he will never get over his Chambers syndrome.

by 18629 June 28, 2015

Pie challenge

Challenging yourself to eat an entire flavored pie in about a day. To do this, one must walk with their head held in shame down the frozen food aisle in your nearest 24 hour Stop & Shop (It is easier to buy at 1:30 am because not many people will be around to view your choice of gluttony) After pie is purchased and taken home, one must make sure it can be hid in back of refrigerator from view of family members. The challenge should be done in moments of extreme sorrow or happiness. You may also take extreme measures and eat pie while family is in the next room.
Warning - The pie challenge should only be done when one knows they will not be doing any strenuous activity and/or exercise the next day.

Bob: "Hey, do you wanna walk to the store across the street and get a drink?"
Carol: "No, today I am recovering from last night's pie challenge. It was rough, but I am victorious."

by K4390334 February 12, 2008