The dare is push the "random" button (in the upper left) and use what every word comes up at least three time during the day. In some cases you have to write the word three times during the day if they're words like: skool, sk8, LOL, SOML, and similar words and abbreviations. When a name comes up you have a choice to "reroll" (hit the random button again)

Its three times for every letter in UDD (urban dictionary dare)
*hits the random button to start the Urban Dictionary Dare*

The word skool appears

I have to write skool three times (if you write it on a test thats a bonus)
by Dare for a Day February 2, 2011
Get the Urban Dictionary Dare mug.