I suppose I could tell you what each of these websites is about, but that would ruin the surprise and mystery of the entire experience. You'll have to click on them to find out.
The Onion News Network http://www.theonion.com/
Sporcle http://www.sporcle.com/
Cracked http://www.cracked.com/
The Wilderness Downtown http://www.thewildernessdowntown.com/
The Oatmeal http://theoatmeal.com/
Old Wizard http://www.old-wizard.com/
Dear Blank Please Blank http://dearblankpleaseblank.com/
The Grouchy Rabbit http://grouchyrabbit.com/index.php
Hyperbole and a Half http://www.hyperboleandahalf.com/
Snopes http://www.snopes.com/
Rules of Thumb http://www.rulesofthumb.org/
Pointless Sites http://www.pointlesssites.com/
YouTomb http://youtomb.mit.edu/
Wondermark http://wondermark.com/719/
My Life is Average http://mylifeisaverage.com/
Texts From Last Night http://textsfromlastnight.com/
Average Wizard http://averagewizard.com/