Andy Cohen explores the major pop culture moments of 2008 from Britney Spears' epic breakdown to the Octomom scandal. With celebrity guests RuPaul, Wendi McLendon-Covey, and Rosie Perez, Andy and friends look at how Barack Obama's election led to our current political climate, and how the housing market collapse gave birth to today's sharing economy. Plus, Meghan McCain tells the never before heard story of the day Trump questioned her father's heroism.