1. Janet Jackson, Justin Timberlake, Nelly, P. Diddy, Kid Rock And Jessica Simpson (2004)
We go from Michael Jackson to his ill-fated sister Janet, who caused a frankly unbelievable amount of controversy during the 2004 halftime show. Everything was going okay, even if the show was a little boring and uninspired, until Justin Timberlake ripped off a piece of Jackson's top exposing her right breast. It was only shown for half a second and Timberlake and Jackson quickly left the stage, but it happened. Boobs had invade the Super Bowl. And boy, was American unhappy about it. It led to the now standard five second delay and CBS were fined $550,000 dollars over the incident, which was dubbed 'Nipplegate'. The event led to the creation of video streaming site YouTube and the term 'Janet Jackson' became the most searched for term of all time. The term used to describe the incident ('wardrobe malfunction') was added to the dictionary. She show might have been sub-par at best up until the nipple sighting but, because of the exposed flesh and resultant outcry, parody and condemnation, this ranks as the most unforgettable halftime performance in Super Bowl history. https://www.youtube.com/watch?v=jW97CWfeWdY