18. Janet Jackson’s Nip Slip
For most casual Super Bowl viewers, the most important part of the event isn’t the actual game. It’s the halftime show which is a massive platform for the biggest stars in the world of entertainment. Some are better than others but one went down in infamy. Enter Jackson and Justin Timberlake.

Timberlake accidentally exposed Jackson’s nipple to millions of people across the world. This, as well as the rest of their salacious performance, caused a massive scandal generating 500,000 public complaints. Even the White House spoke about it. Definitely a humiliation for the NFL.