Janet Jackson
During the halftime show of Super Bowl XXXVIII, Janet Jackson faced an unfortunate fashion mishap while performing with Justin Timberlake. Timberlake accidentally pulled a piece of fabric that caused a wardrobe malfunction, revealing more than intended.
Janet Jackson later explained that it was an accident, as the plan was for Timberlake to remove her bustier while leaving her bra in place for coverage. The incident received a lot of attention, affecting both artists' careers and leading to changes in live event broadcasting on television.