Janet Jackson — David Letterman
Over the years, much has been said about the 2004 Super Bowl performance by Janet Jackson and Justin Timberlake. One person who seemed unwilling to let the topic go was David Letterman, particularly during his interview with Janet. Despite the singer practically pleading with Letterman to move on from the subject, the host persisted with a barrage of invasive questions. Throughout the segment, Janet appeared extremely uncomfortable as the interview continued to revolve around a topic she wanted to put behind her.
In a particularly audacious moment, when Janet expressed her desire to move on from discussing the Super Bowl incident, David Letterman retorted, "Well, not me!" This exchange highlighted the insensitivity of some interviewers who prioritize sensational topics over their guests' comfort and boundaries, leaving Janet Jackson visibly distressed during the interview.
