However, last month, he officially retired the look at the 2021 Billboard Music Awards, signalling a new era is imminent.
Although he wore a raincoat and Valentino hat for his remote Brit Awards performance in May, it marked the first time the Starboy hitmaker sported a different ensemble to an in-person ceremony.
At the end of his acceptance speech for Top Hot 100 Artist, The Weeknd declared: "I'd like to thank God I don't have to wear that red suit anymore."
The Blinding Lights hitmaker wore the costume for his Super Bowl halftime performance, the MTV Video Music Awards and the AMAs.
The Weeknd - who has also appeared with face prosthetics - explained how the bandages reflect the absurdity of celebrities who get plastic surgery and manipulate their appearance for validation.
He said: "The significance of the entire head bandages is reflecting on the absurd culture of Hollywood celebrity and people manipulating themselves for superficial reasons to please and be validated.
"It's all a progression and we watch the character's storyline hit heightened levels of danger and absurdity as his tale goes on."