21. Lady Gaga, 2019
Singer (and recently actress, as well) Lady Gaga won two awards at last year’s Golden Globe ceremony: The first was a Golden Globe (her second) for Best Original Song – Motion Picture, for her song “Shallow” in the acclaimed film A Star is Born (for which she was also nominated for Best Performance by an Actress). The second, and the more important award of the night, was winning the desired title of “best dressed.” Each year, the best dressed celebrity is chosen, and though you don’t receive a golden globe trophy for this award, it’s still a major honor.
Lady Gaga truly deserved winning this title (she also deserved the Golden Globe, but that’s for another article). She went all out with her dress, as far as dying her hair blue to match the color of the pastel-blue dress. Her choice of a dramatic Cinderella-like ball-gown was not much of a surprise, since the star has a flare for the dramatic, but no one expected its magnitude. The masterpiece was designed by renowned fashion designer Valentino, and it required a whole team of wranglers to carry the extra-long train (that was too long to fit in the picture).