Kim Kardashian
Fashion in the 2000s was rather questionable; in hindsight, nearly everyone looks better today compared to that era. Alternatively, our perception may be influenced by today's fashion trends, and we may realize that these current trends appear equally unappealing in another 20 years. Kim Kardashian wasn't donning Skims; she was all about Juicy Couture.
The photograph shows Kim wearing a pink Juicy Couture velour tracksuit, flip-flops, and a white Louis Vuitton tote. Her makeup style was quite different back then, notably pre-contouring!