Tiffany Young

One of the quintessential '80s teen pop stars, Tiffany transformed her massive early success into an enduring career as a working musician and pop culture fixture decades later. She helped shape the sound of late-'80s pop music with the hit singles "I Think We're Alone Now" and "Could've Been" and her quadruple-platinum self-titled 1987 full-length, which made her the youngest female artist to top the Billboard chart with a debut album. Tiffany's success was also influential: not only did she give mega-popular boy band New Kids on the Block a boost at the beginning of their career, but the shopping-mall performances that kick-started her rise became a promotional strategy later used by Britney Spears and Taylor Swift.

In the early morning, a taxi pulls up at Tiffany & Co. on Fifth Avenue in New York City and Holly Golightly (Audrey Hepburn) emerges. She eats a pastry and drinks coffee while standing outside the shop window, then strolls home. At her apartment building, she fends off her date from the disastrous night before, who has been waiting in his car all night.

In the early morning, a taxi pulls up at Tiffany & Co. on Fifth Avenue in New York City and Holly Golightly (Audrey Hepburn) emerges. She eats a pastry and drinks coffee while standing outside the shop window, then strolls home. At her apartment building, she fends off her date from the disastrous night before, who has been waiting in his…