Winona Ryder – 48 years old
Sources: https://www.vogue.com
The rebel of Hollywood, Winona Ryder is one of the top billed actresses of the 90s. Some of the cult classics she’s famous for are Beetlejuice, Girl Interrupted, Edward Scissordhands and Reality Bites. From all the gossip around her romantic involvement with Johnny Depp, it gave her career a significant boost to fame. Sadly, Ryder and Depp parted ways and went on their own personal and career paths. Ryder is also known to have had trouble with the law when she was at her peak, fortunately, her career bounced back years later appearing in the critically acclaimed Netflix TV series, Stranger Things.