With an extensive filmography and a couple of awards to her name, its safe to say that Winona Ryder is no stranger to iconic roles. From playing quirky in 1988s Beetlejuice with Tim Burton to the more classic Little Women directed by Gillian Armstrong, shes brought some wholesome characters to life in her day. But when it comes to the director who brought out the best in her, one name comes to mind Martin Scorsese. The director is famous for his gritty take on narrative, case point, Goodfellas. However, in 1993 he stepped away from the norm and gave us the period drama, The Age of Innocence. As fate or a series of great choices would have it, this ended up being one of Ryders standout films. In a nutshell, she surprised audiences with her portrayal of May Welland, showing off a more demure yet complex side to her onscreen persona.