Ever since she burst onto the young Hollywood scene with films like Slums of Beverly Hills, But I'm a Cheerleader, and American Pie in the late '90s, Natasha Lyonne has been turning heads with her bold style. Bearing witness to her many fashion phases over the past three decades (a "goth detective raver" chapter and a Janis Joplin-inspired hippie stage among them) has been nothing short of a thrill. But in recent years, the Russian Doll star — who also directed, co-wrote, and executive produced Sarah Cooper: Everything's Fine on Netflix — has propelled herself into an ultra-chic new style era chock full of colorful Gucci gowns and avant-garde Jean Paul Gaultier creations. And The Handmaid's Tale actress Madeline Brewer, for one, has taken notice.