Natasha Lyonne’s 8 Best Roles: From Early Roles To “Poker Face”

Natasha Lyonne has carved out a remarkable career in Hollywood with her distinct blend of sharp wit, raw vulnerability, and fearless performances. From her early days as a teen star in cult classics to her more recent roles in critically acclaimed television, Lyonne has consistently captivated audiences with her ability to tackle diverse characters in both comedic and dramatic settings.
With her natural charisma and unique voice, she has become one of the most versatile and beloved actresses of her generation. Let’s take a closer look at some of her best roles that have defined her career and left an indelible mark on the entertainment industry.

1. “Slums of Beverly Hills” (1998)
In “Slums of Beverly Hills”, Natasha Lyonne portrays Vivian, a teenager navigating the chaotic upbringing in a rundown apartment complex in Beverly Hills during the 1970s. Her performance is both endearing and poignant as she deals with family dysfunction, the coming-of-age complexities of adolescence, and her budding sexuality. Lyonne brings a mix of grit and vulnerability to the role, making her portrayal of Vivian both grounded and highly relatable—an early showcase of her ability to infuse depth into every character she plays.

2. “But I’m A Cheerleader” (1999)
In this cult classic, Natasha Lyonne delivers a standout performance as Megan, a high school cheerleader who is sent to a conversion therapy camp after her parents suspect she’s a lesbian. Lyonne’s portrayal is a delightful mix of quirky humor and emotional depth, capturing Megan’s struggle to reconcile her identity while navigating the absurdity of the camp’s strict and outdated rules. Her natural comedic timing and fearless vulnerability made the film a defining moment in her career, earning her a spot as a beloved icon in LGBTQ+ cinema.

3. “American Pie” (1999)
Though not the lead, Lyonne’s portrayal of Jessica in “American Pie” became a fan favorite for her sharp wit and effortless cool. As the sarcastic, no-nonsense friend who watches the chaos unfold around her, Lyonne’s performance perfectly balances the teenage angst and humor of the franchise. Her character’s memorable one-liners and dry delivery helped cement “American Pie” as one of the era’s quintessential teen comedies, and her role remains iconic in pop culture.

4. “Party Monster” (2003)
In “Party Monster” (2003), Natasha Lyonne takes on the role of Megan, a key figure in the chaotic world of New York City’s infamous club scene during the 1990s. The film, based on the true story of Michael Alig, a notorious party promoter, and his descent into crime, is known for its wild energy and eccentric characters.
Lyonne’s portrayal of Megan stands out for her ability to balance humor with a deeper sense of vulnerability, adding complexity to the otherwise outrageous and unpredictable atmosphere of the film. Her performance, though supporting, contributes significantly to the film’s offbeat charm, showcasing her early ability to bring nuance and authenticity to even the most unconventional roles.

5. “Orange Is the New Black” (2013-2019)
Perhaps one of Natasha Lyonne’s most iconic roles, she played Nicky Nichols in “Orange Is the New Black”, a brash, witty inmate with a colorful past. Lyonne brought complexity to the character by infusing her with both humor and moments of vulnerability, making Nicky one of the show’s most beloved characters.
Her dynamic with the ensemble cast and her ability to navigate both the lighthearted and serious aspects of the show’s storytelling cemented her as a key figure in the show’s success, and earned her critical acclaim.

6. “Russian Doll” (2019-2022)
In “Russian Doll”, Natasha Lyonne stars as Nadia Vulvokov, a cynical woman who finds herself caught in a time loop, reliving the same night over and over. Lyonne’s sharp humor and deep emotional range make her portrayal of Nadia both captivating and deeply relatable as she grapples with trauma, mortality, and self-discovery.
The show’s success is largely due to Lyonne’s magnetic performance, which is both hilarious and heartbreaking. Her role as creator, writer, and lead actor solidified her as a powerhouse talent in both the TV and film industries.

7. “His Three Daughters” (2024)
In “His Three Daughters”, Natasha Lyonne delivers a poignant performance as Rachel, the estranged stepdaughter who returns to her childhood home in New York to care for her dying father. Directed by Azazel Jacobs, the film unfolds in real-time within the confines of a single apartment, capturing the raw dynamics between three sisters—Katie (Carrie Coon), Christina (Elizabeth Olsen), and Rachel—as they navigate the complexities of family, loss, and unresolved tensions.

8. “Poker Face” (2023-Present)
In “Poker Face”, Natasha Lyonne plays Charlie Cale, a sharp-witted drifter with a unique ability to tell when people are lying. This mystery-of-the-week series created by Rian Johnson gives Lyonne the chance to showcase her signature deadpan humor and brilliant detective work.
The show’s format allows her to shine in a fresh and exciting way, pairing her natural comedic timing with suspenseful crime-solving. The blend of her charisma and the show’s clever writing makes “Poker Face” a must-watch, with Lyonne once again proving she’s at the top of her game.

Natasha Lyonne’s career is marked by versatility, humor, and a fearless approach to her roles, whether she’s playing an offbeat drifter or a sharp-witted inmate. Her diverse body of work continues to captivate audiences, showcasing a unique ability to bring depth and charm to any character she inhabits. Whether in film or television, Lyonne’s performances remain a testament to her range and undeniable talent.