Natasha Lyonne – Jessica
Natasha Lyonne played a minor but crucial role in the first American Pie picture. Jessica, the character played by Lyonne, was the girl who assisted Kevin in figuring out how to keep his girlfriend happy. From then, this young actress landed roles in films such as But I’m a Cheerleader and Kate & Leopold, but her television appearances on Orange Is the New Black and Portlandia were particularly notable. She was most recently seen in the Netflix series Russian Doll.
Eugene Levy – Mr. Levenstein
Eugene Levy already had a solid career, but the American Pie films and his performance as Jim’s father catapulted him to new heights. Mr. Levenstein, Jim’s father, was full of dad jokes and questionable advise, but that’s what parents are all about, right? Following the American Pie films, he appeared in other important films, including Best in Show and Bringing Down the House. He has also done some voice work and appeared in the critically praised show Schitt’s Creek.