Alexandra Boylan was born and raised in Boston, Massachusetts. She started acting in her high school theater department, and began auditioning for films in Boston at age fourteen. Her first audition was for the movie Lolita, which starred Jeremy Irons. From there she went onto audition for independent films and student films. Her first major role came at the young age of seventeen, playing Lisa in the B Horror film, Drainiac! (2000) (V). After completing over a dozen films in the Boston area, she moved to LA where she has filmed a music video that aired on MTV, many independent films and a commercial.