The daughter of a Christian mother and a Jewish father, Monroe not only attended a private Christian school up until her junior year in high school, but also acted in stage productions throughout grade school and took acting classes up until senior year in high school. Her first job was working at a retail store. Madelyn was discovered by a recruiter for the adult entertainment industry on the website Model Mayhem and did her first hardcore scenes in Miami in 2011. Monroe has appeared in X-rated features for Hustler, Evil Angel, Wicked Pictures, Bang Productions, and Zero Tolerance.