Darlene A. Cypser was born in Tulsa, Oklahoma, but lived in Poughkeepsie, New York, during elementary school and high school before returning to Norman, Oklahoma for college and law school. In 1987 she moved to Boulder, Colorado where she practiced law until 1999 when she began producing and selling movies, and running other businesses. Currently, Darlene is practicing law again in the Denver area and working on a master's degree in history at the University of Colorado Denver.

Darlene became an avid follower of Sherlock Holmes when she was in high school and she attended some meetings of the Hudson Valley Sciontists in her teens. Since then she has corresponded with a number of Sherlockians around the world and been a member of a number of Sherlockian groups including Dr. Watson's Neglected Patients and the Hounds of the Internet. Darlene's first contact with the Baker Street Irregulars was an exchange of correspondence with Dr. Julian Wolff in the 1970s and she wrote two "trifling monograms" which were published by the Baker Street Journal in the mid-1980s when Philip Shreffler was the editor. She is writing a sequel trilogy which follows Sherlock Holmes through his years at the university and into his early career.