*Lee Holloway is the socially awkward and emotionally sensitive youngest daughter of a dysfunctional family. After having been committed to a mental hospital following an extreme incident of self-harm, she attempts to readjust to normal life.

Lee learns to type and applies for a job as a secretary for an eccentric yet demanding attorney, E. Edward Grey. Grey explains she is overqualified for the job, having scored higher than anyone he has ever interviewed, and that it is "very dull work" as they only use typewriters; Lee, however, agrees to work under these conditions as she "likes dull work".

Grew Up… in a highly dysfunctional family. Lee’s overprotective mother and alcoholic and abusive father have caused her much pain – leading to her abysmally low self-esteem and deep depression. After an accident in what had become a routine case of cutting, Lee was sent to “the institute,” where she was given the best psychiatric care available.

Living… back at home, after her stint at the institute. Lee preferred life in the psych ward: everything was easier there. Now she’s back at home, with all of life’s subtle and disturbing complications.

Profession… secretary for Edward Grey, an obsessive and neurotic lawyer. Upon arriving for the job interview, Lee was greeted by one of many crying, abused secretaries that came before her. It turns out that Grey is a particularly difficult man to work for – unless you know him as intimately as Lee has come to know him.

Relationship Status… being courted by a sweet and sincere man named Peter. But Peter’s inexperience and fragility, as endearing as they may be, are not what Lee wants or needs from a man. Rather, it is her dominant and (tenderly) abusive boss who fulfills her real desires. She loves the spankings she gets from him so much that she intentionally includes spelling mistakes in the documents she types for him. Although it is far from a politically correct office relationship, it works for her; she has never been happier.

Challenge… convincing her boss that they share something real. Lee is certain that her relationship with the difficult Edward is true love, but he is not as sure.*