An old family friend who sees himself as liberal and progressive but is conservative compared to Jack, especially shocked and concerned about Violet's secret marriage and Jack's influence.

A romantic and emotional young artist who is devoted to Ann, idealizes her, and is quick to forgive Jack for being the object of her affection despite Ann's manipulative nature.

A charming and seemingly innocent young woman who is skilled at manipulation and sets her sights on men with an intent to captivate them, using her wits and charm.

Octavius’s strong-willed and pragmatic sister, who defies social norms to marry a wealthy man, intending to keep hold of the advantages she gains.

The widowed mother of Ann and Rhoda, who appears quiet but is perceptive, recognizing her daughter's manipulative tendencies and Jack's potential to manage Ann.

Known also as Enry, he is proud of his working-class roots and represents a realistic, pragmatic counterpoint to Jack's lofty romanticization of the working class.

An American poised to inherit his father’s fortune, who is secretly married to Violet and struggles with his desire for independence and romantic ideals.

A wealthy American with a focus on social class who fled Ireland’s famine and desires for his son to marry someone with a title, but he eventually accepts Violet into the family.

A former waiter turned leader of a group of thieves, embodying both romanticism and practicality as he navigates his new life outside society’s norms.

Jack’s philosophical ancestor portrayed in the third act, now in Hell, who has turned from pursuing women to focusing on philosophy and the concept of the Superman.

Portrayed by Ann in the third act, she is a woman who finds herself unexpectedly in Hell and is determined to reach Heaven, having upheld religious and social propriety in life.

Played by Ramsden, he is Ana’s father who died in a duel with Don Juan and appears in Hell, preferring its pleasures over philosophy in Heaven.

Portrayed by Mendoza, this character counters Don Juan with romanticism, having chosen to create Hell out of boredom and offering pleasure without responsibility.