Uptown Girl

by Michael Heartly

A dreamy-eyed High School graduate of Class of 1968 is convinced by a mysterious stranger to move from her broken home in Allentown, Pennsylvania and pursue her stardom as a Broadway Star. Virginia finds herself living in Greenwich Village above Captain Jack's bar where she falls into the rabbit hole of the 60's drug and Hippy culture. Her brother is killed in Vietnam sending her spiraling into a near suicide...

A dreamy-eyed High School graduate of Class of 1968 is convinced by a mysterious stranger to move from her broken home in Allentown, Pennsylvania and pursue her stardom as a Broadway Star. Virginia finds herself living in Greenwich Village above Captain Jack's bar where she falls into the rabbit hole of the 60's drug and Hippy culture. Her brother is killed in Vietnam sending her spiraling into a near suicide episode when her friends help pull her from the brink.

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Uptown Girl

Billy – The ‘conscience’ of the musical. An entertainer type. Glitter vest, bowler, and cane.
Virginia – Just graduated from High School in Allentown, Pennsylvania
Max – Virginia’s Brother. An Army Private. Currently on leave.
Buddy – A greaser who wants to date Virginia.
Henry – Dating Virginia. His father owns a small steel plant.
Truck Driver – may also double as Buddy and ‘wall street dude.’
Cleo – Street smart, roommate with Judy
Judy – Waitress at Captain jack’s bar “The Piano Man” song waitress. Cleo’s roommate.
Bag Lady – may also double as Rosie the gypsy fortune teller
Wall Street Dude – may double as Buddy & Truck Driver & Speedball
Rosie – A Gypsy
Speedball – A Hustler
Trio – Three females

Other characters:
Eddie – One of Buddy’s gang
David – One of Buddy’s gang
George – One of Buddy’s gang
Virginia’s Mother
Gloria – Max’s girlfriend
Two MP’s
Vietnam Soldiers
Waiter and Waitress (Mediterranean café)
Truck Driver’s wife
Drive-in Girls
Karen - Henry’s Secretary
Policeman Sergeant O’Leary
Mama Leone
A Hooker
A Drunk
Salon Customers
A Nurse

“Piano-man” Characters in Captain Jack’s Bar:
Old man - sits next to Billy, takes over Piano.
John the bartender
Paul the novelist
Davy the sailor
A businessman
The manager

Pit Singers – as needed.

Development History

  • Workshop, Michael George Heartly, 2016

Production History

  • Workshop, Howard University, Washington D.C., 2017
  • Workshop, Howard University, Washington D.C., 2017
  • Workshop, Howard University, Washington D.C., 2017