Drawing Dolly
This month’s drawing prompts are a tribute to Dolly Parton—a singular artist whose songs have helped generations of people laugh, grieve, dream, persevere, and feel a little less alone.
Dolly was more than an extraordinary singer and songwriter. She was a storyteller. Her music created vivid characters, memorable places, and deeply human moments. A coat made from scraps became a story about love and dignity. A woman named Jolene became one of music’s most unforgettable figures. A workday became an anthem. Again and again, Dolly showed us how a few carefully chosen words could open an entire world.
That makes her songs wonderful starting points for visual art.
Below you’ll find 30 drawing prompts drawn from some of Dolly’s most famous and beloved song titles. You can follow the list in order, choose the title that inspires you each day, or interpret several prompts as a connected series.

Drawing Prompts
Dolly
Workin' 9 to 5
I Will Always Love You
Islands in the Stream
Coat of Many Colors
Here You Come Again
Two Doors Down
Hard Candy Christmas
Why’d You Come in Here Lookin’ Like That
Love Is Like a Butterfly
Heartbreaker
Light of a Clear Blue Morning
Old Flames
Tennessee Homesick Blues
The Bargain Store
My Tennessee Mountain Home
Just Because I’m a Woman
The Seeker
It’s All Wrong, but It’s All Right
Starting Over Again
Rockin’ Years
Eagle When She Flies
Yellow Roses
Jolene
Wildflowers
Baby I’m Burnin’
Romeo
Applejack
Do I Ever Cross Your Mind
The Grass Is Blue
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Which prompt is your favorite? Let us know in the comments!
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