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Tragicomical (Adjective)

Manifesting both tragic and comic aspects; "the tragicomic disparity...between's man's aspirations and his accomplishments"- B.R.Redman.

All adjective clusters.

The movie's portrayal of a dysfunctional family was tragicomical, leaving the audience both laughing and crying.
The tragicomical story of a failed entrepreneur who became a successful comedian was a surprise hit on Netflix.
The tragicomical irony of a fire station catching on fire was not lost on the firefighters who had to respond to the emergency.
The play's tragicomical ending, in which the main character's downfall was both heartbreaking and hilarious, left the audience in stitches.
The tragicomical situation of a politician's scandalous affair being exposed on social media was both shocking and ridiculous.