The Watermelon Woman (1996)

[From Wikipedia]

The Watermelon Woman is a 1996 American romantic comedy-drama film written, directed, and edited by Cheryl Dunye. It stars Dunye as Cheryl, young black lesbian working a day job in a video store while trying to make a film about a black actress from the 1930s known for playing the stereotypical "mammy" roles relegated to black actresses during the period. It was the first feature film directed by a black lesbian and is considered a landmark in New Queer Cinema.

IMDB - https://www.imdb.com/title/tt0118125/