The Wooing and Wedding of a Coon (1907)

The opening shows a colored nursemaid in the park with baby carriage, and seated on a bench receives the attention of several smart colored men who admire her greatly and endeavor to make her acquaintance. But the dusky belle is coy and declines to make the acquaintance of any of them, until one more fortunate than the rest is invited to a seat on the bench with her, and a most pronounced flirtation takes place between the lady and her beau. (Selig catalog)

Unfortunately the movie The Wooing and Wedding of a Coon is not yet available on HBO Max.