Hearts and Flowers (1919)

The Amazon blurb says: "An elegant hotel band leader romances a bumpkinlike flower girl because he thinks she's inherited $2 million. Includes shoreside footage of frolicking Sennett bathing beauties, and a crossdressed woman who dances with and kisses the flower girl several times-- a scandalous scene that would've never made it past the Hayes Code in the 30s."

It's a Mack Sennett film and the girl is Phyllis Haver.



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