Mr. Flip

Mr. Flip is a 1909 American silent comedy film made by Essanay Studios, directed by Gilbert M. Broncho Billy Anderson and starring Ben Turpin. The film is about a man going to various locations in town where he flirts with the women, and they in turn get revenge on him, causing him to leave their establishment. This film is believed to have included the first instance of a comedian being hit in the face with a pie, later known as the Pie in the Face, when Ben Turpin was struck. However, the pie Turpin was hit with was handheld, not thrown.

Source: Wikipedia