Systems and methods to initiate and perform the painting of an area of interest on a finger are herein disclosed. In one aspect, embodiments of the present disclosure include a method, which may be implemented on a system, of capturing an image of the finger in response to receiving a request to paint the area of interest on the finger and using the image of the finger to ascertain an area of interest of the fingernail to be painted. One embodiment includes, in response to determining that the user is satisfied with the area of interest that has been determined, initiating the painting of the area of interest and/or depicting, in real time, the painting of the area of interest to the user.