A display device which is capable of generating more parallaxes without reducing resolution and an image quality, a display controlling method, and a program are provided. An aperture ratio of a light source is set as 1/N, and liquid lenses are disposed at distances of focal lengths of the first liquid lens and the second liquid lens from the light source, respectively. A position controlling portion changes a position of a nonpolar liquid by a size of each of luminescent pixels as represented by the first liquid lens and the second liquid lens, which results in that emitted lights from respective luminescent pixels pass through either the first liquid lens or the second liquid lens to be emitted in directions different from one another as shown in the form of lights. The present embodiments can be applied to a parallax image displaying device.