When the eyes are exposed to an increased influx of light, the pupils constrict. The pupillary light response (PLR) is traditionally believed to be purely reflexive and not susceptible to cognitive influences. In contrast to this traditional view, we report that preparation of a PLR occurs in parallel with preparation of a saccadic eye movement toward a bright (or dark) stimulus, even before the eyes set in motion. Participants fixated a central gray area and made a saccade toward a peripheral target. Using gaze-contingent display changes, we manipulated whether or not the brightness of the target background was the same during and after saccade preparation. More specifically, on some trials we changed the brightness of the target background during the saccade, thus dissociating the preparatory PLR (i.e., to the brightness of the target background before the saccade) from the regular PLR (i.e., to the brightness after the saccade). We show that preparation triggers a pupillary response to the brightness of a to-be-fixated target background already before the eyes have landed on it. We link our findings to the presaccadic shift of attention: The pupil prepares to adjust its size to the brightness of a to-be-fixated stimulus as soon as attention covertly shifts toward that stimulus. Our findings illustrate that the PLR is a dynamic movement that is tightly linked to visual attention and eye-movement preparation.