With Transiting Exoplanet Survey Satellite (TESS) high-precision photometry and Large Sky Area Multi-object Fiber Spectroscopic Telescope medium-resolution spectra, we present the first light and radial velocity curve analyses for the eclipsing binary OO Leo. The simultaneous solution suggests that OO Leo is a W-subtype contact binary with a relatively low mass ratio (1/q = 0.173) and a moderate degree of contact (f = 28.1%). The asymmetry and continuous changes observed in the TESS light curve were properly modeled by one retrograde cool spot on its secondary surface. A detailed investigation of the Hα line also confirmed that the secondary star had a high level of magnetic activity. The retrograde longitudinal motion of the spot can be explained by a solar-like differential rotation in the secondary component. The orbital period investigation revealed that OO Leo is undergoing a secular decrease and a cyclic variation in its orbital period. The secular decrease may be mainly caused by mass transfer from the more massive secondary star to the less massive primary star. The cyclic period variation can be explained by the light–time effect of an invisible third body or the cyclic magnetic activity of the secondary star. The long-lived spot migration in the longitudinal direction makes OO Leo an excellent target for investigating the differential rotations of contact binaries.