We report the detection of asymmetry in the transit light curves of the 110-day period companion to KOI-368 , a rapidly rotating A-dwarf . The significant distortion in the transit light curve is attributed to spin-orbit misalignment between the transiting companion and the gravity darkened host star . Our analysis was based on 11 Long Cadence and 2 Short Cadence transits of KOI-368.01 from the Kepler mission , as well as stellar parameters determined from our follow-up spectroscopic observation . We measured the true obliquity between the orbit normal and the stellar rotation axis to be 69 _ { -10 } ^ { +9 \circ } . We also find a secondary eclipse event with depth 29 \pm 3 \text { ppm } at phase 0.59 , from which the temperature of the companion is constrained to 3060 \pm 50 \text { K } , indicating that KOI-368.01 is a late M-dwarf . The eccentricity is also calculated from the eclipse to be 0.1429 \pm 0.0007 . The long period , high obliquity , and low eccentricity of KOI-368.01 allow us to limit a number of proposed theories for the misalignment of binary systems .