As a way of improving the fatigue durability of slab, a waterproof layer is installed at the interface between asphalt pavement and concrete slab. This study focused about vertical and bond shearing stresses, as parameters representing mechanical properties of the waterproof layer, and made additionally an analytical study of horizontal forces due to braking forces. For calculation, a thick plate theory that is able to obtain accurate stress distributions at designated points was employed. As a result of the study, it was found that bond shearing stress exceeded the recommended value in winter when Young's modulus of pavement increased. Under braking loads, bond shearing stress increased further in winter similarly.