nice idea -- the shadow makes the foot look a bit floating maybe bring it in closer to the foot -- should give the impression the foo is closer to the edge of the building. Also a bit of cleanup or blur on the edges of the legs and feet

Yes, shadows. Using a regular Photoshop drop shadow effect is a good place to start, but does not work well to cast realistic shadows on different level surfaces. :\

The shadow under the left foot would "fall off" the edge of the wall and bend downward and curve a little to conform to the shape of the surface. That particular shadow would be darker and "sharper" at the foot and be a little blurrier or softer toward the toe because of the distance from the source/foot.

For the right foot, see how the original jug's shadow starts underneath the jug itself before stretching left. The right foot, too, needs a very close/narrow shadow under the boot itself, then stretch left, like the jug's shadow. Be careful not to make the shadow too "tall" or too far under the bottom of the boot or it will look like it's floating.

Hope this helps.