well you have the cladding, and the point of the cladding is to get rid of any light which has an angle outside the tolerance cone thing.
As you can see, some of the light goes into the cladding, and the idea is that it can't get back in. BUT, what happens if it totally internally reflects on the edge of the cladding, and goes back into the core. TIR can't happen between the core edge and the cladding edge because it is going from a lower to a higher refractive index, so it can just go back into the cable and not work.