Chattering, creeping, tires squealing, blocks tumbling -- things not contemplated by the freshman model.
In the real world, there are no such things as a rigid bodies or uniform surfaces. As you look closer and closer things look messier and messier. That is an important life lesson which applies to a host of different things.
As H.L. Menken wrote, "Explanations exist; they have existed for all time; there is always a well-known solution to every human problem—neat, plausible, and wrong."
In the freshman model, the decelerating force of friction is given by the normal force multiplied by the coefficient of kinetic friction all the way until relative motion stops. At which point the frictional force drops to zero. For a situation of decelleration to a relative stop, the coefficient of static friction never enters in at all.
In the real world, the block does not have a single velocity. It is not a rigid body. In the real world, portions of the contact surface can be catching on the belt while other parts of the contact surface are still sliding. The parts of the surface that catch lag behind the parts of the surface that slide. Stresses build within the material until the lagging parts catch up and, perhaps, surge ahead while other parts are now catching.
The shear force of friction may not be uniform across the contact surface. The normal pressure may not be uniform either (it certainly will not be if we account for torques). The relative velocity between the surfaces may not be constant throughout the contact surface and may not match the velocity of the block's center of mass relative to the belt.
There is plenty of unpredictability and wiggle room so that any simplistic and deterministic model is sure to be inaccurate.
However, all is not lost. If we can measure how stiff the block is, we can calculate how much deflection (strain) would correspond to the difference between static and kinetic friction (stress). We can place reasonable bounds on just how bad the freshman model is likely to be.
Or we can run the experiment.