Be careful- jelly is not simply a viscous fluid. Gels are materials displaying both fluid and solid properties- there may be a critical shear stress below which the material does not flow, and above which, the material flows (Bingham fluids, similar to toothpaste). There's also viscoplastic fluids (and many other types of materials) which can have very complex behavior.
So, if the pressure applied by the object is insufficient, the jelly can act as an elastic solid and deform. If the applied pressure is sufficiently high, the object may move through the material as a viscous fluid. Other, more complex, forms of motion may be observed as well.
Now, of course, if the jelly is hydrated and is allowed to form a thin dehydrated skin, the dynamics are much different. But then the dehydrated 'skin' should more properly be considered as a different phase of material with it's own physical properties, as opposed to a simple dividing surface.