But if you drop the glass why does it fall to the floor in the first place? As you hold it, it has a certain amount of potential energy, when the glass is dropped that potential energy is converted to kinetic energy which is then converted to things like sound and heat energy.... sound and heat energy is not energy available to do work, and the system in which the glass fell has an overall increase in entropy because of the energy "lost" to sound and heat. In all exchanges of energy, the potential energy of the end state will always be less than the potential energy of the initial state.
But looking back on it, your statement probably wasn't in refutation of any of this, but probably in the way Kevin M worded his example. In that case, I would agree that the force exerted by the floor on the glass is too much for the glass to withstand... but I would also argue that this is a transfer of energy and the altered state of the glass is an increase in entropy.
And also, his argument might assume that time always travels in one direction, but I've never seen it travel nor have i seen it travel in any other direction. The time referred to here doesn't operate in any practicaly or tangible sense, either.... the time we use day to day is just arbitrarily chosen units for shit