This study applies a discontinuous systems theory by Luo (2005) to an approximate machine-tool model. The machine-tool is modeled by a two-degree of freedom forced switching oscillator. The switching of the model emulates the various types of dynamics in a machine-tool system. The main focus of this study is the loss of effective chip contact and boundaries of this motion. The periodic motions will be studied through the mappings developed for this machine-tool. The periodic motions will be numerically and analytically predicted via closed form solutions. The phase trajectory, velocity, and force responses are presented.