This paper aims at studying the effect of the dynamic errors on surface measurements using three different types of touch trigger probes attached to a bridge-type-CMM. Unforeseeable dynamic root errors of a ductile touch trigger probing system have been characterized theoretically and experimentally as well. The results were employed in validating a developed analytical two-dimensional-model (2DM) of stylus tip to be developed to demonstrate the capability of such approaches of emphasizing the root error concept, and to evaluate the accuracy of the CMM measurements. A set of experiments was conducted; the results were analyzed in order to investigate the effect of the dynamic root errors in the light of probe scanning speed at different stylus tip radii. Variations in the mass and geometry of the stylus have their consequent effects on its inherent intrinsic dynamic characteristics that in turn would cause relevant systematic root errors in the resulting measurements. 3D bore cylindrical surface form undulations were measured by employing a probe on the trajectory of internal surface diameter for the standard reference test gauge ring. Regression analysis was applied on the results of measurement density distribution; uncertainty of measurement repeatability was then evaluated and graphically presented. The results were investigated and optimum strategic measurement parameters could thus have been derived to ensure foreseeable accurate and precise results.