The vortex shedding topology of a heavy pendulum oscillating in a dense fluid is investigated using time-resolved three-dimensional particle tracking velocimetry (tr-3-D-PTV). A series of experiments with eight different solid to fluid mass ratios $m^*$ in the range $[1.14, 14.95]$ and corresponding Reynolds numbers of up to $Re \sim O(10^4)$ was conducted. The period of oscillation depends heavily on $m^*$ . The relation between amplitude decay and oscillation frequency is non-monotonic, having a damping optimum at $m^* \approx 2.50$ . Moreover, a novel digital object tracking (DOT) method using vorticity-magnitude iso-surfaces is implemented to analyse vortical structures. A similar vortex shedding topology is observed for various mass ratios $m^*$ . Our observations show that first, a vortex ring in the pendulum's wake is formed. Soon after, the initial ring breaks down to two clearly distinguishable structures of similar size. One of the two vortices remains on the circular path of the pendulum, while the other detaches, propagates downwards, and eventually dissipates. The time when the first vortex is shed, and its initial propagation velocity, depend on $m^*$ and the momentum imparted by the spherical bob. The findings further show good agreement between the experimentally determined vortex shedding frequency and the theoretical vortex shedding time scale based on the Strouhal number.