Given a measure on the Thurston boundary of Teichmüller space, one can pick a geodesic ray joining some basepoint to a randomly chosen point on the boundary. Different choices of measures may yield typical geodesics with different geometric properties. In particular, we consider two families of measures: the ones which belong to the Lebesgue or visual measure class, and harmonic measures for random walks on the mapping class group generated by a distribution with finite first moment in the word metric. We consider the ratio between the word metric and the relative metric of approximating mapping class group elements along a geodesic ray, and prove that this ratio tends to infinity along almost all geodesics with respect to Lebesgue measure, while the limit is finite along almost all geodesics with respect to harmonic measure. As a corollary, we establish singularity of harmonic measure. We show the same result for cofinite volume Fuchsian groups with cusps. As an application, we answer a question of Deroin-Kleptsyn-Navas about the vanishing of the Lyapunov expansion exponent.