In this paper, the localized bending fatigue behavior of pretensioned high strength steel monostrands is investigated. Furthermore, a new methodology using an optical photogrammetry system, which can quantify surface deformations on the strand is presented. The system allows measurement of the strain distribution in the strand and helps in identifying potential failure mechanisms along the strand and at the wedge location. Initial analysis of the deformations shows that the bending fatigue behavior of the monostrand may be controlled either by local bending deformations or by relative displacement (opening/closing and sliding) of the helically wound wires. Moreover, the results are a step towards understanding the bending fatigue damage mechanisms of monostrand cables.