In assisted ambulation, the user’s psychological comfort has a significant impact not only on acceptability of mobility aids but also on overall gait performance. Specifically, in the case of rollators, negative states such as distress may result in balance loss, inefficient manoeuvres, and an increased risk of falling. This paper presents a pilot study to investigate the effect of distress on rollator assisted navigation. To achieve this goal, a novel test protocol is proposed to assess distress while walking with a rollator, using the Self-Assessment Manikin (SAM) questionnaire. First, the participant completes a standardised visual stress induction test and fills in a SAM questionnaire on the dimensions of arousal and valence, to establish personal benchmarks. Then, they complete a course consisting of four navigation tasks with different levels of difficulty that affect the rollator manoeuvrability, filling in a SAM questionnaire after each task. An experiment including 25 healthy volunteers has been completed. Our preliminary results show that stressors like uneven or sloping surfaces increase perceived stress, whereas the shape of the trajectory does not significantly affect stress. The ultimate purpose of this work is to validate a performance-oriented protocol to investigate the dynamics of stress response in assisted walk and to train automatic stress detection systems.