I am choosing a haircut around my daily cycling commute. My hair reaches my shoulders, and the ends get caught beneath the straps. The goal is a cut that settles into a reasonable shape at the office. A bob is on my shortlist, with flattened roots as my main concern. I saved a reference while searching for app to try on hairstyles free and would appreciate advice on judging the shape rather than trusting a polished preview. The texture is mostly straight, apart from a bend beside one ear. I can spend five minutes brushing it, but a full restyle is unrealistic. Does keeping enough length to tuck behind the ears help in this situation? There is no changing room at the office, so the cut needs to work with the tools I can carry in a small bag. If you cycle to work, which details would you discuss with a hairdresser first?