There is a general rule: the longer your cut is the more maintenance and styling it needs. However, with the androgynous tomboy haircuts, there are some things to be mentioned. While they are relatively easy to maintain due to their short length, waking up in the morning might bring you some surprises as short hair loses its shape quickly during your sleep and waves in different unwanted styles which can be really tough to get changed. So be ready to wash and dry your hair with a round brush quite often.