You could wear them till the day you die . However keep in mind depending on the rules of the workplace if you ever get a job you may have want to lean more towards dress shoes out of respect to the company or business.
Hi! Why would you stop wearing them! Im a girl and I wear them! I think they are comfortable and pretty cool! (Especially my blue ones aha) Back to the point, if you like them then dont stop wearing them! :P
Why stop wearing them if they like them. Too many people wear and stop wearing items because of what others think and because others shallowly judge others by the shoes and clothes they wear. I say if you like high tops keep wearing them.