My idea is to have a some sort of circular clothes line to hold outfits (sort of like what quite a few laundromats have). These clothes will be sorted by season/weather appropriate clothing, or have some sort of NFC tag stating what season and/or weather the outfit would b appropriate for. Some microprocessor or single board computer would read in data about the time of year and current weather from an API and select the best outfit to wear. You can custom make some sort of housing where only the selected outfit is presented to the user, maybe have the conveyer of clothes behind a false wall of a wardrobe and the selected outfit triggers the door to open and the outfit slides into position via a track on the top of the inside of the wardrobe. Some sort of HMI can tell the user the expected weather and have an LED light up when the selected outfit is ready and in position.