Gloomy – Dreaming about something gloomy in a dream means pretty much that. If you dream about a gloomy day it means that one such sort of day is well on its way and will most likely occur very soon. If you dream about a gloomy friend or coworker, you will most certainly encounter one soon. If you dream about being gloomy yourself the same is to be expected in your own mood. This dream is a nice way to prepare you for the things to come. You might be able to cheer yourself or another person up when you see them being gloomy. It never hurts to try. Except when it does.