Maybe I can help you with my experience : since i'm in middle school I feel i don't have personality. I don't have hobbies and when I go for one I always kind of think I don't really belong here, i'm not really loving it as the other. It is true that it alows me to have maybe 3 minutes of made up conversation but well this is not what we are looking for. Because the problem could be a bit deeper. I recently went to a psychologist that explained me that for some reasons I don't experience my own feelings unless they are very intense. It's actually hard for me to know what i like or what i don't like as i don't "hear" my feelings. This leads to not knowing who you are even sometimes not trusting what you could feel and thus being a quiet/empty person in front of others. BUT you can change it ! I'm just at the begining of my therapy but here are the exercises my psychologist gave me : take note in a textbook of every moment that made you feel something, describe what made you feel that way and what did you feel physically and the other exercise is meditation (this one is very hard for me but I hope to improve !).