text: i have feelings for my boss who is a woman!? i'm in a relationship with a man, but at the same time i have feelings for my boss who is a woman! sometimes i just wish that i could be with her. i couldn't stop thinking about her. how can i tell if she's interested? help! consider whether or not your feelings are just a crush..or are deeper. if they are deeper, than you should find other employment. it is really never good to become involved with one's boss. only then i would recommend asking her if she is interested in more with you.