Should I keep flirting with him?
I've had a crush on this guy for about three or four years, off and on. He was in a relationship with my ex-best friend for a while, which kept me from flirting with him. Recently, they broke up about a month ago, and now I find myself sitting next to him in both homeroom and math class. I’ve started to flirt with him a bit, and I think he might be interested, but I’m not completely sure. Recently, a girl who isn’t very popular and identifies as emo (I’m just describing her, not trying to be mean) approached me with a question. She asked if I could help get her together with him since I talk to him often. This was the first time I heard about her feelings for him since I began flirting with him. She seems really nice, and I want to be considerate of her feelings, but I also know that he probably wouldn’t be interested in her and might even make fun of her if she asked him out. I really like him, but I don’t want to hurt her feelings. I’m torn about what to do—any advice would be appreciated!