IntoNothingness asks: There is this senior guy at my high school who was looking for a girlfriend. We have a mutual friend who suggested that he could talk to me and that I was single. So we started talking. We became really close. He even told my friend that he was interested in me and if she could help him ask me out. I also liked him and we both kept dropping hints that we were attracted towards each other. I don’t know how or what happened, but suddenly this guy shuts me out of his life and I come to know that he has a girlfriend. After some time we started talking again and I tried to be a really good friend. He told me every personal detail like a very close person in his life. We talked and flirted on a daily basis but I kept it friendly as he had a girlfriend. He started dropping hints again and then out of the blue breaks up with his girl. Sometime after this, we had a friendly/romantic meet up at my place and he kept being like “you are single and now that I am single, you know…” His hints were very obvious and I really thought that he was interested. Day before yesterday, we were talking and he was being very flirty and the way I was talking anyone could have guessed that I might ask him out and he was also encouraging the conversation. I asked him out and he went completely blank. He literally told me that he liked me a lot but not like that. We were so close and comfortable with each other but things just became awkward. I am fine with the fact that he does not like me like that but what hurts me is that he never felt anything and still reciprocated every feeling and also gave hints. I would have been very happy had he honestly told me that he never felt anything for me rather than fake reciprocating and that we could only be friends. I invested a lot in our friendship and he didn’t even care about our friendship and let things become awkward between us. Our friendship was really special for me and after our embarrassing “asking out moment” I was the one who tried giving it another shot. But now I feel like I shouldn’t have. Am I portraying myself too available or desperate or vulnerable to this guy? Is giving our friendship another shot wrong? What is the mindset of the guy – like why did he do this? Why did he give hints and talk like that when he clearly felt nothing? Was our friendship also fake?