Search Results: questions to ask conversation flirting

Please read the whole thing!!! We both are high school sophomores. He was and is in my PE class. He is a smart boy but really shy. I could say that I have never seen him talking with girls (Before/ after school, lunch and in PE). He would only answer the question that a girl asked with a really short sentence and doesn't continue the conversation. That's all I have seen him interacting with girls in these 2 years so far. Because of those reasons, I am pretty sure he doesn't have a girlfriend. On the other hand, it's hard for me to talk to him since I am also a really shy girl who doesn't really talk/ flirt with boys. In all of these 2 years, we only had 3-4 short conversations (he starts all of those first). When we are talking, he seems to try to keep that conversation going on forever; he looks into my eyes and smiles brightly. I have never seemed him, looking into a girl's eye and smile like he did to me. Even though our conversation is only about a minute or+, that's the longest time length that I have ever seen him talking with a girl. He stares me a lot but he looks away quickly when I caught him staring at me. I am pretty sure that he caught me staring at him a lot too. I don't know any of his social media acc. I heard that he doesn't use Instagram, I saw his acc name on FB but that acc doesn't seem to be active anymore. All of those things seem to be pretty positive but there are also things that get messed up. He gave me that big eyes surprising looks when he saw me in the passing periods. He tried to go the other way after he saw me several times in the hallway, tried to go to the different places after he saw me in the same place. I think he tried to avoid me. He is never changing and always the same. What should I do? Should I keep crushing on him? IS he like me? So Sorry for the really long paragraphs.

Been talking to him for 3 months.
We have talked about our day a lot
We have got to know each other a bit.
He is a few years older than me
He works nights so he sleeps a lot
We have some things in common
The conversation is dry
He always initiate the conversation
He remembers things about me.
He has talked about going on a road trip in the summer time with me.
He has said things like "im talking to this wonderful person"etc
He flirted a bit.
He has asked about meeting up
He asked about something big that happened.
He sometimes ask questions about me.
We were suppose to meet up but i told him the truth and was very understanding and appreciated the honesty. He said not to worry about it after I apologized a few times about cancelling.