If a guy likes you I'm guessing he wouldn't mind the girl initiating conversations. If he isn't interested, chances are he'll be annoyed. But if you have already reached out to him and doesn't reply for days we can say he isn't into you. But I don't agree fully cause sometimes people are going through stuff and just don't feel like talking to anybody. On the other hand, if they were really into you, they would give you the hint that they need some space and time and wouldn't simply vanish without a word. Lastly, how can you tell when it's best to give up and stop trying with this person? Some super shy and introverted guys would have a hard time opening up to you (I am also introverted so I know the feeling, I tend to withdraw when a person doesn't show interest but mostly I interpret it wrong guy is interested but going through stuff and usually reaches out to me but when he does it's too late cause I got used to the absence and moved on to another guy). Sometimes when I feel a connection with a guy I pursue him, at first he gets flattered but if its only me initiating I lose interest and anyhow, it feels forced and in the end, we both stop writing to each other or meeting. When I also vanish, they tend to pursue me instead but that doesn't last, they simply blow hot and cold until it gets boring. What are your thoughts?