I always do the asking. Revese gender roles I guess?

so I pretty much initiate everything with this guy I've liked for awhile, were friends but I even have to start conversations. my mom thinks that since I always do the asking I should give up on him. I get annoyed by it sometimes but it doesn't bug me to much so I never really thought it was a problem. well my mom seems to think that I need to stop chasing him ( I wouldn't even call it that) she thinks he either doesn't feel that way or is to used to me doing all the effort. when I talk to him it doesn't seem like he doesn't like me. so I'm pretty much just confused here. why wouldn't he at least start a conversation with me? and does it really matter if a girl does that asking? I always thought he acted this way cause were teenagers and pretty clueless about relationships and stuff.
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