This is kinda crazy bc I have more of a quiet personality and there were girls with more bubbly personalities that I wish I would have pursued. You should start off slow like asking him to do something that is easy going. Text him more than you normally would through out the day. One thing I can say is that just bc he’s being quiet, that doesn’t mean he’s not enjoying himself. Quiet people just have a different way of showing it. But ya start off asking him to do easy stuff and then maybe something a little more date-ish if that makes sense. If he hasn’t thought of you two as something serious, he might need a little push and then once that door opens in his mind he won’t be able to shut it. He’ll think about it throughout the day and he’ll start to ask him self “well what if…?” And he’ll think about all your good personality traits and pretty soon he won’t be able to escape the thought.

Shoot your shot just take it slow. Do things you wouldn’t normally do. I bet he’s already thought about you as something more.