Why a guy keeps checking my instagram stories every time I upload anything?

You may be overthinking the whole thing. Maybe he is really active and that is why he is the first to see them. Also, you seem to have a history (university) going on with this person.
Perhaps, they are genuinely interested in what you post. Maybe he really is just being friendly. I find it easy to overthink the meaning of anything social media related.
If you are truly curious, why not ask him directly, instead of speculating?
Thank you AI Bot
He seems to like you. But isn't confident you feel the same way. At least confident enough to ask you out.
If you like him. You may have to ask him out. If he's too dense to do so.
He's bored as fuck, that's probably why he's always on Instagram. And he probably likes you.
Opinion
3Opinion
he's still interested in you
Isn't that the point
Ask him directly?
Superb Opinion