Why does he ask "anything new going on with you?"... like why does he care?

[Anonymous]

[Anonymous]

Ah there's something wrong with the world when normal conversations have secret meanings. That comment is something said to anyone & can very well mean nothing. It's just a random question to potentially start a conversation - doesn't mean he actually cares.

[aftermydemise]

He's obviously trying to initiate conversation with you. Clearly he wants to talk to you.

Maybe he likes you?

[Oboemaster27]

Depending on how often he does it he might like you. Or he considers you a friend and sucks at small talk

[spartan55]

Who is "he"? Cousin? Dentist? Teacher?
Would you rather he ignored you so you could complain about that instead?

[Wise4myage]

He's probably just trying to make some conversation.

[In_Trance]

Did you ask him why he cares?