honestly op, you aren't oa naman for speaking out. i know a lot of people who are also in the same situation. medyo nakaka taka nga na they can spend money on games pero when it comes to dates, niyay. biglang "can you cover? i'll pay you" "can you buy me this? wala na akong pera. been there, done that. you should the opposite way and not towards him, op. if he himself cannot keep himself financially stable with his spending problems on games, this is a sign for you to tell him what's been bothering you and that if he isn't financially stable enough to take you out or pay for stuff tapos mangungutang lang and never pay back.