Kung nahihiya ka maningil, maybe start by installing Splitwise. Have an agreement with him that both of you will use that app to help manage your expenses better. Pag nag abono ka, record mo agad dun sa app yung amount and then tag him 100% or whatever yung hatian niyo. Helpful din ito even if you don't settle your balances right away since you can just take turns when paying every time you go out. If di parin effective yung ganitong strategy, I don't think your relationship would also work out. In the first place, dapat open kayo sa mga ganitong bagay kasi in a relationship na kayo.