You can't explain this to him without seeming selfish and spoiled because you are selfish and spoiled. What makes you so much better than him that he should have to pay for you every time? Why should he have to work more shifts to pay for the costs of dating? Because you don't want to have to contribute to dates that are for both of you to enjoy?
By asking you to pay for your $1 cup of coffee, he's probably trying to prove a point. There are two people in a relationship and there's no reason why he should have to pay for everything.
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you aren't his responsibility. who wouldn't get tired of paying for someone including themselves for months? seriously, you need to chip in. it is not all about you. I understand this "tradition" but it doesn't even seem like you put in an effort. relationships shouldn't be one-sided like this, and you need to understand that. also, he can be traditional in other ways that does no involve money.
Aren't you being a little sexist? Don't make him pay for everything forever. :P You say he's already paid for you a bunch of times, so if moneys particularly tight for him at the moment, what's wrong with you splitting the bill and paying for yourself? You can't be expected to be spoiled 100% of the time, Anon. :)
What do you do for him? He's probably sick & tired of catering to you & getting nothing in return. Show a little, get a little. It's a two way street.
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