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[quote=Anonymous][quote=Anonymous]I think his issue is that he's not tactful, more so than that he's insulting or disrespectful.   I'm the PP with the DH who reminds me of OPs boyfriend.  I was also uncomfortable with our income disparity and with him paying for so much.  But he would explain why he would want to pay for those things.  Why he wanted to pay for the vacations.  It wasn't just a simple "well I can afford it, you can't".  It was a "we both work so hard and I want to be able to go to X and do Y and Z with you.  And I don't want you to stress about how much it will cost.  I can afford it and I want to treat you.  I want to enjoy this vacation with you, we both deserve it".  And the first couple times I tried to kind of fight it, he very nicely found a way to say that part of it was because he wanted to go on nicer vacations that what I could afford.  But the end message was always about it being something for us to experience together and about treating us.

I do think part of the issue is OPs insecurity (which I get) but I wonder if part of it is his tact too. [/quote]
It sounds like you and pp actually agree with OP. If he hadve said it like either of your partners - kindly, generously, warmly, op may not have had any issues. But when someone continually makes “jokes” about something like this, it’s not coming from a place of kindness or generosity. It’s coming from a place of pettiness, trying to remind op that he has more, and she has less, and she shouldn’t forget it. [/quote]

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