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[quote=Anonymous]Despite doing very well for himself, my 40 year old brother is the cheapest person alive when it comes to spending money on, or being generous with, other people. My parents are incredibly generous with us kids and their grandkids. My brother never buys gifts for my parents, and generally refuses to pay for anything when we are all together - even himself (he always lets my parents pay when we go out to dinner whereas my DH and I often at least offer to chip in). He never gets birthday gifts for my children, which I find incredibly rude since they are young. We recently went out for my dad’s birthday and I asked my brother to split it with us, and he refused. My mom ended up splitting the bill with us which was kind of crazy.

So now my parents’ 50th wedding anniversary is coming up and I wanted to plan a small dinner party for them, which is what they wanted. Spoke to my brother about it and he said he won’t chip in, which I find very frustrating. My parents decided to throw their own party given the drama it was creating with my brother. So, I thought at the very least we could take them to a nice dinner. Once again my brother says he won’t contribute even to that so I said if he won’t pay even for just himself (not asking him to pay for a portion of my parents at this point) then we will take them on our own. When I told my parents DH and I wanted to take them out just the two of us they said we can’t exclude my brother and they will pay for him if that’s the issue.

I just can’t get over how ridiculous my brother is being about all of this. How can he not be willing to spend $150 to pay for himself at a nice dinner for them? He claims he hates spending money on stuffy restaurants and that’s why he won’t do it, but come on, this is for your parents. And he has no trouble going out with friends when he feels like it.

So do we go to the anniversary dinner and I let my parents pay for him and DH and I pay for them?? I am sure as hell not paying for him, but it seems so awkward now.[/quote]

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