My main question would be what amount of happiness will this purchase give me and for how long. For instance, buying a new car is always going to be fun when you get it. For me it took about 2 weeks before it really didn't do that much for me. Oops, that was a lot of money.
But I have to admit that in most cases, I'm usually so frugal that most of the time I practically auto veto a purchase. It's so bad to the point that really I have to go through a process to convince myself to buy something.
That includes things like new underwear... when I really really need to buy new underwear....
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