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unfortunately, there isn't a single golden rule that you can go off Sarge. I'm sure we all have friends that we would happily pay the bill for every time and there are those who will look at you when it comes time to pay. Whenever a friend springs for lunch or for tickets, or whatever, I make a mental note of taking them out for something similar. But thats just me. There are those who wouldn't give returning the favor a second thought and as Panama said there's going to be people who want to see how far it can take them.
Personally, i'd say that how someone reacts to your offer is going to be a good insight into their character
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