So glad you updated so we could see how your date went!
I was just going to chime in with advice for the future re: paying and ordering.
I know a lot of other people said "order the cheapest thing." I don't do that, even when I know someone else is paying. If I were paying, I wouldn't want someone else to do that/feel that way. If you think about it from your perspective, if you were going to pay, would you want someone to think, "Well, I really want x, but y is $2 cheaper." Of course not! At the same time, the etiquette advice I've heard is "order from the middle of the menu." This is helpful because, in many restaurants where prices are not listed, the entrees are quietly organized by cost, with the items in the middle being in the mid-range of prices.
Also, if he continues to insist on paying, the remedy is not to start a fight over the check, but to come up with other ways for you to foot the bill for the entertainment- such as inviting him over and cooking dinner for him or asking him to accompany you to an event for which you already have tickets.
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