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I think it depends on where he took me. Lets say the boy takes me to a very nice place on a first date (something normally way out of my budget- like $30-40 a plate or a place without prices on the menu), and I find out that the reason he can afford it is because he has some kind of gift certificate that he got from work, or at a charity raffle or what have you. That's fine with me! I don't expect anyone to drop more than $80 on a nice dinner for two. Actually, I would be a bit flattered that he wanted to take me to a place he could only afford once.
Now, if someone had an entertainment book and wanted to take me to a place in the book simply to use a coupon I would be peeved on a first date. Later in a relationship I’d be all about the coupons (I have a few local places I love and I will only go to when I have the coupons), but not the first date.
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