I've had some of my best luck at diners and American-food-chain-type-restaurants like Ground Round and Applebees. Actually, if you have a Ground Round, I've found those to be the best, because they have fairly plain grilled chicken on the menu, so there's very little you have to ask for in the way of modifications. The other places, you can usually find that sort of dinner and ask for sauces on the side, and a baked potato or rice instead of mashed, etc. I know it's not exactly a romantic restaurant sort of place, but... well, you have to go with what's safe. And believe it or not, diners are VERY accomodating - I've gotten excellent fish/chicken and baked potato dinners at diners, prepared with no oil or butter, and the waitresses didn't even make me feel like a tool for asking for something special.
I also have really good luck with Indian food, but if you've never had it, or haven't had it recently (and therefore know that it's safe for you), I wouldn't risk it on a first date. The second or third one, though... 
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