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I think it's fun to serve comfort food because it's an instant ice-breaker. If somebody's expecting fancy food, and you whip out some fried chicken, they feel like, you know, they can put their elbows on the table, and the etiquette police aren't going to come out.
My ideal meal varies, depending on the time of year. Lobster on a deck overlooking a beach at sunset is one - but all my kids have to be there, because they are all lobster-lovers. Making a bolognese sauce over pappardelle for my husband on a winter evening, because he loves my bolognese sauce and it's his comfort food.