I made mini pineapple upside down cake for bookclub Tuesday night. Our book of the month was The Swans of Fifth Avenue by Melanie Benjamin, which I’m sorry to say I haven’t read yet. Even so, since the book was set in the 1950s and 60s, I wanted to make a retro-chic dessert popular during that time.

Pineapple Upside Down Cake has an interesting history that originated back when most everything was cooked in a cast iron skillet. Flip cakes, as they were known, involved some sort of fruit on the bottom—usually apples, cherries or plums—layered with sugar and a thin batter. The cake could be baked on an open fire, stovetop, or oven. When the batter was done, flipping the cake onto a plate made for an instant fruit and glazed sugar display. (If you think about it, this sounds almost like a layered cobbler.)Continue Reading