Stephanie Plum Pineapple Upside Down Cake

Stephanie Plum Pineapple Upside Down Cake

I’ve spent the last few months engrossed in reading the l8 Stephanie Plum novels by Janet Evanovich. Stephanie plum is a hapless bounty hunter that loves donuts, butterscotch TastyKakes and her mother’s pineapple upside down cake.

Stephanie Plum Pineapple Upside Down Cake

I’m really excited about the movie of the first novel, “One for the Money“, coming out in January 2012.

Stephanie Plum Pineapple Upside Down Cake

I made my cake twice as thick as called for and with a toffee and meted butter glaze instead of the traditional brown sugar topping. I think Stephanie would approve!

Don’t let Joe Morelli get his hands on your cake!


Stephanie Plum Pineapple Upside Down Cake

Yield: 1 cake


1/4 cup light corn syrup or golden syrup

1/4 cup butter, melted

1 cup Toffee Pieces

6 Pineapple rings

6 Maraschino cherries

1/2 cup butter, at room temperature

1 1/3 cup sugar

2 eggs

2 tbs rum or rum extract

2 2/3 cup plain flour

4 tsp baking powder

1 1/3 cup milk

fresh whipped cream (for serving)


  1. Heat oven to 350 F/180 C and lightly grease the sides of an 8 inch springform cake tin.
  2. In a small bowl stir together the corn syrup and melted butter. Pour into the bottom of the cake tin and sprinkle the toffee pieces over top.
  3. Arrange the pineapple rings and place a cherry in each ring.
  4. Beat the butter and sugar together in a medium bowl until blended. Add the eggs and rum, beating well.
  5. In a small bowl whisk together the flour and baking soda.
  6. Add the flour alternately with the milk to the butter mixture, beating until smooth.
  7. Bake for 35-40 minutes until skewer inserted in the center comes out clean. Using oven mitts place a serving plate on top of the pan and flip over. Remove the sides of the pan and then the bottom (which is now the top).
  8. Serve right away with some home whipped cream!

adapted from Hershey’s Recipe Collection


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  1. OMG 18 books, I seem to have lost my book reading brain since having a child, I can only manage to read online now! I will look out for the film though, sounds fun.

    • I never thought I had the time either. I’ll pick up my kindle and read a few pages even if I’m queing at Starbucks for 5 minutes. Amazing how all those little bits of time add up. I’ve ploughed through dozens of books lately. Starting Hunger Games next!

  2. I love the books. I finished #18 last night.

  3. This looks delicious! I love seeing this cake, it’s one my mom used to make, it’s an old classic, hopefully it’s making a comeback! I’ll have to check out those novels too!

  4. omg love the stephanie plum books, didn’t realize a movie is in the works! this recipe looks great!

  5. Ohhh they finally making the movie! Loved reading the books I have to catch up on the last two I think and the inbetween shorts! Ohh cake looks lovely I shouldn’t have let mick see it, it’s his favourite and been along for it for ages now, might have to give him your lovely recipient so he can give it a go ;p