Pineapple upside down cake is an iconic dessert that probably represents the 1950s and 1960s as much as Wonder Bread does. Personally, I’d rather have the cake. I wanted to try to do a spin on the original with cheesecake — y’all know that cheesecakes are something I love to make! I knew that turning the cake upside down wasn’t going to work but I wanted that same syrupy, gooey topping with bursts of pineapple.
I thought about it a lot and finally decided on a pineapple-vanilla flavored cheesecake with the pineapple and cherries and pecans just like the cake. After my dismal failure using lemon cake as a base for my lemon meringue pie cheesecake I chose to stick with a graham cracker crust for this. It works well because the graham mirrors that brown sugar in the topping.
Doncha just want to lick your computer screen right now?
The filling is that dense, rich, New York style cheesecake that I love. It has just a hint of pineapple flavor so it doesn’t become overpowering, you know? I wanted to be able to taste the brown sugar, the pecans, the burst of cherry… Just a minute, have to wipe my mouth.
Anyway, I have three springform pans and I was using the 9-inch pan for the s’mores cheesecake. I used a 10-inch pan for this, which made it a bit thinner, as you can see. I actually think I prefer it this way because it looks more like the splendiferous dessert it was named for.
If you crave pineapple upside down cake then you will absolutely love this version.