The Rolo cupcakes are filled with homemade caramel, when I first looked at the recipe I was thinking that sounded like a lot of work and I wasn't crazy about that haha, but it was very easy to do and I'm going to be using this caramel recipe for lots of different things in addition to the cupcake filling. Don't let that part scare you off of making these! I followed the recipe exactly even though while I was waiting for the sugar to melt in a dry pan I was second guessing the instructions for sure! You put granulated sugar in a pan over medium heat and stir, and wait, and stir, and wait - it took quite a while before it started to melt and then it got weirdly chunky before it did indeed finally melt. Don't let it cook too long or the sugar will burn.
this is what the sugar did before melting completely. |
I'll admit I cheated on the cake part of the recipe; I planned to make the cake from scratch as instructed but then saw that I had a devils food cake mix in the cupboard and decided to use that as a short cut. I did add a big scoop of sour cream and a handful of mini chocolate chips to the batter to jazz it up a little.
After the cupcakes are baked and cool, scoop out some of the top (I cut a circle with a sharp knife and then scooped it out with a small spoon saving the cake I removed) and fill with a little less than a tablespoon of cooled caramel sauce, replace the piece of cake you removed, then frost with chocolate buttercream and drizzle with a little more caramel. Top with an unwrapped Rolo.
These turned out super good, the only negative I heard was that they are almost too moist - I think the caramel soaks into the cake quite a bit so it gives it a very moist texture, you almost want to eat them with a fork. But really, if the only downside is chocolate cake that is too moist (instead of dry!) then I'm good with that.
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