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Red Wine and Chocolate Cupcakes

Red Wine and Chocolate Cupcakes

Also known as Kelly cakes, since my friend Kelly inspired them…
Or you can call them Sin in a Wrapper… ‘cause they are uber decadent.

When it comes to using chocolate, I highly recommend using good ones like Ghiradelli or Guittard. Good ones make all the difference. I’ve found that “cheap” chocolates end up tasting “dusty” or like rubber… and that ruins the entire thing. Ick.


3 cups all purpose flour
2 cups granulated sugar
1 Tbs baking powder
1/2 tsp salt
1/2 cup unsweetened cocoa powder
6 eggs
1 1/2 cups red wine (I used Porto)
2 tsp vanilla extract
1/2 cup vegetable oil
1 cup dark chocolate chips (melted)


1. Preheat oven to 325º F.
2. Line 2 cupcake pans. (Tip: After you line the pans, spray the liners with some non-stick spray. It will keep the cupcakes from sticking to the paper.
3. In a large mixing bowl sift together the flour, sugar, baking powder, salt and cocoa powder. Mix everything so that it is evenly distributed.
4. Make a “well” in the center of the dry ingredients.
5. Into the well, pour in the wine, vanilla, oil and eggs.
6. Mix on low speed until combined and lump free.
7. Pour in the melted chocolate chips and mix until thoroughly combined.
8. Fill lined cupcake pan. Fill each liner to the top.
9. Bake for 20 to 25 minutes. The cupcakes will puff quite a bit, and when done should be slightly firm to the touch, but be able to spring back.
10. Let cool slightly before dipping in chocolate wine topping.

Chocolate Wine topping
This made a LOT… but I didn’t change the proportions for the recipe, as the leftovers can be saved for ice cream topping… mmmmmmmm…


2 1/2 cups dark chocolate chips
1 14oz. can sweetened condensed milk
1/2 cup red wine (same as used in the cupcakes)
1/2 cup karo syrup
4 tsp balsamic vinegar

1. Microwave everything in a microwave safe bowl for two minutes.
2. Remove from microwave, carefully, and stir until smooth and shiny.
3. Let cool, and dip cupcake tops into the chocolate.
4. Repeat after they’ve set up a bit.

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grimmrj grimmrj 8 years
I made these last night and they were amazing. Also, the extra icing is fantastic over ice cream. :-)
Leilanic1 Leilanic1 8 years
these look amazing. nothing is better than red wine and chocolate!
kidsleepy kidsleepy 9 years
i found karo syrup next to the maple syrup in the breakfast aisle. i also cut the topping recipe in half and STILL had more than enough! i double dipped all my cupcakes (30) and had about 1 cup of yummy chocolatey goodness leftover.
lickety-split lickety-split 9 years
you did not make that! it's beautiful!
intensebandgeek intensebandgeek 9 years
That looks too pretty to eat!
sarahkushner sarahkushner 9 years
Awesome! Glad you liked them. Love the raw sugar idea... I'll have to try that next time. And if you ever get the hankering for an rich ice cream sundae... the left over glaze heated up is really good over vanilla bean ice cream. I bet its good over chocolate too... hmmm.
amandachalynn amandachalynn 9 years
I made these last night to bring to my co-worker today(her mom passed away) and they are amazing! They're so moist and rich! You can find karo syrup in the baking isle, and I actually cut the recipe for the glaze in half, but used the full measurement of wine, so I could boil the alcohol out before I made the glaze. We work in a daycare, and I just thought it was a good idea. I also took some raw sugar and dipped them in it after the glaze had set for a while. They look like dark, glittery treats! Seriously the prettiest cupcakes I've ever made.
radarkitty radarkitty 9 years
Oh boy! But how do I make them and not have my kids know?! LOL
kimster kimster 9 years
these cupcakes sound delish!!! is there a a type of red wine you use? like... cabernet? merlot? also, is karo syrup available in grocery stores... in the baking section? i've never encountered karo syrup before, so i have no idea where to get it. if you could let me know, that'd be great!
amandachalynn amandachalynn 9 years
These look amazing! Wine and chololate are my biggest downfalls. I'm going to make them this weekend and let you know how they turned out!
Food Food 9 years
These also look fantastic, thanks for sharing these!
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