So, this is one of several slightly insane recipes that I originally saw on the Something Awful cake thread. I originally assumed that "pumpkin pie cupcakes" meant "pumpkin pie-flavoured" and was expecting pumpkin cupcakes with pumpkin pie spices in the batter. Or maybe even just the pumpkin pie spices without the pumpkin itself. That's not the way this recipe rolls though! They start out by having you make a bunch of tiny pumpkin pies. (I guess maybe that makes them pumpkin tarts? I'm not sure.) And then you make your cupcakes, carefully nestling a mini pie in the centre of each one. And top it all off with a cinnamon cream cheese frosting.

Like I said: insane. And fairly time-consuming and labour-intensive if you're making everything from scratch.
Tasty though.

The original recipe actually called for using store-bought pastry and canned pumpkin pie filling. But that's not the way I roll, so I started with a pie pumpkin and went from there. That said, if you'd like to save a little time, feel free to shave off a few steps with ready-made alternatives!

Pumpkin Pie Cupcakes

Slightly adapted from Bake It in a Cake via the Something Awful forums

Ingredients

Pumpkin Pies

• 250g flour
• 95g unsalted butter
• 75-90mL cold water
• 1 recipe pie filling from pumpkin pie

Cupcakes

• 3/4 c. unsalted butter, softened
• 250g cream cheese, softened
• 1 c. sugar¹
• 3 large eggs
• 2 tsp. vanilla extract
• 2 1/2 c. all-purpose flour, divided
• 2 tsp. baking powder
• 1/2 tsp. baking soda
• 1/4 tsp. coarse sea salt, ground
• 1 1/3 c. milk², divided

Decoration

• 1 recipe icing from cayenne-pumpkin cupcakes³
• cinnamon-sugar roasted pumpkin seeds (optional)

Directions

Pumpkin Pies

1. If you're starting with a whole pumpkin, scoop the seeds and get it roasting first.
2. Cut the butter into the flour.
3. Mix the water in with a fork, adding 1 Tbsp. at a time.
4. Shape the pastry into a ball or disc, cover (or wrap in plastic wrap), and chill for at least an hour.
5. While the pastry is chilling, make your pumpkin pie filling: combine pumpkin, egg, egg yolks, sugar, coconut milk, and spices. Use an immersion blender to purée if using home-cooked/roasted pumpkin.
6. Preheat oven to 190°C (375°F).
7. Divide the pastry into two roughly equal portions.
8. Working with one portion at a time, roll out fairly thin (maybe 2-3mm) and cut out 7.5cm (3") circles. Repeat with second portion of pastry. Then roll out scraps and continue until all pastry has been used (or nearly so).
9. Use the pastry circles to line the wells of a mini muffin pan (3-4cm diameter wells).
10. Place mini cupcake liners/papers inside each tart shell and place a few pie weights/beans inside each liner.
11. Bake at 190°C (375°F) for ~5 minutes.
12. Remove liners and pie weights and fill each tart shell with pumpkin pie filling.
13. Return to oven and bake for another 6-7 minutes.
14. Let pies cool in tin for 5-10 minutes, then use a spatula to carefully remove each one from the tin.⁴

Cupcakes

1. Preheat oven to 180°C (350°F) and grease the wells of a muffin tin (5cm/2" diameter wells). Alternatively, you may line the wells with cupcake liners.
2. Cream butter and cream cheese with the sugar until light and fluffy.
3. Beat in eggs one at a time.
4. Beat in the vanilla.
5. Add 1 c. of flour, but don't mix it in yet!
6. Sift the baking powder and baking soda in on top of the flour.
7. Add the salt on top of the flour as well.
8. Now mix in the flour.
9. Add about half of the milk and mix it in.
10. Add another c. of flour and mix it in.
11. Mix in the remaining milk.
12. Add the last 1/2 c. of flour and mix it in.
13. Mix for an additional 30 seconds.
14. Add a generous Tbsp. of batter to each well in the muffin tin.
15. Place a mini pie into each well and press it down a bit so that the batter comes up the sides.
16. Place another Tbsp. or so of batter on top of each pie and spread it out to completely encase the pie.
17. Bake at 180°C (350°F) for 25 minutes.
18. Let cool in pan for ~5 minutes, then turn out onto wire rack to finish cooling.

Decoration

1. Make icing as directed: beat butter and cream cheese together, beat in icing sugar, cinnamon, and vanilla.
2. Chill icing until ready to use.
3. Once cupcakes are completely cooled, decorate with icing as desired.
4. If desired garnish with cinnamon-sugar roasted pumpkin seeds. (I'm kicking myself for not thinking of this until after I took the photo. The seeds were right there!)

---

¹ The original recipe called for 1 1/2 c. of sugar, but that seemed like a lot, so I scaled it back a bit. I think the final cupcakes taste plenty sweet enough with only 1 c. of sugar. Especially since they end up getting iced as well. ^Back
2 Whoops! Just realized that the recipe says 1 1/3 c. milk, not 1 1/2. Oh well, it still seemed to turn out fine with 1 1/2 c. ^Back
3 The original recipe came with its own icing recipe but, as far as I can tell, it was pretty similar. The base was the same combination of cream cheese, butter, and icing sugar. The main difference seems to be that it also called for melting "cinnamon chips" and mixing them into the icing. I have never heard of cinnamon chips before. I assume they're some sort of cinnamon-flavoured white chocolate baking chip? Anyway, I had some icing left over from making the cayenne-pumpkin cupcakes the previous week, so I just used it here and was quite happy with the results. I figured it's still a cinnamon-y, cream cheese-y icing, so it amounts to just about the same thing. ^{Back 4} Full disclosure, I don't have a mini muffin pan, but I do have a Babycakes Cupcake Maker so I just used that to make my pies. This worked alright, but the crusts did end up a bit underbaked since you can't really blind bake them that way and the filling cooked faster than the pastry. I've written out the instructions to do them in the oven here both because I don't expect everyone to have a cupcake maker and because I think that blind baking the crusts will likely provide better results. (And I have used the pie weights inside a cupcake liner approach for making tart shells before. It works quite well. Although I usually use liners one size smaller than the wells on the muffin tin, so I'm not sure how that works when you're already using a mini muffin tin. If you can find "extra mini" liners, that would be idea. Otherwise I think slightly crumpling the liners so that they're a little more flexible and willing to conform to the smaller shape would probably work reasonably well. It may take some experimentation, but I'm sure it can be done! ^Back