"Conversation Hearts" Cherry Pies with Homemade Cherry Pie Filling

I've absolutely loved the adorable individual heart cherry pies I've been seeing on blogs and Pinterest.  I knew I wanted to give baking them a try and was excited when I remembered the conversation heart stencils I bought a few months ago.  How cute would conversation heart cherry pies be?  Pretty cute, as it turns out!

I began by making cherry pie filling.  I feel awful about this, but it was my first time making pie filling outside of  pie and I'm not 100% sure of the measurements I used because I kept adding things - a bit more cornstarch, a little more sugar, a few more cherries.  I can tell you how I started and how you can begin and tweak things to reach the consistency you want.  I learned an important lesson along the way, too, about cornstarch.  Did you know that it will NOT dissolve in hot liquid, instead it will clump in little bits?  You did?  Most of my friends knew that, too.  Me?  I learned the hard way.  Here's what happened:

I started with 2 - 24oz. jars of pitted sour cherries.  I strained them reserving the juice, setting the cherries aside.  I measured a cup and a half of the juice and poured it into a small sauce pan along with 1 cup of sugar.  After bringing it to a boil, I added 2 tablespoons of cornstarch.  It thickened nicely, but I could not get rid of the cornstarch clumps.  I dumped it out and started again.  Cherry juice, sugar, and this time I heated up a splash of water in the microwave adding the cornstarch to it.  I waited for it to dissolve in the hot water.  Nope.  Clumps.  I did not add it to the juice and sugar mixture.  I just stirred and thought about what I could do.  I did not have pectin and didn't want to go to the store.  I wanted to come to an understanding about cornstarch.  I'm not sure why I didn't just Google the answer, but eventually I had the bright idea to try and dissolve the cornstarch in room temperature water.  VOILA!  Completely dissolved.

So, here's where we are at (a.k.a. How to begin the process of making Cherry Pie Filling): 

1 1/2 cups of sour cherry juice

1 cup cup of sugar

2 teaspoons of vanilla extract

2 tablespoons cornstarch dissolved in room temperature water

Bring to a boil and let thicken.  Add 1 1/2 cups of cherries.  Let simmer until thick enough to spoon onto pie crust without making a mess.  Real scientific, huh?

I tasted the filling and found it was still too sour.  So added more sugar.  1/3 cup.  And then a little more until I thought it was sweet enough.  However, this made the filling much runnier.  So, I had to add more cornstarch to thicken it, without using too much water to dissolve it so it wouldn't make it thinner while trying to thicken it.  Are you following all of this?  This is the point where I lost the measurements since I was adding amounts at random.  So, I suggest one of two things:

1. Relax and experiment, you're only making pie filling and not  performing surgery.

2.  Just buy some canned stuff.

Either way, the pies will be cute and delicious!  Here's my finished filling (verys tasty, too!):

Conversation Cherry Pie Hearts

1 can of cherry (or other) pie filling (or homemade filling)

pie crust dough, homemade or store bought

edible color dust in pink and red

powdered sugar to dust pies, if desired

To assemble the pies, either make your own favorite crust or buy pre-made ones (I bought crust.  I admit it).  Roll out the dough and cut out heart shapes.  You will need two hearts for each pie.  Place them on a cookie sheet lined with parchment paper.  On the top heart, use a small craft paintbrush to brush edible color dust over a stencil placed on top of the dough., You can see this technique by clicking here.  You can buy the color dust at craft stores such as Michael's or online.

Gently lift the stencil off of the dough:

Next, place a spoonful or so of filling on the bottom heart:

After running your fingertips through water, trace around the edge of the heart with filling on it, making sure it's wet enough to create a seal after placing the top heart over it.  Press firmly around the perimeter of the heart:

To complete the process, use a fork and pressing the tines around the heart.  Lastly, use a toothpick to poke a few holes in the pie crust.

Now they are ready for baking!  I followed the instructions, preheating my oven to 425 for baking for 15 minutes, but it didn't work out:

So, I tried again baking for less time (10 minutes) and keeping an eye on them, ready to remove the pies from the oven at the first sign of light browning:

Yay!!  Exactly everything I hoped for *sigh*.  I don't mean to be dramatic, but it was a long morning of trial and error for something I thought should be pretty easy.  Don't let me scare you away from trying these.  They are easy.  Really!  My husband loved them and I did, too.  :)  

Sprinkling some powdered sugar on them makes them even sweeter, though I haven't found a way to do it in an aesthetically pleasing way with the stenciling.  I'll work on it.  In the meantime, Valentine's Day is next week and these are a pretty quick and delicious way to let someone know you love them!

I have shared this recipe with:

Things that make you say MMMMMM....Mondays

Cherry Shortbread Hearts Dipped in Chocolate

I am leaving in a few minutes for vacation.  While I am gone I have attempted to schedule two automatic posts on cupcakes.  This is my first time doing it this way, so I hope it works!  If not, I'll post them live when I'm back in a little over a week.  Please bear with me!  Now, onto the cookies....

I'll get right to it....these didn't turn out exactly as I had planned.  I've made this shortbread cookie before and it's heavenly.  This time I forgot to skim the recipe beforehand (have I mentioned it's so important to read the recipe before beginning!) so I rolled the dough too thin.  When that happens they  brown past the edges.  When that happens the don't taste great.  Trust me.  Not that they were AWFUL, just not what they could and should have been.  Here's the recipe, which, if you follow correctly, will produce wonderful, buttery shortbread cookies dipped in chocolate.  Promise!

Shortbread Cookies

Adapted slightly from Ina Garten

3/4 pound unsalted butter at room temperature

1 cup sugar, plus extra for sprinkling

1 teaspoon pure vanilla extract

1 teaspoon maraschino cherry juice

1/2 cup maraschino cherries, chopped

3 1/2 cups all-purpose flour

1/4 teaspoon salt

A few drops red food coloring (to desired hue)

6 to 7 ounces very good semisweet chocolate, finely chopped

Preheat oven to 350 degrees F

In the bowl of an electric mixer fitted with the paddle attachment, mix together butter and one cup of sugar until they are just combined.  Add the vanilla, cherry juice, cherries and food coloring..  In a medium bowl, sift together the flour and salt and add them to the butter/sugar mixture.  Mix on low speed until the dough starts to come together.  Dump onto a surface dusted with flour and shape into a disk.  Wrap in plastic and chill for 30 minutes.

Roll the dough 1/2 inch thick and cut with chosen cutter.  Place cookies on an ungreased cookie sheet and sprinkle with sugar.  

Bake 20-25 minutes or until edges begin to brown slightly.  Allow to cool to room temperature.

When the cookies, place them on a cookie sheet lined with parchment paper.  Put 3 ounces of chocolate in a glass bowl and microwave on high for 30 seconds.  Stir with a wooden spoon.  Continue to head and stir in 30 second intervals until the chocolate is just melted.  Add the remaining chocolate and allow to sit at room temperature , stirring often, until it is completely smooth.  Stir vigorously until the chocolate is cooled and smooth and slightly cooled.  Stirring makes it glossier.

Drizzle each cookie half way with enough chocolate to coat it.

I also have a difficult time with achieving glossy chocolate.  Still working on that.  The chocolate was too thick for me to drizzle, so I dipped, but the line is uneven and trying to fix it made things worse.  I will definitely make these again and try to improve on it.  The cherry flavor was nice and I like the bits of cherry throughout the cookie.  I thought about skipping posting these cookies altogether, but I promised I'd show the good, bad, and the ugly.  These cookies are a combination of the three, I think!

If you try your own version and have success, let me know!

I have shared this recipe with: