Conversation Heart Whoopie Pies - My Sweet Sanity

Conversation Heart Whoopie Pies

by Jennifer Wieland
Conversation Heart Whoopie Pies

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My 4 and 6 year olds love watching cake, cookie and cupcake videos on YouTube. At this point they each have about 75 different ideas for their birthdays this year. I think it’s cute how excited they get and how they try to get me to watch them with them so that I can learn how to bake. They are probably the only 4 and 6 year olds who regularly debate the use of fondant versus buttercream and whether to use a knife or cake leveler to make the cake flat. Their favorite series to watch is Nerdy Nummies and I will admit that it is cute and geared towards kid ideas.

Now we spent the whole Christmas break here sick and in fact just today finally got my husband back to work and the three youngest returned to school just yesterday. We had colds, flu, an upper respiratory infection, and the toppers were a sinus infection so bad that the left eye and cheek were swelling, an ear infection and ruptured ear drum combo that lasted four weeks through 3 bouts of antibiotics and my husband refusing to go to the doctor while having a 102 degree fever for days that caused him to be delirious and ramble nonsense. Yeah it was all kinds of fun here… not! Anyway, to entertain the kids we baked. We would make something kid friendly and I would let them act out what they were doing as if they were doing their own cooking show. They loved it! It is now something they are asking to do and sometimes my 9-year-old even joins in.

Yesterday, I surprised them after school with a new project for them to bake. They excitedly asked what we were going to make and I told them we were going to make Conversation Heart Whoopie Pies. They looked at me blankly. I explained to them what conversation hearts were and then they got it. I should have known to say, “you know, the little candy hearts with the different sayings on them” right from the get go. Both of the kids were miffed though that I had not had the forethought to stop and pick up fondant for the letters and that they had to pipe chocolate instead.

So how do you make Conversation Heart Whoopie Pies? First off you will need a heart whoopie pie pan. I know Wilton makes one and I am pretty sure other companies do as well. That is really the only special thing needed to make these with your kids.

Conversation Heart Whoopie Pies

Conversation Heart Whoopie Pies
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4276 calories
711 g
258 g
154 g
25 g
68 g
977 g
3475 g
296 g
4 g
76 g
Nutrition Facts
Serving Size
Amount Per Serving
Calories 4276
Calories from Fat 1353
% Daily Value *
Total Fat 154g
Saturated Fat 68g
Trans Fat 4g
Polyunsaturated Fat 26g
Monounsaturated Fat 50g
Cholesterol 258mg
Sodium 3475mg
Total Carbohydrates 711g
Dietary Fiber 6g
Sugars 296g
Protein 25g
Vitamin A
Vitamin C
* Percent Daily Values are based on a 2,000 calorie diet. Your Daily Values may be higher or lower depending on your calorie needs.
For the cake
  1. 1 box of white or yellow cake mix & ingredients listed in the instructions
  2. gel food coloring
For the filling
  1. 1/2 c. butter, softened
  2. 2 1/2 c. powdered sugar, sifted
  3. 1 tsp. clear vanilla extract
  4. 1-3 tbsp. whole milk
For the writing
  1. candy melts in your choice of colors
For the cake
  1. Preheat oven to 350 and spray the whoopie pie cavities with baking spray.
  2. Mix the cake mix and ingredients required as directed on the package. Separate the cake batter into several bowls and use a few drops of food coloring to color each one. Use a cookie scoop to evenly measure out the batter for each cavity on the whoopie pie pan. Bake for 8-10 minutes. Let cool in the pan for another 8 minutes and then remove from pan to finish cooling on a wire wrack.
For the filling
  1. In the bowl of a stand mixer fitted with the paddle attachment cream the butter on medium-high speed. Scrape down the the sides and add in about 1/3 of the powdered sugar and mix on low. Scrape down the sides and add half of the remaining powdered sugar, mixing on low to combine. Repeat for the last batch of the powdered sugar. Add in the vanilla and 1 tbsp. of the milk. Mix on low until combined and then beat on medium for a minute. Test it and make sure it is a nice fluffy frosting. If it is still stiff add another tbsp. of milk until you get the desired consistency.
To assemble
  1. Melt the candy melts in a pastry bag or microwave safe squeeze bottle following the instructions on the package for melting. Snip the tip on the pastry bag so that you have a very small opening. You want the writing to be fine. Pipe Valentine's Day sayings onto half of the cooled heart cakes and let the chocolate setup. While the chocolate is hardening pipe the other half of the hearts with the filling. Once the chocolate has hardened you can place the tops on the filling and lightly press down.
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Jennifer is a mom to 5 boys, 1 girl and 1 husband. Her kids range in age from 8-24 so things are always crazy with everything from school life, to autism and to college and beyond. She tries to bake, craft, travel and blog her way through all of the chaos and craziness that life, her kids and her husband throw her way.

35 Responses to “Conversation Heart Whoopie Pies”

  1. 1
    Lynsey Jones says:

    SO CUTE!! I want to make them! The Whoopie pie pan is on backorder – I am hoping Hobby Lobby has it. *crossing fingers*
    Lynsey Jones recently posted…Unique Valentine’s Gift Ideas – Thinking Outside The Heart Shaped Box!My Profile

  2. 2

    Such an adorable idea! My six year old would LOVE these for his teacher’s gift! So cute. Thanks for the recipe!
    Lisa – Between the Kids recently posted…Sara Wells Breast Pump Bag – Stylish, Professional, Versatile | #breastfeedingMy Profile

  3. 3
    robyn says:

    These are adorable! My kids would flip. May have to make some.
    robyn recently posted… Valentine’s Dinner GiveawayMy Profile

  4. 4

    OH MY! I love those!

    I can never get the cake out of a whoopie pie pan, though.
    Sara Phillips recently posted…Craft: Valentine’s Advent WheelMy Profile

  5. 5
    Micki says:

    These are absolutely adorable!

    I have a five and eight year old and they would go crazy for these 🙂
    Micki recently posted…January Days $50 Amazon Gift Card Giveaway Ends Jan 29 2014My Profile

  6. 6

    Those are just begging to be eaten. Love the different fun colors of them too!
    Liz @ A Nut in a Nutshell recently posted…Warning Signs: Has Your Identity Been Compromised?My Profile

  7. 7

    Those are super cute. I bet the kids loved them – I know that my kids would! I also like that you can use your favorite cake flavor… whatever that may be.
    Dianna @ Oy Vey a Day recently posted…Apple iPod 2 GB Shuffle Giveaway (Ends 01/29/14)My Profile

  8. 8
    Katie says:

    those are absolutely adorable!
    Katie recently posted…Smucker’s peanut butter supports the NPCA #MCMy Profile

  9. 9

    These are adorable! I need to pick up a heart pan to give it a shot.
    Billie @ Rowell Reviews recently posted…The Worst Job I’ve Ever HadMy Profile

  10. 10

    These are quite adorable!
    Robin Gagnon {Mom Foodie} recently posted…Sometimes Mom’s Need HelpMy Profile

  11. 11

    How adorable and delicious are those!? My kids would have a blast making those with me!
    Shop with Me Mama recently posted…Strappys Decorative Bra Straps (Review and Giveaway)My Profile

  12. 12

    I love, love, love, this! My son loves it when I make whoopie pies, so he will be thrilled with this! Gonna do it!
    Donna Chaffins recently posted…Twas The Night Before School – Tips to Get the School Day Started on the Right Foot #greatstartsMy Profile

  13. 13

    Those are so totally cute! And I love how retro they look!
    Shannon Schmid (@milkandcuddles) recently posted…Make a Burlap Valentines Day Wreath!My Profile

  14. 14
    Angela says:

    This is such a fun Valentine’s Day idea. They turned out super cute!
    Angela recently posted…Pamper Yourself with Perfectly Pure Coconut Personal Care Collection + GiveawayMy Profile

  15. 15
    Digna D. says:

    Sorry you were sick for the holidays, that’s the worst. I need me one of these Woopie pans so I can try this recipe. I like how it’s simple.
    Digna D. recently posted…The Complete Book of Juicing, Revised and Updated by Michael Murray GiveawayMy Profile

  16. 16

    Goodness, how adorable! I could eat a dozen of these, lol
    Kelly @ A Girl Worth Saving recently posted…Vegan ButterMy Profile

  17. 17
    Crystal says:

    Such a great treat for Valentine’s Day! And it seems simple enough, too.
    Crystal recently posted…Game Time with DiGiorno #GameTimeGoodies #shopMy Profile

  18. 18

    Oh they look so cute you don’t want to eat them! Need to go to the store and find a pan to make these with one day with the kids. They’d love it.
    Chelle @ oh just stop already recently posted…Oatworks: An Oat Powered Smoothie {Review & Giveaway}My Profile

  19. 19

    Those are so cute and I bet they taste amazing!
    Sarah @Must Have Mom recently posted…Mozzarella Log Jam Appetizer Recipe! Great Super Bowl FoodMy Profile

  20. 20
  21. 21

    Those are adorable! I’ve never attempted to make whoopie pies before!
    Kelly @ Texas Type A Mom recently posted…3 Tips for Teaching the Reluctant LearnerMy Profile

  22. 22

    that’s so so cute! My kids would love it!!
    Singapore Mum Blog recently posted…Comment on When Does Bedwetting Stop? by Kelly @ TATMMy Profile

  23. 23
    Anne says:

    These are so cute, great idea
    Anne recently posted…Valentine’s Day Chocolate IdeasMy Profile

  24. 24
    Tonya says:

    These are so stinking cute! What a creative idea!
    Tonya recently posted…Road Trip from California: The EndMy Profile

  25. 25
    HilLesha says:

    I don’t believe I ever had a Whoopie Pie, but they sound good!
    HilLesha recently posted…DIY Recipe for Thai Herbal PoulticeMy Profile

  26. 26
    Kenda says:

    Both of my kids love whoopie pies, but I always thought they’d be too hard to make. Now I finally have a recipe I think I can tackle. Thank you!
    Kenda recently posted…20 Smoothie Recipes to Jump Start Your New YearMy Profile

  27. 27
    Angela S says:

    These turned out really cute! I want one!

  28. 28
  29. 29

    These look yummy. My kids would have these gone quick!
    Megan @ That Neat Blog recently posted…Gym 101: Learning the Basics of Gym EquipmentMy Profile

  30. 30
    jeanae says:

    This looks like such a fun & easy treat for my kiddo’s class!Who doesn’t love whoopie pies? Yum
    jeanae recently posted…Way Back WednesdayMy Profile

  31. 31

    These are so cute and I bet they’re yummy, too!
    Ty @ Mama of 3 Munchkins recently posted…Become a Dining Daredevil in 2014! We DARE You!My Profile

  32. 32
    Tammy says:

    I have never seen a cookie/cake like this before – those are simply terrific for Valentine’s Day!
    Tammy recently posted…Game Time and DiGiorno PizzaMy Profile

  33. 33
    Lynsey Jones says:

    OK so… I made these today, and my tops got all puffed up and ugly. What did I do wrong? LOL
    Lynsey Jones recently posted…Last Chance For “Bring Back My Bar” #ScentsyMy Profile

    • 33.1
      Jennifer says:

      When I made mine I used a cookie scoop (about 1 – 1.5 tbsp.) to fill the cavities. It looked like a small amount and then I tapped the pan to spread it out some. They cooked just to the tops of the cavities then and were a bit puffy. I let them sit though for 8-10 minutes before I removed them. The only other thing I can think of is if it’s a box mix that you used I have heard that it can puff and dome if they are over mixed.
      Jennifer recently posted…S’mores Cream PieMy Profile

  34. 34

    These are just adorable….and obviously so perfect for VAlentine’s Day! Thanks so much for sharing at Saturday Night Fever, Jennifer!!
    Cathy@LemonTreeDwelling recently posted…Cherry Almond MuffinsMy Profile

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