Trick or Treat This

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I first wrote about these cookies last year and I wanted to share them again, because they are that good.  When Boy was a kiddo, I made these filled cookies every year for Halloween.

The dark chocolate color covered the spooky appeal of the holiday, and the POW! of the orange-filling spoke of jack-o-lanterns. Plus, they’re delicious, so there’s that.

Filled Chocolate Cookies



Filled Chocolate Cookies


  • 1 1/4 cup of butter, softened
  • 2 cups sugar
  • 2 eggs
  • 2 teaspoons vanilla
  • 2 cups unsifted all-purpose flour
  • 3/4 cup cocoa
  • 1 teaspoon baking soda
  • 1 teaspoon salt
  • 1/4 cup butter, softened
  • 2 1/4 cups confectioners sugar
  • 4 tablespoons cream or half-and-half
  • 4 tablespoons granulated Jello mix, orange flavor (twist!)


  1. Cream butter and sugar in large mixer bowl.
  2. Add vanilla and eggs; blend well.
  3. Combine by whisking flour, cocoa, baking soda and salt.
  4. Gradually mix into creamed mixture.
  5. Drop by teaspoons onto ungreased cookie sheet, leaving space for cookies to expand.
  6. Bake at 350° 8-9 minutes.
  7. Do not overbake. Cookies will be soft. They will puff during baking and flatten as they cool.
  8. Cool on cookie sheet until set (about one minute), then remove to wire rack and cool completely.
  9. Press cookies together in pairs with Orange Cream Filling.
  11. Cream butter and sugar. Add Jello mix. Add cream to spreading consistency. Fill cookies.

Of course, these aren’t just for Halloween.  You can fill them to suit any of your occasion needs or just make them because you’re worth it.


WARNING: If you add these to your holiday traditions, understand that anyone and everyone who is lucky enough to mainline one of these cookies will expect you to fulfill your holiday duties every year from here on out.  It’s the baker’s burden of becoming a dealer to those addicted.

Happy Baking, Y’all!


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  1. These look delicious. I wish I had one with my coffee this morning!

  2. These looks so good. Wish I had one NOW!

  3. Looks Yummy – I will share this recipe with my followers on my Facebook Page. Hope you have a great day!
    Carole @ Garden Up green

  4. Good Golly! Those look delicious!! Pinned for a future baking day 🙂

  5. Interesting, I was wondering what the middle was.

  6. Wow these look amazing!!

  7. YUM! That’s a big-girl recipe. Looks delicious.

  8. These look SO good!! I am pinning to make these for later!! Thanks for the recipe!

  9. Those look SO YUMMY! The cookie part especially!

  10. Homemade whoopie pies? Sign me up!!! I’ll have to send this recipe to my daughter and daughter-in-law so they can make some for me – I mean for us, for the whole family, yeah, that’s it.

  11. They look so nice and yummy if only I could bake

  12. These cookies sound scrumptious! WOW! Thanks for sharing! Found you on the Bacon Time with the Hungry Hypo link up.

  13. I don’t know what it is about these, but ther sure do look delicious!

  14. Wow! These look amazing! I love chocolate and peanut butter anything. I can’t wait to try your recipe. Thanks for sharing. My kids will love these. I’m now your newest follower all over blogland. I can’t wait to see what you cook up next. Come visit my place if you ever get a chance.

  15. Haha, love your warning. Need to try these 😀 Thanks so much for sharing at the Create & Share Link Party. Hope to see you again tonight (7:00 PM MST)!


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