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Chocolate Dream Whoopie Pies

Chocolate lovers will find these cute triple-chocolate goodies irresistible. Two luscious cookies, a yummy mousse-like filling and mini semisweet chips: mmmmmm.—Jill Papke, Oconomowoc, Wisconsin
  • Total Time
    Prep: 40 min. Bake: 15 min./batch + cooling
  • Makes
    about 1 dozen


  • 1 package chocolate cake mix (regular size)
  • 3 large eggs
  • 1/2 cup canola oil
  • 1 teaspoon vanilla extract
  • 2/3 cup sugar
  • 2 tablespoons all-purpose flour
  • 1/8 teaspoon salt
  • 1 cup 2% milk
  • 1/2 cup milk chocolate chips
  • 2/3 cup shortening
  • 1/3 cup butter, softened
  • 3/4 teaspoon vanilla extract
  • 1 cup miniature semisweet chocolate chips


  • In a large bowl, combine the cake mix, eggs, oil and vanilla; beat on low speed for 30 seconds. Beat on medium for 2 minutes (mixture will be sticky).
  • Drop by 2 tablespoonfuls 2 in. apart onto greased baking sheets. Bake at 350° for 9-11 minutes or until edges are set. Cool for 2 minutes before removing to wire racks to cool completely.
  • For filling, in a small saucepan, combine the sugar, flour and salt. Gradually add milk. Bring to a boil; cook and stir for 1-2 minutes or until thickened. Stir in chocolate chips until melted. Transfer to a small bowl; cover and refrigerate until chilled, about 1 hour.
  • In a large bowl, beat the shortening and butter until fluffy. Beat in chocolate mixture and vanilla.
  • Spread chocolate filling on the bottoms of half of the cookies, about 2 tablespoons on each; top with remaining cookies. Roll sides in miniature chocolate chips for garnish. Store in the refrigerator.
Nutrition Facts
1 each: 579 calories, 37g fat (12g saturated fat), 69mg cholesterol, 386mg sodium, 61g carbohydrate (45g sugars, 2g fiber), 6g protein.
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Average Rating:
  • JMartinelli13
    Jan 23, 2018

    I made mine in mini muffin top pans. Turned out perfectly. I had no problems with the filling setting up after it had been chilled. They'd be great with traditional marshmallow vanilla filling too.

  • carolmariemiles
    Jan 25, 2016

    By using 2 tablespoons for each cookie, they turned out way too big, and only yielded a bigggg dozen cookies. I will fill them and cut into 2 pieces for now. I really think that 1 tablespoon would be enough to yield 24 cookies to put together 12. Was this a misprint or am I reading the directions wrong?

  • khegeman
    Apr 5, 2014

    Disaster Despite the negative reviews, I thought I would give these a try based upon the test kitchens rewriting of the recipe. I am an experienced baker and can usually get things to come out. These were a disaster. I questioned the use of so much milk, especially 2% with so little thickening agent. I followed the directions exactly. I even let the sauce chill for hours to ensure it was set. It would not set. It was still the consistency of a cocoa drink. Very good cocoa, but not something that can be spread on a cookie. I thought about trying to add Kool Whip, confectioners sugar or flour to thicken the filling, but ended up cutting my losses and throwing out the entire batch. I just don't have the time to try to fix this recipe. What a waste of time and money.

  • GiseleP
    Sep 10, 2012

    No comment left

  • spoofer00
    Jan 11, 2012

    its awsome and scrumshus

  • spoofer00
    Jan 11, 2012

    its awsome

  • KScales
    Jun 8, 2011

    Due to the comments posted here, we have retested this recipe again. We agree the original bake time was too long and we apologize for the error. The time has been reduced to 9-11 minutes. For the filling, the recipe said to 'cool completely', but for best results it should be chilled in the refrigerator for about an hour. This allows for a thicker product when it's added to the shortening and butter. The end result should be light and fluffy.Taste of Home Test Kitchen

  • AnnaJJ
    Mar 1, 2011

    I shortened the bake time on the cookies so they were not as hard. I could not keep them from being flat as pancakes. My filling was not runny, actually thought it was good. I cooled the mix for a VERY long time. The instructions say mix the filling until fluffy, which will happen it just takes much longer than anticipated. Even still when you take a bite, it all comes out the sides of the cookie because the cookie is not soft or cake like enough.

  • ahallimore
    Feb 28, 2011

    The dough for the cookies was so sticky I could hardly work with it. Like another reviewer stated, it "ran" up the beaters and it was not fun to make. I did like the taste of the cookies, though, and thought using a cake mix made it simple.The filling tasted good but it is VERY thin. I put mine in the fridge for several hours but then had them sitting out for an hour and the filling spills out when you take a bite. I LOVED the flavor but it is very messy. I did not roll it in the mini chips as I thought that would be TOO much chocolate and a mess.My friends said I should have used the chocolate cookies with the peanut butter filing from the Go Bananas whoopie pies. Or they thought I should have frozen them and I do think that would be very tasty.

  • tcavman15
    Feb 27, 2011

    The cookies turned out fine, but the filling was way too runny and I'm not sure I like the flavor of it either.