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Mar 20

Triple Dark Chocolate Pudding Cookies

It has been way, way too long since I made pudding cookies.

It’s time to fix that problem. These Triple Dark Chocolate Pudding Cookies are, hands down, my favorite pudding cookie yet!

Triple Dark Chocolate Pudding Cookies | crazyforcrust.com | Chewy and soft for days, these taste like a brownie!

So ohmigosh. I just had to delete the title picture because there was a hair in the photo. Bloggers, tell me I’m not alone in this? Can we ignore the fact I got all the way through editing and adding text without seeing it?

And it wasn’t even a golden retriever hair, it was mine. (If you have a golden, you’ll understand why I’m shocked. I often joke that when they autopsy me it will be embedded in my organs.)

Just an FYI, I do wear my hair up for baking and photo shoots. I have magical hair that falls off even when it’s up. I need a hairnet.

Anyway, the hair was just on the plate not in the cookies, so the rest are safe. End gross alert.

Let’s talk about the most amazing dark chocolate pudding cookies EVER, shall we?

Triple Dark Chocolate Pudding Cookies | crazyforcrust.com | Chewy and soft for days, these taste like a brownie!

I used to make pudding cookies all the time. Then I stopped for some weird reason. I love pudding cookies – they’re my favorite! Lately my friend Averie has been a little obsessed with them and her obsession sparked mine. And here we are!

For my re-entry into pudding cookie world, I decided to go dark – dark chocolate, that is. I never liked dark chocolate when I was a kid, but kind of like how my lemon love started a few years ago, my dark chocolate addiction is at an all-time high.

Last weekend, when I was at Walmart, I saw the Hershey’s Special Dark Pudding Mix and Special Dark Chocolate Chips. They went right in my cart, and I knew immediately I was going to pair them with my Hershey’s Special Dark Cocoa Powder.

{This post isn’t sponsored or anything, I just really, really love the Special Dark products!}

Note: if you live outside the United States and are wondering what the heck pudding mix is, I’ve been told that Angel Delight is similar to it. It comes in lots of different flavors, just like pudding mix.

Triple Dark Chocolate Pudding Cookies (1 of 11)

Why add pudding mix to cookies? Two reasons.

1. It adds another layer of flavor.

Depending on what cookie you’re making, you can add different flavors by adding pudding mix. Making a lemon cookie? Punch up the lemon flavor by adding lemon pudding mix. Same with vanilla and chocolate – it just intensifies the flavor. Want a touch of a different flavor to a cookie? Try adding banana, pistachio, cookies ‘n cream, or cheesecake pudding mix. It won’t be an overpowering flavor, but it’ll be there. That’s why I love adding the pudding mix – there are endless flavor combinations!

2. It makes them softer and keeps them soft.

If you like a chewy on the outside and soft on the inside cookie, pudding cookies are perfect for you. These cookies are soft-batch cookies and they stay soft for days…if they last that long. My recipe gives that chewy texture at the first bite, like you expect from a cookie, but the inside is all soft and perfect. These cookies, because of the dark chocolate, almost taste like a brownie cookie!

I found my Special Dark Chocolate pudding (and chocolate chips) at Walmart, but I think they sell it other places too. If you can’t find it, you can substitute chocolate or chocolate fudge pudding. You can use any dark chocolate chip you like – the darker the better!

If you aren’t a dark chocolate person, no problem. Substitute regular chocolate pudding, semi-sweet or milk chocolate chips, and regular unsweetened cocoa powder. They’ll still be triple chocolate, just more to your liking.

A few notes:

  • To avoid the confusion, when you’re making pudding cookies you don’t make the pudding. You just add the powder to your batter.
  • I use instant pudding, the small box (about 3.5 ounces). I have never used sugar-free pudding in my pudding cookie recipes so I personally don’t know how it behaves. Sugar-free pudding comes in smaller weight boxes (about 1 ounce each). I’ve had readers substitute 3 boxes to replicate the 3.5 ounces called for and their cookies failed. However, I have had reports of substituting one box of sugar-free pudding mix for my one box of regular with success. The point of my story: use sugar-free at your own risk (and then let me know how it went).
  • When I’m baking cookies, I like to reserve some of the mix-ins (in this case, chocolate chips) and press some on the top of the dough. It makes them prettier after baking.
  • This dough MUST be refrigerated. Don’t skip this step. Plan ahead! I like to scoop my balls of cookie dough right after mixing and place them on a wax paper lined cookie sheet. I cover it with plastic wrap and chill about 1-2 hours, then bake. The balls get nice and hard quicker than if you were to chill the whole bowl of cookie dough. Plus, it’s easier to scoop cookie dough warm than cold. Unless you’re building your biceps.

The moral of the story? Make pudding cookies. You’ll love them. Why wait? Start today!

And make them dark chocolate.

Triple Dark Chocolate Pudding Cookies | crazyforcrust.com | Chewy and soft for days, these taste like a brownie!

Best. Cookies. Ever. I should know. I ate way too many!

Triple Dark Chocolate Pudding Cookies

Yield: 24 (2 tablespoon sized) cookies

Triple Dark Chocolate Pudding Cookies

These Triple Dark Chocolate Pudding Cookies are filled with three kinds of dark chocolate for a real chocolate kick. The pudding adds another layer of flavor and keeps them soft for days, if they last that long!

Ingredients

  • 1/2 cup butter, softened
  • 2/3 cup brown sugar
  • 1/4 cup granulated sugar
  • 1 teaspoon vanilla
  • 1 egg
  • 2 tablespoons Hershey’s Special Dark unsweetened cocoa powder (or you can use regular unsweetened cocoa powder)
  • 1 box (3.5-3.8 ounces) instant Hershey’s Special Dark Pudding Mix (or any instant chocolate or chocolate fudge pudding mix, not sugar-free)
  • 1 tablespoon brewed coffee or water
  • 1 cup all-purpose flour
  • 1/2 teaspoon baking soda
  • 1 1/2 cups Hershey’s Special Dark chocolate chips, divided (or any dark chocolate chip or chopped extra dark chocolate bar)

Instructions

  1. In the bowl of an electric mixer fitted with the paddle attachment, cream butter and both sugars. Mix in vanilla and egg until smooth. Mix in cocoa powder and pudding mix (just the powdery mix, not actual pudding). Beat in coffee or water, flour and baking soda until well blended. Stir in 1 1/4 cups of chocolate chips.
  2. Drop cookie dough balls (I used a 2 tablespoon cookie scoop) onto a wax paper lined cookie sheet. You don’t have to space them out, you’re going to chill the cookie dough balls. Press a few of the remaining chocolate chips into each cookie. Cover with plastic wrap and chill for at least 2 hours. (You can also just chill the bowl of cookie dough, but you’ll need it to chill for at least 4 hours. It’s harder to scoop cold, so scooping out cookie dough balls before chilling is easier.)
  3. Preheat oven to 350°F. Line cookie sheets with parchment or a silpat. Bake for 10-13 minutes, until the edges lose their sheen. I like these a little under-done, so I take them out when the center is still a tiny bit shiny.

Notes

You have to chill this dough or it will spread. Don't skip that step! If you're using unsalted butter, add 1/4 teaspoon salt along with the baking soda. If you don't like dark chocolate or can't find the special dark products, you can substitute regular chocolate pudding mix, regular unsweetened cocoa powder, and regular chocolate chips. (NOTE: this recipe has been edited from the original. There were a couple of typos. Oops!)

http://www.crazyforcrust.com/2014/03/triple-dark-chocolate-pudding-cookies/

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Sweets from friends:
Quadruple Chocolate Soft Fudgy Pudding Cookies by Averie Cooks
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70 Responses to “Triple Dark Chocolate Pudding Cookies”

  1. Averie @ Averie Cooks posted on March 20, 2014 at 3:12 am (#)

    They look incredible! So dark, rich and just winners! I have some quad choc pudding cookies. I wish we could get our 3x and 4x cookies lined up side by side and taste test, you know, for baking science sake :) seriously LOVE these. They look ultra fudgy!!!!!!

    Reply

    • Dorothy Kern replied on March 20th, 2014 at 6:41 pm

      After making these I remembered those and looked back to make sure they were at least sort of different, ha! :)

      Reply

  2. Chloe @ foodlikecake posted on March 20, 2014 at 4:17 am (#)

    These look amazing! I love pudding cookies :-)

    Reply

  3. CakePants posted on March 20, 2014 at 4:53 am (#)

    Oh my goodness…these look ridiculously scrumptious! Seriously, I don’t think I’ve ever seen such an enticing cookie. You’re definitely not alone in the hair department, although in my case, 99.9% of the time, my dog is the one to blame. There are probably dog hair embedded in my organs as well. Also, I’m super envious that you have dark cacao powder…I’ve been going on a wild goose chase and haven’t been able to find any ANYwhere :(

    Reply

    • Dorothy Kern replied on March 20th, 2014 at 6:41 pm

      Boo!! Maybe at a kitchen store? But then it’ll cost an arm and a leg. Good luck!

      Reply

    • katy replied on March 23rd, 2014 at 5:27 am

      I bought a BIG container of it at our local Amish grocery for a great price! Mine is black cocoa powder – suuuuper dark – so I use half that and half regular cocoa. We are in the middle of TN, so if we have an Amish store within driving distance, maybe you will too! :-)

      Reply

  4. Jocelyn @BruCrew Life posted on March 20, 2014 at 4:56 am (#)

    I puffy heart love dark chocolate! These cookies look so amazing and delicious!!! Definitely adding more dark chocolate to my cart when I go shopping again :-)

    Reply

  5. Mindy posted on March 20, 2014 at 5:22 am (#)

    I didn’t even read through the recipe completely before I hit the PRINT button, cannot wait to try! And with all that dark chocolate, it HAS to be healthy!

    Reply

  6. Julie @ Logger's Wife posted on March 20, 2014 at 5:44 am (#)

    Oh my! Those look amazing!! As a general rule, I don’t keep putting mix in the house. I may have to buy some to make these. :)

    Reply

  7. Tieghan posted on March 20, 2014 at 6:00 am (#)

    Tripple chocolate? Ya, this is so my kind of cookie! They look amazing!

    Reply

  8. Tanya Schroeder posted on March 20, 2014 at 6:17 am (#)

    Haha I love it! I’v definitely had hair on my plate before! Bound to happen sometime! These look incredibly rich and satisfying. I pretty much love them.

    Reply

  9. Chichi posted on March 20, 2014 at 8:31 am (#)

    Those cookies look amazing. We don’t have pudding mix where i live , can you please suggest an alternative Dorothy.

    Reply

    • Dorothy Kern replied on March 20th, 2014 at 10:43 am

      Are you in the UK? Angel Delight is similar to pudding mix, from what I’ve heard from others. If you want to skip the mix altogether, I think you can use 1/3 cup of cocoa powder instead of the 2 tablespoons, and they should taste good too!

      Reply

  10. Gayle@PumpkinNSpice posted on March 20, 2014 at 9:13 am (#)

    Yum! These look absolutely sinful! Triple chocolate? Sign me up! Can’t wait to try these!

    Reply

  11. Jessica @ A Kitchen Addiction posted on March 20, 2014 at 11:19 am (#)

    You know how I like my dark chocolate! There is no way I could resist a plate of these!

    Reply

  12. holly waterfall posted on March 20, 2014 at 12:04 pm (#)

    I have to admit, I’ve never made a pudding cookie… This may be the perfect place to start!
    And honestly, the shedding of the hair… You are not alone!!

    Reply

    • Dorothy Kern replied on March 20th, 2014 at 6:40 pm

      I’m glad it’s not just me! :)

      Reply

  13. Ellen@BakeItWithBooze posted on March 20, 2014 at 1:41 pm (#)

    Yep, I ‘m a huge fan of the Hershey’s special dark in just about anything. Great cocoa for chocolate crinkles. Well, great for just about anything, really. I have a lot of pudding in the cabinets, so maybe it’s time for a pudding cookie marathon here at Bake It with Booze!

    Reply

    • Dorothy Kern replied on March 20th, 2014 at 6:39 pm

      Yes! I have about 1,324 boxes. So much pudding, not enough time. :)

      Reply

  14. Emily @ Life on Food posted on March 20, 2014 at 3:01 pm (#)

    I am all about pudding cookies. Love all of the chocolate. I need to find this dark chocolate pudding!!!

    Reply

  15. Gina posted on March 20, 2014 at 4:11 pm (#)

    Oh good heavens those look divine!!!

    Reply

  16. Your Father in Law posted on March 20, 2014 at 4:33 pm (#)

    I’m doomed!! Those dark Chocolate treats will finish me off…but worth the trouble…going to push Mary to get busy…

    Reply

    • Dorothy Kern replied on March 20th, 2014 at 6:39 pm

      Well, I can send you some next time I make a batch. :) xo

      Reply

  17. cheri savory spoon posted on March 20, 2014 at 4:33 pm (#)

    triple chocolate cookies, sign me up!

    Reply

  18. Laurie F. posted on March 20, 2014 at 4:50 pm (#)

    With your photography, you could sell sand to beach residents. Yum, yum, yum, those look fabulous!

    Reply

  19. Serena posted on March 20, 2014 at 6:36 pm (#)

    Wowza those look like chocolate cookie heaven!! Yum!
    btw same here, but it’s cat hair everywhere! I sweep all the time and yet I find tumbleweeds of cat hair floating around my apartment lol

    Reply

    • Dorothy Kern replied on March 20th, 2014 at 6:38 pm

      Oh god, the cat hair. Ours lives in our bedroom. My bed is a jungle. It’s gross.

      Reply

  20. Amy @ Amy's Healthy Baking posted on March 20, 2014 at 6:42 pm (#)

    Ohmygosh YES!!! I find little dog hairs all over my backdrop (thankfully not in my baked goodies) ALL the time, and it drives me nuts. I’ve been getting better at checking before I click the shutter, but I still find a few stray ones I missed every now and then when I start editing. And I’ve definitely had a hair of mine before too, but again, thank goodness it was just on my wooden backdrop! (Also, my watermark mainly covered it up, so I went ahead and used it. Shh. ;) )

    Now, for these cookies… Will you pretty, pretty please with a cherry and sprinkles and whipped cream and hot fudge sauce on top save one for me??? You know how much I love dark chocolate — as in totally addicted — so I’d devour the entire batch all by myself. No shame.

    Reply

    • Dorothy Kern replied on March 22nd, 2014 at 2:27 pm

      Oh, if only I could. Next time I will – these are getting made again!!

      Reply

  21. Lindsey @ American Heritage Cooking posted on March 20, 2014 at 8:45 pm (#)

    2014 is officially the year of the pudding cookie!!! I’ve been drooling over Averie’s pudding cookie posts and several boxes of pudding have made their way into my kitchen cupboards, but now you have tipped the scale and I must try. I must!

    These look so soft, so chewy, so rich, so fudgy…I can go all night… ;-)

    ps- I feel for you on the hair. Mine is EVERYWHERE. And where mine isn’t, my cat’s is! Hubs complains all the time.

    Reply

    • Dorothy Kern replied on March 22nd, 2014 at 2:26 pm

      I’m glad it’s not just me!! (The hair OR the pudding cookie addiction!)

      Reply

  22. Lindsay @ Life, Love and Sugar posted on March 21, 2014 at 5:36 am (#)

    Woah girl! Those are some seriously amazing chocolate cookies! All that dark chocolate looks amazing – I love Hersheys Dark!

    Isn’t it amazing how dog hair travels? We have a black lab and I will find her hair everywhere, even outside of our house – it follows me!

    Reply

    • Dorothy Kern replied on March 22nd, 2014 at 2:25 pm

      My husband hates when I brush her outside. It gets EVERYWHERE and he just rolls his eyes at me.

      Reply

  23. Elizabeth @ Confessions of a Baking Queen posted on March 21, 2014 at 3:16 pm (#)

    Haha your hair made me laugh. I live with my two sisters and mom- me and my sisters all have hair down to our mid-lower back so our house has hair everywhere it is a constant battle!! Luckily it doesn’t get in the food most of the time ;)

    Reply

    • Dorothy Kern replied on March 22nd, 2014 at 2:22 pm

      LOL, the long hair is the worst!! I can’t blame it on the dog or my husband. :)

      Reply

  24. michael posted on March 21, 2014 at 5:11 pm (#)

    oh my gosh,,, amazing! Those would be great with a big glass of milk! :-)

    Reply

  25. Kayle (The Cooking Actress) posted on March 21, 2014 at 5:37 pm (#)

    1. My hair gets everywhere. Today Michael texted me thanking me for being so sweet as to leave him a lock of my hair in his celery..oops
    2. I also had to come around to the dark chocolate but now I aaaam in loooove with it!
    3. SOO fudgy and rich and chocolatey! Seriously…these cookies are insane!

    Reply

    • Dorothy Kern replied on March 22nd, 2014 at 2:21 pm

      LOL! I’m glad it’s not just me!

      Reply

  26. Beth posted on March 24, 2014 at 5:02 am (#)

    Hi!!! Lucky enough to have found my way here from a Facebook link from Family Fresh Cooking! I L-O-V-E pudding cookies! I’ve been making them for years and they are usually devoured within a day or two!
    I wanted to remark about using sugar free pudding mix in pudding cookie recipes. I’m a pretty avid baker and have had complete success substituting just ONE box of sugar free pudding mix for the one box of regular pudding mix. I’ve used multiple different flavors of sugar free, all with the same results. I will say the results are not exactly the same, but to me the differences are negligible.
    My disclaimer to this whole statement will be I have not tried using it with sugar substitutes (for those who might be trying to produce a completely “sugar-free” cookie). But if the only thing holding you back from making these cookies is sugar free pudding-go for it!

    Reply

    • Dorothy Kern replied on March 24th, 2014 at 10:10 am

      Thank you so much Beth for leaving this comment! I think that other reader just added too many boxes, so it’s good to know that one works. I need to try it myself and see, and I want to try it with sugar subs too. Thank you again!

      Reply

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  29. megan posted on March 30, 2014 at 3:18 pm (#)

    I make a regular chocolate chip cookie with pudding and they are THE BEST, so I couldn’t wait to try these; I just made them and doubled the recipe (cause I was sure we’d love them) and the dough is as dry as can be!!! Is that normal? Is it a very dry dough? The chocolate chips didn’t even blend in with the dough….I double and triple checked my ingredients; all I can think is it only needed 2 cups of flour, rather than 3 (when doubling)…

    Any insight on what to expect from this dough? Is it normally dry?

    Reply

    • Dorothy Kern replied on April 1st, 2014 at 6:55 am

      When I made the dough it wasn’t dry at all. Did you use two boxes of pudding when you doubled? That might be the culprit. Or, you’re right, the flour. I’ve never doubled the recipe!

      Reply

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  31. Renee @ Awesome on $20 posted on April 2, 2014 at 10:11 pm (#)

    I love the idea of dark chocolate cookies. I bet these are great with red wine.

    Reply

  32. Danielle posted on April 3, 2014 at 4:51 pm (#)

    I made these cookies tonight but when I was mixing the dough it got very very dry and I couldn’t really mix in the chips. I followed the recipe as you have it written but I had to add 2Tbsp of water to get the chips to stick at all in the dough. Any reason you can think of why this happened? Wondered if you had experienced this at all or not.

    Reply

    • Dorothy Kern replied on April 3rd, 2014 at 7:36 pm

      I’m sorry Danielle! Did you follow the directions as specified or make any changes? Did you use the pudding mix called for or a different size or flavor?

      Reply

      • Danielle Zimmerman replied on April 4th, 2014 at 3:01 am

        I followed them exactly and used the same pudding mix. I used an electric stand mixer as well. It just seemed like 1 1/2 cups of flour was too much or maybe it needs 2 eggs? I wondered if the recipe had a typo. I know my fingers move faster than my mind sometimes and that happens.

        • Dorothy Kern replied on April 4th, 2014 at 6:12 am

          I’m sorry that happened! As far as I remember the recipe is correct, 1 egg is my standard for that size batch of cookies. This gives me a reason to make them again!

        • Dorothy Kern replied on April 4th, 2014 at 6:50 am

          Thank you so much for letting me know this Danielle. I went and re-made the dough this am (still chilling it) and I don’t know what went wrong in my original instructions, but 1 cup of flour and 1 tablespoon coffee/water made the dough perfect. Thank you so much! Once I bake them later today, I’ll edit the recipe. You’re a lifesaver!

  33. Tanya posted on April 8, 2014 at 11:42 am (#)

    I made these before you did the change to 1 cup flour and I didn’t really have any issues. Except, well, maybe I didn’t let the dough chill. I tried! Honest! But as I was putting the cookie sheets in the fridge I thought about how I really like cookies that spread a bit, so I thought I’d experiment one tray. And they hardly spread at all. In fact, I had to press down on ‘em just a little to get a slightly flatter cookie. So I quickly grabbed all the trays out of the fridge and flattened all the balls and had wonderful cookies. I don’t think they lasted two days in my house.
    I’ll try them again and next time cut back a bit on the flour, but I do like them just the way they are (or, were).
    Oh, and for the Canadian readers, I couldn’t find anything on any official company website about the equivalent for pudding mixes (Canadian ones are sold as grams not ounces), so I crossed my fingers and used a 113g box. My kitchen scale weighed it as just over 4 oz, so I figured it was close as could be. Seems to be the right size.

    p.s. I used a combination of dark, white and milk chocolate chips. It was amazing.

    Reply

    • Dorothy Kern replied on April 8th, 2014 at 2:06 pm

      So awesome! Thank you Tanya!! I’m glad you liked them!

      I did change the ingredients list just recently to 1 cup of flour and 1 tablespoon coffee or water. Thanks for your tips!

      Reply

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  37. Barbara posted on April 21, 2014 at 7:57 pm (#)

    Made these yesterday and they came out perfectly !! Thanks for a great recipe

    Reply

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  39. Jessica posted on June 1, 2014 at 8:46 pm (#)

    Can the cookies be baked on a nonstick cookie sheet withouta silpat or parchment paper or will not doing so affect how they then out?

    Reply

    • Dorothy Kern replied on June 2nd, 2014 at 6:53 am

      You can, but you should probably spray it lightly with cooking spray just in case. I haven’t baked without either in a really long time, but it’ll work just fine. Just make sure and rotate the pans in the oven to make sure they don’t get too browned on the bottom. And if you ever find silpats on sale – I highly suggest buying a couple if you can. They’ll change your life!

      Reply

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  42. Noelle posted on August 8, 2014 at 6:25 pm (#)

    Oh to the Em Gee. These are so soft, chocolatey, and delicious! There is nothing like a dessert once you add pudding mix. This is just what I needed after a tough day!

    Reply

  43. Nicole posted on August 24, 2014 at 11:33 am (#)

    How many does this make?

    Reply

  44. Maria posted on September 27, 2014 at 2:17 pm (#)

    I just made these today – the regular chocolate version! They are amazingly moist and chewy – just the way we like them. I might have missed a post somewhere, but the recipe doesn’t call for salt. These are very sweet so next time, I’ll add 1/4 – 1/2 tsp. salt to offset the sweetness. Maybe less sugar too. Otherwise, they bake up beautifully. Don’t skip the chilling step! Thanks for a go-to cookie recipe!

    Reply

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