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!)

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Comments

  1. 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!!!!!!
    Averie @ Averie Cooks recently posted..Salted Caramel Sticky BunsMy Profile

  2. These look amazing! I love pudding cookies :-)
    Chloe @ foodlikecake recently posted..Yellow Cake with Raspberry FillingMy Profile

  3. 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 :(
    CakePants recently posted..5-Ingredient Animal-Style Skillet PotatoesMy Profile

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

    • 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! :-)

  4. 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 :-)
    Jocelyn @BruCrew Life recently posted..Strawberry Cheesecake Lemon BarsMy Profile

  5. 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!
    Mindy recently posted..“What’s in the phone” WednesdayMy Profile

  6. 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. :)
    Julie @ Logger’s Wife recently posted..Happy Birthday, Abby!My Profile

  7. Tripple chocolate? Ya, this is so my kind of cookie! They look amazing!
    Tieghan recently posted..Vietnamese Chicken, Avocado + Lemongrass Spring Roll Salad With Hoisin Crackers.My Profile

  8. 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.

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

    • 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!

  10. Yum! These look absolutely sinful! Triple chocolate? Sign me up! Can’t wait to try these!
    Gayle@PumpkinNSpice recently posted..Cinnamon Applesauce BreadMy Profile

  11. You know how I like my dark chocolate! There is no way I could resist a plate of these!
    Jessica @ A Kitchen Addiction recently posted..Chocolate Chip Coffee CakeMy Profile

  12. 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!!
    holly waterfall recently posted..Dark Chocolate Cake with Coffee Buttercream for a BlogiversaryMy Profile

  13. 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!
    Ellen@BakeItWithBooze recently posted..Peppermint Kahlua Chocolate CookiesMy Profile

  14. I am all about pudding cookies. Love all of the chocolate. I need to find this dark chocolate pudding!!!
    Emily @ Life on Food recently posted..What I am reading lately…My Profile

  15. Oh good heavens those look divine!!!

  16. Your Father in Law says:

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

  17. triple chocolate cookies, sign me up!
    cheri savory spoon recently posted..Garam Masala Peanut Butter CookiesMy Profile

  18. Laurie F. says:

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

  19. 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
    Serena recently posted..Peanut Butter Cup CheesecakeMy Profile

  20. 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.
    Amy @ Amy’s Healthy Baking recently posted..Almond Joy CupcakesMy Profile

  21. 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.
    Lindsey @ American Heritage Cooking recently posted..Healthy Peanut Butter Chocolate Chip MuffinsMy Profile

  22. 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!
    Lindsay @ Life, Love and Sugar recently posted..Funfetti Millionaire Cake and a Giveaway!My Profile

  23. 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 ;)
    Elizabeth @ Confessions of a Baking Queen recently posted..Lemon Creme BrûléeMy Profile

  24. oh my gosh,,, amazing! Those would be great with a big glass of milk! :-)
    michael recently posted..Hot Fudge Sauce, Chocolate Cake and Ice CreamMy Profile

  25. 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!
    Kayle (The Cooking Actress) recently posted..#MrsTsPierogies for Girl’s Night! #MCMy Profile

  26. 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!

    • 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!

  27. 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?

    • 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!

  28. I love the idea of dark chocolate cookies. I bet these are great with red wine.
    Renee @ Awesome on $20 recently posted..Peanut Butter and Jelly CupcakesMy Profile

  29. Danielle says:

    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.

    • 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?

      • Danielle Zimmerman says:

        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.

        • 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!

        • 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!

  30. 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.

    • 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!

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

  32. Jessica says:

    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?

    • 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!

  33. 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!

  34. How many does this make?

Trackbacks

  1. […] week I shared some Dark Chocolate Pudding Cookies with y’all. Since I tasted that batter (I mean, it’s a job requirement) I knew my next […]

  2. bit.ly says:

    […] moved here […]

  3. […]  If you want your own chocolate comfort, Dorothy at Crazy for Crust has a great recipe HERE! […]

  4. […] source blog says to chill the dough for four hours if it hasn’t been formed into balls, and two hours if […]

  5. […] cookies are chocolate pudding cookies based off of my Triple Chocolate Pudding Cookies. I needed to make those again (because I neeeeeeded them) and I had Reese’s Peanut Butter […]

  6. […] you want more pudding cookie inspiration, you should check out Dorothy’s Triple Chocolate Pudding Cookies and Averie’s Quadruple Chocolate Soft Fudgy Pudding Cookies! They both look amazing! Plus […]

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