Raye’s Chocolate Pudding

Raye’s Chocolate Pudding

  • Prep Time

    8+ Hours min
  • Cook Time

    None min
  • Serves

    A Lot!
Raye’s Chocolate Pudding


  • 1 (14 oz) can sweetened condensed milk
  • 1½ cups ice cold water
  • 2 (3.4 oz) boxes instant chocolate pudding mix
  • 4 cups heavy cream
  • 1½ teaspoon vanilla extract
  • 2-3 cups washed blackberries, blueberries or sliced strawberries
  • 1 bag Oreos

How to do it…

  1. In a large bowl, whisk together the sweetened condensed milk and water until well combined.
  2. With an electric mixer (low speed) with the whisk attachment, gradually add and blend one box of pudding mix into the condensed milk mixture. Keep mixing until smooth.
  3. Cover the pudding mixture with plastic wrap (make sure that wrap is set directly on the pudding all the way to the edges of the bowl so it won’t form a skin). Refrigerate for at least 3 hours or overnight.
  4. In a large bowl or the bowl of a standing mixture, beat the cold heavy cream until stiff peaks form. This should take 3-4 minutes. Once the cream beings to thicken, keep going on high speed until stiff. Blend in the vanilla extract.
  5. Fold the chilled pudding mixture in with the whipped cream. Stir gently (don’t go at it, the pudding mixture will be super heavy, give this some love so it’ll be creamy, custardy chocolaty goodness). Do this until fully combined.
  6. Add 5 tablespoons of the dry chocolate pudding from the remaining package and now you can beat the stuffing out of it until you get a fluffy consistency.
  7. Put your Oreos in a Stasher or Ziploc and crush those puppies. Alternately, if you want to put whole cookies between the layers, only crush some for the topping.
  8. Time to assemble! In that trifle bowl (or big-ass glass bowl), add 1/3 of the pudding mixture, top with crushed or whole Oreos, top that with a layer of your choice of fruit. Next! Slap another 1/3 of the pudding on, then Oreos, then fruit, and top with the last bit of pudding.
  9. After assembling, chill for at least 4 hours.
  10. Garnish with more crushed Oreos and fruit.
  11. Tuck in!


This is a blatant rip off of any good vintage banana pudding, specifically that of the Magnolia Bakery. I adjusted this recipe from the Magnolia Bakery Banana Pudding recipe I found on the Sweet and Savory Meals website.

Oh, and you can kinda do anything with this puppy. Butterscotch pudding and Chessman Cookies? Yes! Do the vanilla gig, with Nilla wafers, ditch the bananas and use strawberries. The sky is the limit!

Photo Credit: My girl Shayr took this pic!

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