I’ve just got to get this out of my system.
Ever since I saw these Oreo Stuffed Chocolate Chip Cookies  over at Picky Palate, I’ve been wanting to try something similar. I have a little thing for chocolate chip cookies. And by little, I mean big. And by big, I mean huge. And by huge, I mean…
You get the picture.
After making these, I’m really not sure that chocolate chip cookies will ever be the same again. I am not sure I’ll ever be able to make unstuffed cookies again!
The key with these…
You have to let them cool to just the right temperature. Still a bit warm, but cool enough for the caramel to have started to harden. But only just a little bit.
And if you get it at just the right time, you take a bite…and as you pull the cookie away, a long string of caramel forms and you have to catch it!
It’s a moment of ooey, gooey stuffed cookie perfection.
I sure hope you can recreate that moment!
Rolo Stuffed Chocolate Chip Cookies
Inspired by Oreo Stuffed Chocolate Chip Cookies 
- 2 1/2 cups flour
- 1 tsp baking soda
- 1/2 tsp salt
- 1 cup butter or margarine
- 3/4 cup sugar
- 3/4 cup brown sugar
- 1 tsp vanilla
- 2 eggs
- 2 cups chocolate chips
- Enough Rolos for each cookie, about 18
- In a mixing bowl, whisk together the flour, baking soda and salt.
- In a stand mixer or mixing bowl, beat together the butter/margarine and the 2 sugars. Add in the vanilla. Beat in the eggs, 1 at a time, until smooth. Scrape down the sides if necessary.
- Add the dry ingredients and mix on low speed, until batter forms.
- Fold in the chocolate chips.
- Flatten the Rolos, using a potato masher, or the bottom of a measuring cup.
- Form the cookies by placing dough on top and on bottom of the flattened Rolos. Place on cookie sheet, or Silpat baking mat, and bake at 350 for 9-11 minutes, or until begin to golden.
- Let cool slightly before serving. Makes 18-24, depending on how much dough you use for each cookie.