Shortbread Press Cookies w/ Chocolate

I needed to make some cookies quick for a family event we had today so I chose some press cookies because they are quick to make, quick to bake, have easy ingredients, and look like you put a lot of time into them. I usually do spritz cookies, but I thought that shortbread would be more exciting and liked by the crowd.

This recipe is modified from one in The Martha Stewart Living Cookbook. [ Long side note: First of all, M-Stew’s (that’s what I call her to myself) cookbook is a “collection of recipes.” What does that mean? Are then not original? Secondly, I respect M-Stew. She has made an empire out of homemaking, but at the same time I greatly fear her and don’t trust her…She is pretty pretentious thinking she knows “the right way” to do everything and insider trading? tsk tsk! And finally, I usually refer to her or Better Homes and Gardens Cookbooks for the basics because I trust her… well really I trust her people… cause lets face it, they are really doing all the work. Thanks M-Stew’s people!]


  • 1 pound of butter (4 sticks)
  • 1 cup of brown sugar
  • 1 1/2 tsp. of vanilla extract
  • 1 tsp. kosher salt
  • 5 cups of all-purpose flour

Preheat oven to 350°F. Cream together brown sugar and butter until fluffy. (I never understood the phrase cream together, but it means whisk fast)

If you are using a stand mixer, I recommend changing from whisk to the paddle mixer. Add in vanilla, salt, and flour and mix until all ingredients are well combined.

The cookie dough looks like this, a little crumbly. But it is moldable to create rolls that fit into the cookie press. I found that if I microwaved that dough for just 15-25 seconds, it became even easier to mold and released better from the press without changing the flavor, shape, or texture of the cookies.

To add chocolate I melted down some chocolate chips using the double boiler method like I did for my Peppermint Hot Chocolate Bark. Then with the spatula I went all Pollock on some of the cookies and then let them set.

The cookies were a hit and I even caught my grandma hiding a stash in a drawer. 😉