Making the Oatmeal Cookies:
- Begin by preheating your oven to 350°F (180°C, or 170°C for fan-forced). Line your cookie sheets with silicone baking mats or parchment paper to ensure the cookies bake evenly and don’t stick to the pan.
- In a large mixing bowl, beat together the softened butter, brown sugar, and granulated sugar until the mixture is light and fluffy. This step is important for achieving a soft and tender cookie texture. The sugars will combine with the butter to create a smooth base for the dough.
- Once the butter and sugars are well-combined, mix in the molasses, vanilla extract, and eggs. Continue to beat the mixture until it’s smooth and creamy, ensuring the wet ingredients are fully incorporated.
- Turn off the mixer and add the dry ingredients: flour, cinnamon, baking soda, and salt. Stir the ingredients by hand for a few moments to avoid a flour explosion, then use the mixer on low speed to incorporate the flour mixture. Be sure not to overmix, as this can lead to dense cookies.
- Once the flour mixture is incorporated, stir in the oats by hand. This helps evenly distribute the oats throughout the dough, ensuring every cookie has that chewy oatmeal texture.
- Use a cookie scoop or a tablespoon to form the dough into balls about 1 to 1.5 tablespoons in size. Place the dough balls about 2 inches apart on the prepared cookie sheets. This will give the cookies enough space to spread slightly as they bake.
- Bake the cookies for 9-11 minutes, or until the tops look set and slightly golden. Keep an eye on the cookies to prevent overbaking, as they should remain soft and chewy in the center.
- After baking, let the cookies cool on the sheet for at least 10 minutes before transferring them to a wire rack to cool completely. This step is essential to prevent the cookies from breaking when you assemble the sandwiches.
Making the Cream Filling:
- While the cookies are cooling, prepare the frosting. In a large bowl, beat the softened butter until it’s light and fluffy. This will take about 2-3 minutes with a hand mixer or stand mixer.
- Chop the cream cheese into smaller chunks and add it to the butter. Beat the two together until the mixture is smooth and fully combined.
- Gradually add in 1 1/2 cups of powdered sugar, vanilla extract, and salt. Begin mixing on low speed to avoid the sugar from flying everywhere, then gradually increase the speed to medium until the mixture is smooth.
- Continue adding powdered sugar, 1/2 cup at a time, until you reach your desired sweetness. If the frosting becomes too thick to spread, add a tablespoon of cream to loosen it up.
- Once the frosting is smooth, creamy, and perfectly sweet, it’s ready to be used in the sandwich cookies.
Assembling the Oatmeal Cream Pies:
- Take one of the cooled oatmeal cookies and spread about 1 to 1.5 tablespoons of frosting on the bottom side of the cookie. You can use a butter knife or an offset spatula to evenly spread the frosting.
- Place a second cookie on top of the frosting, bottom side facing down. Gently press the two cookies together to form a sandwich.
- Repeat the process with the remaining cookies and frosting. This recipe should yield 16-17 oatmeal cream pie sandwiches.