A Little Story About My Kitchen Window
I bake these cookies every fall. The smell fills my whole house. It reminds me of my friend Rosa.
She taught me this recipe years ago. We shared coffee and stories at her table. I still laugh at that. Her kitchen was always so warm. Now, my kitchen feels that way too when I make them.
Why These Flavors Are Friends
Let’s talk about cinnamon and anise. They are like a cozy hug. Cinnamon is sweet and warm. Anise has a gentle, licorice-like taste.
Together, they make magic. They stop the dulce de leche from being too sweet. This matters. It makes the cookie interesting, not just sugary. Doesn’t that smell amazing?
A Fun Tip for Rolling Dough
Here is a mini-anecdote. My first batch of balls were too big. The cookies ran into each other! I had a cookie sheet monster. It was funny.
So, use just two teaspoons of dough. Keep them small. Give them space on the sheet. They need room to dance. What’s your funniest kitchen mistake? I’d love to hear it.
The Magic of the Cinnamon Sugar Coat
Do not skip the cinnamon sugar step. It is my favorite part. You roll the warm cookies in it. This gives them a lovely, sparkly crust.
Fun fact: The warmth helps the sugar stick. It creates a tiny, crunchy layer. This matters because texture is everything. A soft cookie needs a little crunch. Do you prefer chewy or crunchy cookies?
Making the Filling Shine
Do not just use dulce de leche from the can. Warm the butter and spices first. This wakes up the spices. It makes the filling taste deeper and richer.
Stir it all together off the heat. Let it cool a bit before spreading. This keeps the cookies from getting soggy. Trust me on this. It makes all the difference.
Sharing Is the Best Part
These cookies are for sharing. Wrap a few in a napkin. Give them to a neighbor. Leave them for your family. Food is a love letter.
That is the final lesson. Cooking connects us. Who will you share your first batch with? Tell me about them. I think sharing stories is as sweet as the cookies.
Ingredients:
| Ingredient | Amount | Notes |
|---|---|---|
| all-purpose flour | 2 cups (10 ounces/283 grams) | For the cookies |
| baking soda | 1 teaspoon | For the cookies |
| salt | ½ teaspoon | For the cookies |
| ground anise | ½ teaspoon | For the cookies |
| unsalted butter, softened | 16 tablespoons | For the cookies |
| sugar, divided | 1 ½ cups (10 ½ ounces/298 grams) | For the cookies |
| large egg | 1 | For the cookies |
| vanilla extract | 1 teaspoon | For the cookies |
| ground cinnamon | 1 teaspoon | For the cookies |
| unsalted butter | 1 tablespoon | For the filling |
| ground cinnamon | ½ teaspoon | For the filling |
| ground anise | ½ teaspoon | For the filling |
| dulce de leche | 1 ½ cups | For the filling |

My Dulce de Leche Cookie Sandwiches
Hello, my dear. Come sit. The kitchen smells like my childhood today. I’m making my special sandwich cookies. They are sweet, spiced, and filled with creamy caramel.
My Abuela taught me this recipe. She always had a tin of these cookies ready. I still laugh at that. She called them “besos de abuela,” or grandma’s kisses. Let’s make some together. It’s easier than you think.
Step 1: Prepare the Dough
First, get your oven ready. Heat it to 350 degrees. Line your baking sheet with parchment paper. Now, mix your dry things. Put flour, baking soda, salt, and anise in a bowl. Anise has a lovely, gentle licorice taste. Doesn’t that smell amazing?
Step 2: Mix the Wet Ingredients
Now, let’s make the dough. Beat the soft butter and one cup of sugar. Do this until it’s pale and fluffy. Add the egg and vanilla. Mix it all in. Then, add your flour mixture slowly. (A hard-learned tip: scrape the bowl’s sides often. Dough hides there!)
Step 3: Bake & Coat the Cookies
Mix cinnamon with the leftover sugar. Roll small bits of dough into balls. Place them on your sheet. Bake them for about 11 minutes. They should have firm edges. Let them cool just one minute. Then, roll each warm cookie in the cinnamon sugar. This makes a sparkly, tasty coat.
Step 4: Make the Filling & Assemble
Time for the magical filling. Melt a little butter in a pan. Whisk in cinnamon and anise. Cook until it smells wonderful. Then, stir in the dulce de leche. This is just sweet, milky caramel. Spread it on the flat side of a cookie. Top it with another. You have a sandwich! Do you like cinnamon or vanilla more? Share below!
Cook Time: 30–36 minutes
Total Time: About 1 hour 15 minutes
Yield: 12 sandwich cookies
Category: Dessert, Cookies
Three Fun Twists to Try
Once you master the basic recipe, play a little. I love adding small changes. It makes the cookie your own. Here are three ideas I adore.
Chocolate Dip: Dip half of each finished cookie in melted dark chocolate. Let it set. It’s so elegant.
Sea Salt Sparkle: Sprinkle a tiny pinch of flaky sea salt on the filling. It makes the sweet caramel taste even deeper.
Apple Pie Style: Add a pinch of nutmeg to the cookie dough. It feels like a cozy autumn day. Which one would you try first? Comment below!
Serving with a Smile
These cookies are perfect all by themselves. But sometimes, I like to make it an event. For a pretty plate, stack them in a little tower. Dust the top with powdered sugar. It looks like snow.
What to drink? For a cozy night, a glass of cold milk is classic. For the grown-ups, a small glass of cream sherry is lovely. It tastes of raisins and nuts. It pairs so well with the spices. Which would you choose tonight?

Keeping Your Cookie Jars Full
These cookies are perfect for making ahead. They keep well at room temperature for three days. Just store them in a tin with a tight lid.
You can freeze the baked, unfilled cookies for a month. Place them in a single layer on a tray first. Once frozen, pack them into a freezer bag. Thaw at room temperature when you need them.
I once filled all my cookies for a party a day early. They stayed wonderfully soft. The dulce de leche filling just gets better. Batch cooking lets you enjoy treats anytime.
It turns baking from a chore into a gift for your future self. Have you ever tried storing it this way? Share below!
Cookie Troubles? Let’s Fix Them
First, your cookies might spread too much. This means your butter was too warm. Chill your dough for 30 minutes before baking. This helps them keep their perfect round shape.
Second, the cinnamon sugar might not stick. You must coat them right after baking. I remember when I waited too long. The sugar just fell right off. Timing is everything here.
Third, the filling can be too runny. Make sure your dulce de leche is cool. The warm spiced butter will thin it a bit. Let the mixture thicken for ten minutes before using.
Fixing small issues builds your kitchen confidence. It also makes sure every bite is delicious. Which of these problems have you run into before?
Your Quick Questions, Answered
Q: Can I make these gluten-free? A: Yes. Use a good gluten-free flour blend. The results will be just as tasty.
Q: Can I make the dough ahead? A: Absolutely. Wrap it tightly and refrigerate for up to two days.
Q: What if I don’t have anise? A: You can use a pinch of nutmeg instead. It gives a similar cozy warmth.
Q: Can I double the recipe? A: You can. Just mix in two separate batches for best results.
Q: Any optional tips? A: A tiny pinch of sea salt on the filling is lovely. Fun fact: Salt makes sweet flavors taste even sweeter.
Which tip will you try first?
From My Kitchen to Yours
I hope you love making these cookies. The smell of cinnamon baking is pure happiness. It always reminds me of my own grandma’s kitchen.
Sharing food is how we share love. I would love to hear about your baking adventure. Tell me all about it in the comments.
Have you tried this recipe? Give your experience in the comments. Your stories are my favorite thing to read. Happy cooking!
—Grace Ellington

Dulce de Leche Cinnamon Sandwich Cookies
Description
Dulce de Leche and Cinnamon Sandwich Cookies
Ingredients
COOKIES:
FILLING:
Instructions
- Adjust oven rack to middle position and heat oven to 350 degrees. Line baking sheet with parchment paper. Combine flour, baking soda, salt, and anise in bowl.
- Using stand mixer fitted with paddle, beat butter and 1 cup sugar on medium-high speed until pale and fluffy, about 3 minutes. Add egg and vanilla and beat until combined. Reduce speed to low and add flour mixture in 3 additions until just combined, scraping down bowl as needed.
- Combine cinnamon and remaining ½ cup sugar in shallow dish and set aside. Working with 2 teaspoons dough at a time, roll into 16 balls and space them 2 inches apart on prepared sheet. Bake until edges are firm, 10 to 12 minutes, rotating sheet halfway through baking. Let cookies cool on sheet for 1 minute, place in cinnamon sugar, and turn to coat evenly. Transfer cookies to wire rack and let cool completely, about 30 minutes. Repeat twice more with remaining dough, letting baking sheet cool between batches.
- Melt butter in small saucepan over medium heat. Whisk in cinnamon and anise and cook until fragrant, about 1 minute. Off heat, stir in dulce de leche until incorporated. Spread 1½ teaspoons filling on bottoms (flat sides) of each of 24 cookies. Top with remaining cookies to form sandwiches. (Cookies can be stored at room temperature for up to 3 days.)
Notes
- For the cookies, ensure the butter is properly softened for a light, fluffy texture. When coating the warm cookies in cinnamon sugar, handle them gently as they will be fragile. The filling can be made while the cookies cool.