Orange Chocolate Cut Out Cookies for a Friend

Chocolate, Christmas Recipes, Cookies, Dessert, Holiday Recipes | 27 comments

Let me tell you about my friend Allison. She has been through incredible trials. She is a wonderful mom who has raised 3 amazing girls all on her own. And she has handled it all with grace. Allison is the kind of person that people look at and can’t help but admire. She is kind and thoughtful.

When I backed into her car (in my driveway!) last year, she apologized to me. As if that was somehow her fault. When we traveled to Colorado to house hunt, she added my 2 kids to her 3 for the weekend. And did it gladly.

She talked tv, blogging and photography with me. Tasted recipes. Guest posted. Bounced ideas for inspiration. Took her girls to story time at the library nearly every Monday with Madeline and me.

chocolate orange sandwich cookies

We are television and book nerds together. We are friends. And when we moved away she offered to take our family pictures as a parting gift. For free. Even when I asked her if I could pay her.

Today I’m sharing a recipe  for Chocolate Orange Cut Out Cookies with you. Because what better thing to share with good friends than a plate of cookies? Even if we have to do it virtually.

These tasty chocolate orange cookies are stuffed with a creamy orange filling for a mouth watering Chocolate Orange Sandwich Cookie. Cut them out in any shape you desire for whatever holiday is on the calender at the moment.

But these aren’t just any cookies. I think you’ll want to take a closer look.

These Chocolate Orange Cut Out Cookies come with an extra special message from Allison‘s boyfriend Dan.

chocolate orange sandwich cookie

Yep. You read that right!

Don’t forget to BREATHE, Allison!

Or in Dan’s own words…

for allison love dan - chocolate orange cut out cookies

Someone want to pass Allison a tissue? I’m sure she needs one right about now.

If you haven’t already forgotten that there is a recipe for Chocolate Orange Sandwich Cookies in this post, here it is.

Orange Chocolate Cut Out Cookies

Print Save Recipe


For the Cookies:

2 1/4 - 2 1/2 cups all purpose flour
1/2 cup unsweetened cocoa powder
1/2 teaspoon baking powder
1/4 teaspoon baking soda
1/2 teaspoon salt
1 cup (2 sticks) butter, room temperature
1 1/3 cups sugar
1 large egg
3 ounces bittersweet chocolate, chopped & melted
1 teaspoon vanilla extract
zest of 2 oranges

For the Orange Cream:

1 cup powdered sugar
8 drops pure orange oil (alternatively use the zest of 1 - 2 oranges)
2 tablespoon melted butter
1 1/2 ounce soft cream cheese
1 - 4 teaspoons heavy cream


For the Cookies:

Combine 2 1/4 cup all purpose flour, cocoa powder, baking powder, baking soda, and salt in a bowl. Whisk to sift.

In the bowl of a stand mixer, beat 2 sticks (1 cup) of butter for 2 minutes. Scrape down the sides. Add the sugar and beat 2 minutes more. Scrape down the sides again and add the egg and bittersweet chocolate. Beat for 1 more minute.

Switch to the paddle mixing attachment. Add the vanilla, orange zest, and the flour mixture (1/2 a cup at a time). If the dough is too sticky, add an additional 1/4 cup of flour. Stir on low until incorporated.

Divide the dough into two balls. Flatten into a disc. Wrap with plastic wrap and chill until firm, about 2 hours. Dough can be made up to 2 days in advance - just allow it to sit at room temperature for 20 minutes before rolling out.

1 disk at a time, roll the cookie dough between 2 sheets of parchment paper to 1/8 - 1/4-inch thickness depending on your personal preference. Put one sheet in the refrigerator.

Preheat the oven to 350 degrees F. Line two baking sheets with parchment paper. Using 1 dough sheet, place on a work surface. Peel off the top parchment sheet. Cut out the cookies with the shape you prefer. If the dough gets too warm to work with, place the dough in the freezer for 5 - 10 minutes.

Transferring the shapes to the baking sheet with a wide, metal spatula and spacing them 3/4 inch apart. Set the scrapes aside for reuse.

Bake cookies at 350 degrees F for 8-12 minutes on the middle rack. Let cool on baking sheet for 2 minutes before transferring to a wire rack. Repeat with remaining dough. Frost as desired, once completely cool.

For the Orange Cream:

Whisk the powdered sugar, orange oil (or zest), 2 tablespoons butter, and cream cheese. Add the heavy cream until you reach the desired consistency. Depending on how many cookies you make at a time it might be necessary to make additional batches of orange cream.

To Assemble the Sandwiches:

Spread orange cream on the bottom side of a cookie. Top the cream with the bottom side of another cookie. Eat and enjoy!

Katie Goodman

About the Author:

Katie’s lifelong interest in cooking good food has shown her that part of the goodness in life is enjoying delicious food with friends and family. She is: Mom. Writer. Photographer. Recipe Developer. Website Founder. Lover of all things good in life. A mix of great recipes, family memories, and yummy photography is what Katie serves up each week at GoodLife Eats™. Katie and her family reside in Colorado.

Email  Facebook  Twitter  Pinterest

  • 1
    Shaina - November 24, 2012 @ 10:15 am

    I’m so excited for Allison! I got all heart-fluttery and smiley. SO SWEET!


  • 2
    Jamie | My Baking Addiction - November 24, 2012 @ 10:22 am

    This gave me chills, made my day, and brought tears to my eyes – all at the same time.

    Congratulations to you, Allison. You are an incredibly talented, caring, and amazing woman and YOU deserve ALL the happiness in the world!!


  • 3
    Kristen M - November 24, 2012 @ 10:27 am

    This is the sweetest proposal! Congrats to Allison and Dan!


  • 4
    Amber | Bluebonnets & Brownies - November 24, 2012 @ 10:50 am

    This is SO awesome! It speaks volumes that Dan chose propose to Allison by including someone else that is so dear to her. Such love here. Congratulations, Allison and Dan!


  • 5
    Cassie | Bake Your Day - November 24, 2012 @ 11:04 am

    I have chills through my tears. This is beyond sweet. SO amazing to do this for your friend, she will surely never forget. I love this.


  • 6
    Aimee @ Simple Bites - November 24, 2012 @ 11:04 am

    I have tears over here! This is so perfect. What a surprise!


  • 7
    jenn nahrstadt - November 24, 2012 @ 12:10 pm

    post a picture of the happy couple!


  • 8
    Stephanie @ Eat. Drink. Love. - November 24, 2012 @ 12:12 pm

    So so incredibly sweet and perfect!!


  • 9
    Erin @ Texanerin Baking - November 24, 2012 @ 12:12 pm

    This is so sweet. Both Dan and Allison sound amazing. I love this idea and the “Will you marry me?” cookie picture is perfect. Congratulations to Allison and Dan! :)


  • 10
    Mary - November 24, 2012 @ 5:18 pm

    ….but did she say “yes”?!?! :-D Congrats!


    • Allison replied: — November 25th, 2012 @ 7:20 PM

      I did say yes! With a huge smile on my face!

  • 11
    Holly W - November 24, 2012 @ 11:39 pm

    how sweet is this?! Congrats!
    what a cute story and a perfect proposal!


  • 12
    Kristen - November 25, 2012 @ 7:19 am

    This is incredibly sweet!


  • 13
    Jo - November 25, 2012 @ 10:33 am



  • 14
    Allison - November 25, 2012 @ 7:21 pm

    I am obviously biased, but I think this is your BEST POST EVER Katie. You are such a good friend. And I am the happiest girl in the world! P.S. I said yes!


  • 15
    Kelly - November 26, 2012 @ 1:01 am

    I absolutely LOVED reading this! So clever, Dan! You’ve got an amazing girl, Allison (and her darling girls) is so wonderful but I guess I don’t have to tell YOU! Congrats! So happy to hear this great news.


  • 16
    Jill - November 26, 2012 @ 9:37 am

    This is adorable. Congratulations, Allison and Dan! Given Katie’s description of Allison, I can tell that these two are a perfect match for each other as Dan is one of the most thoughtful and kind people I have ever met! Best wishes to you both!


  • 17
    Robin - November 26, 2012 @ 2:31 pm

    Congratulations, Allison and Dan!
    If anyone I know deserves a fairly tale, cookie-cutter proposal, it’s Allison!
    I’m so happy that crazy love has come your way!


  • 18
    Michelle - November 26, 2012 @ 9:09 pm

    I hope you’re going to give us the rest of the story (when Allison read your post)!!! :)


  • 19
    Tami - November 27, 2012 @ 1:20 am

    I don’t know Allison, but I hope to have a chance to get to know her, since Dan has been a friend of mine for years. So happy for you both!


  • 20
    Sylvie @ Gourmande in the Kitchen - November 27, 2012 @ 2:13 am

    That is the sweetest proposal, what a guy!


  • 21
    Sylvia - November 29, 2012 @ 8:02 am

    That is so sweet! Congratulations to Allison! I love this cookie proposal!


  • 22
    Hillary @ The Mama Review - November 29, 2012 @ 3:04 pm

    So incredibly sweet! I totally have tears streaming down my face. Allison sounds like a pretty special person and friend; very happy for her (and for Dan)!


  • 23
    MG - December 07, 2012 @ 4:14 am

    Salted or unsalted butter? And, congrats to Allison!!


    • Katie Goodman

      Katie replied: — December 7th, 2012 @ 9:16 AM

      Salted unless the recipe specifies to use unsalted.

  • 24
    Hayal - November 20, 2014 @ 3:50 am

    I want to make these for my son’s birthday party. Can I bake them in advance and freeze them? I would frost and assemble them on the day of the party but if the actual baking part can be done in advance that would save me a lot of time…


    • Katie Goodman

      Katie Goodman replied: — November 20th, 2014 @ 10:06 AM

      I haven’t tested that out so I can’t say.

Leave a Comment