It is not often that I have canned pineapple in my cabinets, so when I found two cans I thought what in the hell am I going to do with these?? I decided to see if there were any, and I mean ANY recipes in my grandma's recipe box that would use canned pineapple, and what do you know, there was one! While I don't remember this recipe and neither do several of my family members, these cookies are delicious!
As you can see from the image, this recipe was submitted some time ago to the Hutchinson newspaper. This is a total side note, but I would love to know why my grandmother even subscribed to that paper. Anyways, back to the cookies. I thought with the pineapple and then powdered sugar glaze these cookies might be overly sweet, but they are not. They are very soft cookies and honestly the perfect amount of sweetness to curb your sweet tooth!
You might be more thorough than me, but I just kind of go for it when I am baking. I know the ingredients are listed in order, and I know that you are always going to cream together the fat (butter or shortening) and sugar. Then you are going to add eggs, then dry ingredients, I mean you get it. Anyways, with this recipe, I knew that we needed to drain the pineapple, but what I didn't pay attention to was that we would use that juice for the glaze. So, pro tip, save the juice! lol
While there is no specific amount for the amount of powdered sugar to mix in with the juice I used more than I thought I would. I also had extra crushed pineapple so I added some of that to the glaze mixture as well, which is another reason I needed more powdered sugar. Add until your heart's content and the glaze is the consistency that you like if you add crushed pineapple just know you will need to add extra powdered sugar as I did.
My husband took these cookies to work and said they were gone in seconds, I would say they were a hit! I know I will definitely be making them again!