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As you are printing on labels you can use the Label template. This will print the text you have created on the 5.5 X 8.5 correctly on each of the two Labels of the type you are using. It will ensure that the text will not print in an area greater than the label size.

As you are printing on labels you can use the Label template. This will print the text you have created on the 5.5 X 8.5 correctly on each of the two Labels of the type you are using. It will ensure that the text will not print in an area greater than the label size.
EDITED As you are having a problem using Labels there is a simple way of producing what you need.
Create a document using US Letter in landscape. Place two "Text boxes" on the document of a size that will print correctly on the area of the two labels on the label stock you are using. Put the text in one of the "Text boxes" and copy and paste into the second £Text box". then you just print on to the label stock.

As you are printing on labels you can use the Label template. This will print the text you have created on the 5.5 X 8.5 correctly on each of the two Labels of the type you are using. It will ensure that the text will not print in an area greater than the label size.
EDITED EDITED

As you are having a problem using Labels there is a simple way of producing what you need.
Create a document using US Letter in landscape. Place two "Text boxes" on the document of a size that will print correctly on the area of the two labels on the label stock you are using. Put the text in one of the "Text boxes" and copy and paste into the second £Text box". then you just print on to the label stock.