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Is Riley a white or light colored dog?
I'm going to ask you more questions so please stay online so we can talk.
I'm not a fast typer so please bear with me.
Tears have a reddish brown substance in them that can stain the hair at the inside corners of the eye in a white or light colored dog. It is unsightly and you can get something for that from a dog groomer.
However, the eyes should not be tearing all the time.
I want you to gently pull the lower eyelid down on both eyes. Is the left eye redder that the right?
Does your new 5 wk old puppy have any eye problems?
Is Riley able to open the left eye completely? Or is she squinting?