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Urine held overnight will be more concentrated. Since you didn't get it this morning and your appt is not till this eveing then I'd try leaving him till just before the appt., that should be almost...

I used a soup ladle with Jet because she was very suspicious when I tried to catch her pee. The handle of the ladle allowed me to keep a bit of distance. LOL, stuff looks so much like chicken broth...

There are meds for male dog incontinence. It's not as common as with the girls and Dakota is pretty young but it would be something to ask about.