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Does Crowley show urgency to go?
Any blood in the urine?
Is he neutered?
when he does go does he have a good stream?
Is he drinking?
The Squatting is typical of a UTI, which is common. As far as if you feel it is a stomach issue we can give 1/2 of a 10mg Pepcid Ac to help settle the stomach tonight. That will help with the vomiting. If you can get some fluids into him in small increments that would be great in case there is a UTI going on. You also may want to get a Temperature on him. Normal is 100,5-102.5. Over 103. is a fever and we need to address that. You can put some icecubes in he dish to lick. for fluids some Pedilayte diluted with water 50/50. A lttle plain broth low sodium is great.