Polka-Dot Puss

Mammy Two-Shoes is about to put Tom out for the night, but since there's a lightning storm going on, Tom fakes being sick in order to stay in. Mammy falls for it, and allows Tom to sleep indoors. Tom is delighted that his trick worked, but Jerry is annoyed at this, so he paints red dots all over Tom's face to make him actually look sick. Tom falls for this, so he succumbs to letting Jerry take care of him... in quite a brutal way.

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S1940E40 - The Little Orphan