The Berenstain Bears and the Sitter | 
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My son is on a Berenstain Bears kick right now, and I've always loved these books (although I'm not as fond of the newer ones written by the authors' son). Since he'll probably be having his first stranger sitter (unknown until babysitting time) soon, I figured this would be a good read, and he loves it! I love that they mention the cubs' impressions of Mrs. Grizzle before she babysat them and how they worked it out. 😊