Don't Put Your Fingers in the Light Socket - S2.E21

After Jessie terrorises all of the local babysitters, his mom is forced to look for a new sitter and ends up hiring Polly to look after her baby boy. Jessie begs Polly not to tell the other kids, but when Vinnie sees Polly and Jessie together at home, Jessie lies and says that Polly is his girlfriend. The kids at school start to tease him about it, and Jessie is forced to admit that she is actually his sitter, which only leads to greater humiliation.