Sentence 1: Then Tommy fingered his pocket thoughtfully.

Sentence 2: Then Tommy checked his pocket thoughtfully.
Is this second sentence entailed by the first?

Answer: yes

Sentence 1: You ought to be used to it by now waitin', I mean.

Sentence 2: You must be new to waiting.
Is this second sentence entailed by the first?

Answer: no

Sentence 1: His face is stern and somewhat goat-like.

Sentence 2: He had a gentle face.
Is this second sentence entailed by the first?

Answer:
no