Sentence 1: In the evening, sit by the pool overlooking the wide waters and dream of supping in the days of the Empire.

Sentence 2: The evening is more pleasant than morning in that area.
Is this second sentence entailed by the first?

Answer: it is not possible to tell

Sentence 1: Before you make that call, remember that when a tyrant first appears he always comes as your protector.

Sentence 2: When a tyrant shows up, he tells you he's protecting you.
Is this second sentence entailed by the first?

Answer: it is not possible to tell

Sentence 1: Ashcroft regularly berates the Republican Congress for having cut and run rather than having tackled tough moral issues.

Sentence 2: Ashcroft berates Republican Congress for running from moral issues.
Is this second sentence entailed by the first?

Answer:
yes