Sentence 1: Legend says that Theseus was thrown to his death here, many generations ago.

Sentence 2: This place is not related to Theseus's death whatsoever.
Is this second sentence entailed by the first?

Answer: no

Sentence 1: uh yeah well well uh that's how i got to liking Doug Flutie he was playing for the Generals

Sentence 2: i just never really started liking Doug Flutie
Is this second sentence entailed by the first?

Answer: no

Sentence 1: Why, you could drop your planet into that large ocean and drown it.

Sentence 2: It would just be better if you drowned the entire planet.
Is this second sentence entailed by the first?

Answer:
it is not possible to tell