Sentence 1: Plain outer walls give it the look of a fortress more than a place of worship.

Sentence 2: Plain outer walls make it look like a fortress.
Is this second sentence entailed by the first?

Answer: yes

Sentence 1: but i know my grandmother hasn't voted in years

Sentence 2: My grandmother doesn't want to vote.
Is this second sentence entailed by the first?

Answer: it is not possible to tell

Sentence 1: Would this man's eyes have seen something where theirs had been blind?

Sentence 2: In a room full of observers, only this one man was capable of seeing the truth?
Is this second sentence entailed by the first?

Answer:
it is not possible to tell