Is it equally wrong to knowingly disparage a lifestyle or religious choice, if you don't believe in that choice?

Due to the current division in American schools of thought on many subjects, I’m curious to see how many of you are copacetic with intentional antagonization.
For instance, if you believe illegal immigration os wrong, would you say as much to an illegal immigrant you know, knowing it would be a difficult topic to discuss?
Another example, if you are pro LGBTQ, would you choose to engage your gay friends parents in a conversation?

Is it right or wrong, cowardly or brave, to choose to engage someone who believes the opposite of you?

If you were the person being confronted, how would you choose to defend your position?