in-these situations, where you are writing lots of ifs i like to refactor into something like this
from random import randint
answers = [
'well yes, but actually no',
'Nah, you bitch',
'not sure. Still a bitch tho.'
]
random_number = randint(0,len(answers)-1)
answer = answers[random_number]
print(answer)
I find it much easier to follow and allows you to add more answers by simply appending to an array, also will let you load then answers from a text file