OKAY. I have figured out what the order for talking is:
1) "Nice to meet you, Bittercup."
2) "I know! No one understands me either!"
3) "I have something to say to you, Bittercup."
4) "If you don't mind me saying, you look different from everyone else."
5) "You need to set yourself apart from the mold. Then people will respect you."
6) "Why, no. I'm not in any sort of relationship. Are you?"
She'll then say she has to go, now wait for 12 hours or whatever to talk to Pappy, and you can then choose the Speech option.
Also, if you Fail the Speech thing, the option stays there and you can keep spamming it till it works. Hope this helps!