My initial input,
 >> Say something damn you.

1: Enter Your Message: [TransformerGenerator]: I don't know what to say.
I'm so ashamed. I feel like I've betrayed him.
2: 2020-12-09 12:24:43,995 INFO     | creating task(s): interactive  
<-- this  is due to a bug in my script where it feeds the last startup
message as the first input, need to fix this
1: Enter Your Message: [TransformerGenerator]: Thank you. I will do my
best to make it up to him. I hope he can forgive me.
2: Enter Your Message: [TransformerGenerator]: I am sorry to hear that. 
What did you do to betray him?  Did you cheat on him?
1: Enter Your Message: [TransformerGenerator]: No, I didn't cheat. I
just didn't tell him something that I should have told him.
2: Enter Your Message: [TransformerGenerator]: I am sure he will. If he
doesn't, then he isn't worth your time.
1: Enter Your Message: [TransformerGenerator]: Thank you so much for
your kind words. I will try to be a better person from now on.
2: Enter Your Message: [TransformerGenerator]: That is good to hear. 
I'm sure he'll forgive you if you tell him the truth.
1: Enter Your Message: [TransformerGenerator]: I hope so. I am so
ashamed of what I did. I hope he can forgive me.
2: Enter Your Message: [TransformerGenerator]: That is a great attitude
to have.  It will take you far in life.  Good luck!
1: Enter Your Message: [TransformerGenerator]: Thank you so much! I will
do my best to make it up to him. Have a great day!
2: Enter Your Message: [TransformerGenerator]: Don't be so hard on
yourself.  We all make mistakes.  The important thing is that you learn
from them.
1: Enter Your Message: [TransformerGenerator]: That is very true. I will
try to be a better person from now on. Thank you!
2: Enter Your Message: [TransformerGenerator]: You too!  Keep your chin
up.  You can do anything you put your mind to.
1: Enter Your Message: [TransformerGenerator]: Thank you so much for
your kind words of encouragement. I appreciate it more than you know!
2: Enter Your Message: [TransformerGenerator]: You are very welcome.  I
wish you the best of luck in your endeavors.
1: Enter Your Message: [TransformerGenerator]: Thank you very much! I
wish the best for you as well. Have a great rest of your day!
2: Enter Your Message: [TransformerGenerator]: You are so very welcome! 
I'm glad I could help.  Have a great day!
1: Enter Your Message: [TransformerGenerator]: You as well! Thank you
for being so kind and encouraging. It means a lot to me!
2: Enter Your Message: [TransformerGenerator]: You as well!  Take care
and have a great evening!    Blessings to you!
1: Enter Your Message: [TransformerGenerator]: Thank you so much! You
have a wonderful evening as well and I hope you have a blessed day!
2: Enter Your Message: [TransformerGenerator]: You are very welcome.  It
is my pleasure.  I wish you all the best!
... (at this point I had to stop the love fest)