Thank you! And sorry it took me a while to respond!
For "I'm sorry, but you have to go" and "Webcame show" you should play with NTR on and control off (the first two questions of the game)
Then, you should play the non-corruption path for Ann, and during the Ferris wheel date, you should tell her to stop seeing Chris.
It will unlock the first wo.
For Chris offered to help, again, you should pick the first two options (NTR control off) and play Ann's corruption path, and refuse to go to Chris's house later on.
Ann will start sending the MC pics and this is the last one :)