I have broke through to Tipster. He usually runs from me in a panic "Oh NO, here comes that Big Giant Girl, I know she is going to HUUUUUURT me..!" And off he skids into the other room as I feed, water and scoop and clean.
A few days ago, I started going in and just taking power naps on the big pillow we have upstairs. Just laying down, closing my eyes and sleeping.
I woke up to find Tipster perched on my shoulder, watching me intently. I closed my eyes so as not to spook him, and slowly turned on my back. He hung on with is claws, but he rode the human wave. Then, with my eyes still closed (my own trick that I use when I first pet a feral cat) I slowly raised my hand to meet his head. He hissed, but didn't back away and I kept my eyes shut. (it is a matter of trust now) He slid his head under my hand, and I began to pet him still with my eyes shut. We had a petting fest of about 10 minutes. Now, when I go up there, I about trip over him! He follows me everywhere, and demands I pet him. When I am petting India or Chaplain or Dash he runs up to me and moves my hand away like "Hey Pet Me!"
Tomorrow, Oliver and Mateuse go in to be neutered. I plan on leaving the cat door open upstairs and while we are gone, let India and Tipster meet general population. The other two will still be in the room, they need more work- they are highly suspicious of me still-