@PUNKEY,
Yup he just randomly decided that he didn't like me. I also wasn't imagining things he told me multiple times he really liked me and that his feelings had progressed from a crush to an "I really like you."
It went well with his sister, I also work with his sister and I've never really had problems with her, as far as I know. They are pretty close but I am not sure how much influence she has. That's not the first time all three of us had hung out though. We also had dinner with his mom, casual at his house, and that went over well.
Agreed, it's just hard for me to work with him now because I just don't really trust him anymore.