What did Clancy do to Ruby?

Hi, I'm on book three and I've been rereading book one out of boredom, and i've reread the part where Clancy asks to see a memory of Ruby's, and then they makeout and whatever happens next. What happened?? Did he actually do anything?? He also said that he "toyed with more than just her mind" to Liam but was that just him trying to upset Liam?