When we got our first Cavalier, we didn't have any names picked out. We went to the breeders house to adopt a 3 YO tri named Lucy, but at the door she changed her mind and offered a puppy instead! Bait and switch??? I think so! Anyway, we took her home and stopped at a McDonalds to let her out to pee. While she was roaming around, the name Casey just hit me and it seemed to fit and both of us liked it.
One of my favorite websites for kids clothes is Ollie Bollen, so when we got our second, we named him Ollie b/c I love that name. It's quirky and cute, just like him.
Our newest rescue, Pepper, came with the name. We're still trying to decide what to do, but our SON came up with Winston as soon as he saw Pepper. If you haven't seen Winston on You Tube, he is a blen Cavalier that is video'd doing all sorts of funny stuff. Well, Owen and I watch him all the time so he thinks Pepper IS Winston, and hence the proposed name. Problem is, neither name really fits him!