For rolls I'd say block rolls like extended tests should be done OOC since they're full of clutter. Regular opposed and threshold tests in IC just for simplicity of reference.
As to Dizzy's attitudes, she's very ordered and controlling. I sort of like the idea that she would decide to go along with him and and his charms, but then alter his memory of it afterward so that he's perpetually pursuing her. Sort of like playing hard to get, but without all the downside. She's too emotionally closed off for any sort of real relationship though.