Aaron was in a very good mood after lunch. His plan was working.
If Lacy was all Keeley was worried about, that wouldn't be a problem forever. He was already keeping a close eye on her to see if she would try to pull anything.
Pushing Keeley's boundaries as they ate benefited him twofold. First, he was able to enjoy being close to her. Second, he was able to test Lacy's spy network by seeing how quickly the news reached her.
He knew about Max's involvement due to his last life but he might not be the only informant.
Aaron also wanted to test her reaction time. In the past, she didn't start playing truly dirty until after he was married because everything was kept very hushed until the engagement was announced. She didn't have time to act then.
Things were different now. Aaron realized that shielding Keeley from the darker side of his world had only hurt her in the end.