That's kind of cute. It might not work if she doesn't like puzzles. My Dad did that with my Mom, you know. He found out she was into Regency romances and figured out different ways to flirt based on that. He wasn't into some of it, but he liked the idea of flowers.

[ Annie groans dramatically and tosses her arm almost throwing the wine too. She catches herself and stops that. ]

The hard part is waiting. Honestly though I can't just put pressure on her. That's not right either. I can't believe I'm like this and I haven't even decided if I'm going to try flirting yet. I'm such a romantic dork.

[ At least this doesn't seem to be her talking bad about herself. The phrase romantic dork makes her giggle and shake her head. ]

I'll think on it. The other person I've considered... he and I are complicated. Half the fun really but also.... it's a mess. He made me cry by accident once. It wasn't really his fault but he really beat himself up.