If you like, whilst holding her hand, you can kiss her hand. But honestly, if you really want to kiss her, then do it. Personally, I'd do it if you two were watching a movie together or if you were walking her home. I don't know if asking her will be well received, though. But you can if you like. The point is to show her you want to be hers. Your plan seems well thought out to me. Good luck.