I think your list of baby steps is good. What about these extra ones:
- you and H laugh together about something - there is eye contact of some kind (doesn't have to be long or anything, just a bit) - you *might* see H look at you when you're not looking - H does something considerate, like passing you a napkin (maybe not that specifically, but along those lines) - you guys chat about normal stuff without any discomfort for 5 minutes - H smiles
I think those are things to work towards. It took 5 months of meeting up weekly and no OR talks before my H said he had a good time out with me, so maybe don't expect that too soon (just my experience though- your might be different).
I think the idea of mentioning things you could do together is a good one, but don't *expect* him to take them up and suggest things. I think I said it before too, but I really think your H is scared of asking you to do things. Maybe he thinks you don't want to see him, so getting together on Friday is a great 180!
Love the sound of the dress and boots- you're going to look so HOT!