Wow! I am so impressed with how quickly your sitch has progressed. Your H is paying attention. He realizes that he can't avoid it any longer, and he is also taking accountability for the pain that his avoidance has caused you. Very mature on all counts.
Good move to back off on the "talking" discussion. He is clearly uncomfortable with opening up in that way. I would recommend that you simply talk about it yourself when it seems right. Don't ask questions, just tell him what you liked or what you'd like to try. Put it out there and let it hang without expecting anything in return. He'll likely come forward and fill that space naturally. So, don't talk about it anymore, just take the steps to stimulate "talk" when you're ready for it. I think he will grow more comfortable with the talk that you wish for in a natural way with no pressure.
I'm SO excited for you!
How romantic... Him telling you to go and buy a couple of date outfits that make you feel good. He took the lead and encouraged you to be the sexy woman that you are. He embraces YOU in all your glory and wants to meet you there.