Welcome to the board!!!.
Well, I don't think that I will be much help on the creative asking part. I was set up on a blind date using Match.com with my BF by the person who cuts our hair. :0).
To be creative for the date, don't do dinner and a movie. Do something fun that allows the two of you to talk. Like a night a Dave and Busters. Or a picnic (if it's warm where you live).
No one has ever asked me out in a creative way before so I cant help you with your presentation of your feelings to this man. If you are naturally creative then I'm sure you'll find a way to make an impact..
I'm sure he'll be flattered no matter how you relay your feelings to him. Good luck...
Why don't you get a DVD of When Harry Met Sally and ask if he wants to watch it together?.