Look at your motivation.

Why do you want to go out in public?

To me, it sounds like you are trying to inch-your-way towards a relationship. Test the waters?

If you think you may hurt this man's feelings by leading him on...then don't.

"You know, it's times like these when I realize what a superhero I am." Tony Stark/Iron Man

“Focus on what you can do, then do it with all your heart.” Lois Wilson