I have Asperger Syndrome at a high-functioning level on the autism spectrum. When I was a 'teen (1960s), I would ask a girl to "go steady" and then almost never be able to talk to her. In High School I had a Jr.-High "steady" because that protected me from having to feel embarrassed in front of her or others by my not being "socially equipped" or whatever for carrying her books and walking her to her next class. I once invited another girl to a group roller-skating party and then never went near her for the entire evening, and another time I visited a girl at her home and even her parents wondered why I had come over and then just sat there in silence.

The fact that this young man has asked you to hang out would indicate to me that he is not shy in the usual sense, but that he does not know what to do once you are together. If you wish, you might ask him whether he would like to go for a walk in the park or go visit a local attraction of some kind, but you will likely not have any success if you ask him whether he would like to go do something and then ask him what he might like to go do. He might or might not be analytically aware of his social awkwardness, but anything you might say or do that would cause him to think about it or bring it to light for review would likely just freeze him some more.