Most Helpful Guy
It's more about when is the appropriate time to do that, when you're crossing the street, even I you know you can cross it yourself, the nice thing to do would be to grab the hand, if he can do that, then there ya go, have him read up on how to be a good boyfriend, he'll learn, if he reads
Most Helpful Girl
open up ur body language. while u talk to him, touch his shoulder or hand for the shortest moment. smile and engage with ur eye contact. doing that will sort of make him feel 'she likes me. i can do this'... kinda thing.
it'll lift his confidence and he will feel that he wants to express his affection towards u.