How do you get your shy boyfriend to talk more to you?

You ask him questions that may lead on to a few simple sentences for example:

Hey did you see Alicia in science today!? She wouldn't talk to any one. Yeah I know it was wierd! I think she is sad that or really mad. I agree that's just strange! Hey speaking of science what tescher did you get? etc.....So you see just think up questions that are not yes or no or blue or red. Think of questions that he would have to answer specifically. Dont be random but just be like - yeah speaking of... or I was thinking... etc.

you don't want to make it sound like youre gossiping about people or else he might think "ok why did i even ask you out?" so try to ask him about his family or his day or something like that.