Should I ask him why he was holding back on his answers, on our first date?

[angelic star]

Sometimes it's good to be polite while asking questions of personal nature and consider if they wont mind answering them and giving them the freedom about it. On a first date people rather just enjoy a connection and explore a connection. You cannot possibly build a future outcome or decide if it's meant to be, in a few hours on a first date. Maybe one should observe, be patient and let the other person be as well. If time permits and the connection is strong they would likely open up and things would be clear. It's rather a process and we are not in a hurry.
In other words if someone was very curious, and took it personally if they do not get the answers too quickly, it can be either of two things in my opinion. Either the person is impatient and isn't very mature or the person is just being rude. Curiosity kills the cat, and well people want answers all too soon, but sometimes something, even the small ones are too strong to be noticeable enough and a deciding factor for something long term. People should have the freedom to talk about things when they want to and feel okay to.