I suggest one of two ways, depending on his personality and what you think he’ll respond better to:
1. The direct approach. Let him know that you’d like him to take the lead and that you like that in a man. You can say in a serious tone, but for the first time I’d say it in a lighthearted way.
2. (Obviously) The indirect approach. Before your date, tell him on the phone you really like surprises and you really want him to surprise you. Make it a fun, playful thing to help him get over his nervousness.
BTW, his nervousness does confirm he likes you and seeks your approval. You can help him by sending reassuring messages (verbal and non-verbal) you like him too.
Hope this helps! Let me know how it goes.