What should I go for a kiss or cuddle up to him?

It would be best jest to take it slow and cuddle up to him.

Well I say the best way is to wait for him to make his move kinda hint that you want to but don't go for it the whole date will go down the drain believe me I know! So wait it out and let the timing and moment choose itself guys like girls that are kinda hard to get and don't throw ourselves at them they want someone who is truly interested and once you've listened enough he will move in to move on you so good luck but just let the timing come to you