Before and Bant 
love the new rules
jesy text in the middle of the night sounds a little intense!
santa it sounds like you're having a lot of doubts about things so I agree that planning a holiday in June sounds a bit daft at this point. It'd be an amber flag for me as well that he dismissed your concerns about it too easily as well, rather than listening to them.
I have imposed a rule with Niceguy that we don't plan anything further ahead than the length of time we've been together (it's stolen from an episode of How I Met Your Mother!). I just don't want to put any extra pressure on things, it's going well and I really like him! I've taken this to the point where I have bought tickets for something in the summer that I hope he'll come to, but I haven't told him so it's not actually planned (and if it goes wrong, I'll take a friend instead). One of my best friends is also getting married in June and he's ''unofficially'' top of the reserve list if anyone can't make it to the wedding, and he's invited to the evening do, but again he doesn't know that yet. So it's not really planned.
This has bit me in the bum a bit though, because I want to go to a gig at the end of May somewhere where his mum can get us free tickets, and when I mentioned it anyway but then pointed out it was too far in advance and breaks the rule, and he said I was being a little confusing in bringing it up then. He knows it's a self-preservation technique of mine though.