I wouldn't call him a "shy" guy, but he's definitely more reserved. We have been on two dates, they were three weeks apart. I initiated both, but once I did so he completely took the reigns and planned everything. He followed up with me before the date to confirm everything, give me details etc.. I saw him the day after our last date and said I had fun and we should go out again sometime and he immediately started going through our schedules, but I told him to just give me a call (I didn't want him to feel pressured to plan something right then and there). It has been a few days and he hasn't called. I know he's busy, but I don't know if he is not interested (he is super nice and I don't think he would be good at telling a girl he wasn't interested), or if he is too reserved to be the one who initiates. I am planning to go to this spot that I love to watch the sunset this weekend I would like to invite him to come with me, but is that too forward?
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no, thats an awesome thing to do, wish a girl would ask me for something like that lol
But he needs to work on his flexibility, over organising is never good. could be because of nerves though1