Planning v. living

Yesterday someone told me that "I need to stop planning everything and just start living." I didn't know how to take that comment. And I had to take a day and think on it before we could discuss the comment.

I'll admit, I'm a planner. A big one. Not one of those crazy people who has their entire day broken down into 5 minute increments, but I plan what's gonna happen in my life. I have to have a destination in mind, somewhere that I want to be, a goal.

Normally being a planner (or goal setter if you like that term better) is a good thing. But in this instance, the person who made the comment was commenting on my behavior romantically. This person feels like I need to control how everything happens, and I'm not willing to put myself out there.

That person is 100% correct. I can admit that.

Why should I have to put myself on the line? Especially for someone who hasn't made their intentions known? My friend L told me "A man who wants you will do everything he can to make it known." And she's absolutely right. So I feel like shouldn't have to say "I like you, do you like me?" Naw kids....if he's into me, he's gonna pursue me without waiting to see if I'mma send him the "do you like me?" note first, ya dig?

But as for his comment...how does a planner become someone who just lives and lets stuff happen? I don't know if that's something that I could ever do. I don't even know where to start. Any suggestions?