To Outline or Not to Outline?

This is a question I ask myself on numerous occasions. Should I outline my novel or just see what happens? It seems to be a question that has an ever-changing answer and my feelings towards it? Well, I don't think it matters too much unless it's absolutely necessary.
As I sit here typing up Sparks (It calls to me. As with the horrible, old version of Free Falling, it'll probably be finished then Starlight shall be written), I realize that I do need a sort-of outline. It's a hand-drawn three-month calendar used to organize dates so things don't happen too fast and I'm able to know what date my own book is on. Like, I don't want to say it's Friday, June 9th four days in a row. That would just be awkward. Thus, I have created a calendar with a few major events. Of course, these are subject to change and be switched around with my changing opinions.
Of course, I don't always outline and for things where dates aren't as relevant, I don't do anything with outlining. Age is Just a Number wasn't outlined and it turned out okay. The only reason I think things went too fast is because I was impatient and, eventually, it'll be rewritten. I actually think not outlining is a lot easier and if it weren't for the need to know about dates, I probably wouldn't even have that. XD Though, I do have to admit, it is easier to make sure things don't go too fast and to think of major plot points ahead of time, but I also tend to do calendars after I'm well into my story so I can actually think up these things and it doesn't seem like a chore. Hell, I'll keep writing even if the calendar isn't finished.
So, the question remains: To outline or not to outline and, in my opinion, it's up to you. What are you as a writer comfortable doing? What's easier for you? Then go and do that. As it has been said constantly, writing has no rules, so you get to do whatever you want when doing so (Just make sure you know the difference between there, their, and they're, to, too, and two, and your and you're and you avoid text speak unless the character is texting and, even then, keep it to a minimum).
So there's my friendly neighborhood opinion on outlining! Now to get back to my own novel...