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DON'T DO IT
You will grow your hair for what seems for ever and it won't grow past your eyes for even longer. You wont be able to tie it back for a year or so and people if you have wavy or curly hair will call you George Bush. All this time you will want to get it cut.
If you get it cut, you will miss it extremely and feel very, very guilty. Then you'll start growing it again.
The only way to remove all this hassle is to not grow your hair in the first place. Sorry for the pessimistic post but at least you know now what to expect.
There wasn't much of a choice for me.
Like just about everyone else on Planet Earth, I had long hair through college. Then I wore the proverbial IBM Cut for over twenty years.
Then I was diagnosed with a brain tumor and actually died while in pre-op. The surgery left a really ugly scar from the top of my head to the back of my neck. Much to my conservative wife's chagrin, I decided to go back to a ponytail in order to hide it.
Yeah, the first year was just as you described; but for me, cutting it was never an option. But I've stuck with it, and now my hair is almost halfway down my back and I don't have to comb it out and retie it after driving with the window down. Best of all, my wife's girlfriends are all threatening to take me away from her.
Life is good. Wear your hair the way it makes you happiest. Everything else is just BS.
I've been growing my hair out now for almost 3 years. It is about 3/4 of the way down my back towards my waist. I've never had anything but fun with it, and the fun greatly outweights any inconvience during the short 'awkward ' phase. Go for it.
Aragorn