I'm terrified of IMing people first. I always make it a point to tell people that, too. They don't seem to believe me sometimes, but those that actually listen and make a move, I'm more than happy to converse with. After about three months of talking to one of my closest friends every day, I was able to start messaging her first. That was about two years ago. So, if I can maintain steady contact with someone, then I can build up the nerve to speak first. Same goes for phone calls, though I still hesitate from time to time on calling my best friend of nine years.
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Life to me is just a game that we all play
I wash away the sands of time, wash them away
You are just a fleeting dream created by me
That goes on and on; as it's been, so it shall be