Social dynamics are very strange and manipulative

People are weird.
I understand why, honestly. But it still never ceases to astound me how strange that we social creatures called humans are.
There certainty are times when I see people huddled together at a party/bar/etc (you know the type, afraid to go and make friends) and I completely understand. I mean, who hasn't been there?
While I do understand that the feeling of being...an outsider, can really suck. I also have come to realize something so simple yet so...un-thought-of.
90% of people (yes I made that up on the spot) would rather have someone else initiate a conversation with them. Honestly someone that you don't really know can and started talking to you at a party/bar/etc, would you be annoyed? Or glad that they were the one that initiated the conversation?

And this goes for phone calls, asking to hangout, etc. Likely, if someone gave you their number, they want to hangout sometime. So gather some courage, realize they want to hangout, and make it happen.
What's the worst that could happen?