I'll start. I have always wondered why are there no real life chat rooms. Like, when I am bored I can go to a chat room online, and talk to complete strangers. I have always wondered why isn't there a room or area in every community where everyone can go and it is actually acceptable to speak to a random stranger and you can make friends, etc.
What have you always wondered?
You have no bars/pubs/clubs in your area?
Most people don't go to chat rooms online either. You shouldn't judge what is possible by paying attention to what most people do.
Anyway, what has everyone else always wondered?
Suppose you created this. A certain core of people would go. Before long they would know each other. After that any newcomer would find that they are in a sea of people who know each other. And given our culture, would feel awkward going up and talking to them. Even though those people are nice and actually would be welcoming.
This is a surprisingly good description of many clubs, bars, various kinds of meetups, and so on.
This reminds me of: http://mylifeisaverage.com/story/2282043