I think this tied in with how to be cool. Soup started a pretty good thread on it but I cant find it ATM. Soup?
You can be the most interesting man on earth, but if you dont know how to express/show it to the world then you are just like that computer scientist who is a genius but a boring nerd.
Frankly I have seen the most charming guys say the lamest thing and it just come off as the most interesting thing ever. A lot to do with your attitude, body language, and your "cool".
Entertaining a crowd or, like Roosh said, how to be a good clown, has very little to do with what you say or whats going on in your life, but how you say it and how you think about it. For ex, the basics understanding of women on this forum, if discussed in a conventional manner will get you stoned by every women alive, but this guy took it and add a bit of funny twist and its hilarious
Look for George Calin or Louis CK. The thing they say, if taken out of context, is very banal. But the way they say it make a whole room explode.
My life when I was a beta was just as interesting as it is now, but I couldnt talk for 30 secs. Its not until I learn how to use tonality and body language correctly that I start to make girls giggle every time.
Oh, but the most important thing is, you gotta have fun and fuck what people think. IF you are feeling down or insecure nobody gives a fuck if you just rescue Mike Tyson's tiger from a kitten sex orgy. If everyone who has a cool story is interesting then tour guides or war veterans would be the coolest men on earth.