Personally OB has a lot of history for me. As a kid we would ride our skateboards and flexy's down from my aunts house in Point Loma. I remember people like the "OB Sheriff", and the "OB Spaceman".
OB has always been full of "Mom & Pop" shops and places to eat. OB has always been resistant to big chains and the status quo. It is still a great down home place.
If you go you have to eat at Hodad*s!!!!