I prefer [General]. It’s more pure.
But.. the questions are better in [Social], day to day.
“Judge a man by his questions rather than his answers.” – Voltaire
And it depends on what you mean by “fun”. If you mean chit-chat banter, I think it belongs in a chat room, not in [Social]. Way too much of that here, IMHO.
But some questions like.. (What was a fun one recently? ...”Which piece of art would you like to live in?”, by @rpmpseudonym) It can be “fun” to rack your brain for an hour trying to remember that ONE picture that defined you as a person. Or maybe five.
Happily edifying a party of one.
I enjoy a question that is well written and unambiguous (but abstract).
“Only the crystal-clear question yields a transparent answer.” – Zen proverb
When questions are unclear you get people on multiple wavelengths at the same time and it’s.. subprime.
“We are operating on many levels here.” – Ken Kesey
For example – if you meant the “two general question philosophies” in the OrigPost to be only the two examples you gave, then I MUCH prefer the latter. Unless it’s like the Cat in the Can question, which turns into a whining pussy love fest. Then it’s just as banal as your first example.
Above all, my idea of “fun” is exploring obscure points of view in answers, from unique and beautiful individuals – not a bunch of yes men, looking for some kind of point reward. In my experience the best answers rarely have a load of GA points. They are heart felt and direct, in spite of what people might think of them. Personal info and experience.
And of course I’m drawn to anyone who can turn a phrase well. It’s fun to learn from them – by their example.