Asking questions and all that small sh1t is no smarter than noting how nice the weather is.
You gotta talk to their inner self. Get past the bull sh1t and right in there. Look up DD's communication model.
For example. You and this lady in the elevator. She's looking at the buttons as they light up. You go "it says 4, now 3, now 2, and now 1." Make fun of her.
Another one. You come across this girl and she looks away. You go "damn you must like that wall so much, you got sure got your priorities straight." If you lucky and there is a fat guy there instead of the wall, you can say "Damn, you're into fat guys, too bad I got into shape a long time ago."
Go past the mundane and usual, and speak directely to them. Their usual reaction is a smile. You become this funny a55 guy, a man they respect. Not just some champ that notes the weather, the fvcking nice guy.