Happy Talk, Real Talk

[OneDay]

Is it just me, or does anyone else feel uncomfortable talking or having a real conversation with WAS. Does it feel like your talking to a stranger and sometimes don't know what to say? It does to me, and Im hopping to get some advise, and maybe give some along the way.

For example, maybe we could start a Happy conversation by asking...

"So if you could go on a trip anywhere you wanted, and money was no object, where would you go?" (I would go to the Great Barrier Reef) ....Oh really, I never knew you liked to Dive.. etc etc...

or

If you didn't have kids where/what do you think you would be doing with your life?..(Oh I would probably...) Well you still could..?

I know Im personally struggling with this, and not sure if this is productive, but figured I would throw it out there. Feel feet to chime in, anyone/everyone.