What if.

Now. What if I do/say/think something and afterwards feel no guilt or shame? Which would otherwise warrant repentance? Does that inherently mean that sin isn't a factor?

What if that action/word/thought used to bring about guilt and repentance? But not anymore? Is it possible to be so far from the Lord and the influence of the Spirit that you don't even feel conviction anymore? Is their Biblical justification for any of this?

Too far-fetched or does this hit close to home?