At one point, when preaching on Jesus' saying "As the Father has loved me, so I have loved you; abide in my love," I said this:
God wanted me to hear that. You, too?
And finally, this:
"This passage starts out with Jesus' followers being referred to as his 'disciples' but in just a few verses, they are being called -- we are being called -- 'friends.' Not servants, but friends. Friends of God. Friends with God. Do you think of God as your friend? As someone with whom you are friendly? Not because you chose God, but because God chose you. And appointed you to go bear fruit, fruit (of the spirit) that will naturally grow if you are abiding in, living in, dwelling in, Love of God and love for one another."
Yes, sometimes I second-guess things I preach. Not because I didn't pray them through before saying them. Not because I've preached something I regret. But because, flooded as we are with contrary messages of a distant or unloving god and subsequent Christian hand-wringing and grumpiness rooted in fear of that god, the Good News of the Gospel seems too good to be true.
So what I have to remind myself (and perhaps you?) is to turn my second-guessing into re-considering.