One of the risks of intimacy with God is the confrontation with our own moral and ontological frailty; the poverty and helplessness of the fallen self. Acceptance of that confrontation yields a gradual awakening to the truth that this "self" which struggles to generate moral energy in order to be good, to improve and hopefully merit approbation, is precisely the self which must die so it may become a new creation in Christ.
Contemplative Prayer, insofar as it is a sustained act of self-emptying, self-abandonment and surrender to the Presence of God, is a consent to this death. It is a participation by pure faith in the death and resurrection already accomplished for us by Jesus, and an appropriation of the fruit of the same, namely abundance of life. We can do nothing but die into Christ; but in that death, Christ does everything for us.
Does this sound complex? In truth, contemplative prayer is so simple and easy that the very attempt to explain it gives rise to the fallacy that some technique is involved which must be learned, practiced and perfected. Not so.
Do you remember when, at the Last Supper, St. John rested his head against Jesus' breast? That is all we are doing in this prayer. Sit down quietly. Recollect that the very font and perfection of Love and Beauty is with you; the One Whose love for you is absolutely inextinguishable and eternal. Then simply rest, as it were, against His breast. Goodbye fear, anxiety and self-reliance. What does it matter now if you are "good" or "bad", if you are praying well or poorly? Jesus is doing everything for you.