Repentance is the renewal of baptism. Repentance is a contract with God for a second life. A penitent is a buyer of humility. Repentance is constant distrust of bodily comfort. Repentance is self-condemning reflection, and carefree self-care. Repentance is the daughter of hope and the renunciation of despair.
If the main goal of the repentant sinner should be total, light-bearing and blessed communion with God, then the main hindrance to this is the existence of the passions still active and working in him - the virtues being as yet unsealed in him - and the unrighteousness of his powers. Therefore his main work upon conversion and repentance should be the uprooting of the passions and sealing the virtues - in a word, correcting himself.
One day, a young monk came to see an elder and asked him, 'What must I do, Father? I fall continuously in the same sin.' The elder replied, 'If you fall into sin, get up and do penance.' Monk: 'And if I fall again?' Elder: 'Then get up and repent of your sin again.' Monk: 'But until when?' Elder: 'Until your death.'
A man who falls into sin is different from the way he was created. He is different, because he changes by his own actions the way he was meant to be. Man renounces himself when he becomes a different person through repentance. He leaves a corrupted man, which he had become through sin, and becomes such as he once was created, through mercy.
In words of boastfulness and self-justification there always lie concealed contrariness and pride, from which God turns away. After sinning one ought immediately to 'flee.' But, you will say, where? To the calm haven of heartfelt repentance. Every night before you go to sleep, tell God, the Knower of Hearts, all the sins you have committed in deed, word, and thought, and believe that God receives your heartfelt repentance. At the same time try to render your heart contrite by the memory of sudden death.
Remember, O my soul, the terrible and frightful wonder: that your Creator for your sake became Man, and deigned to suffer for the sake of your salvation. His angels tremble, the Cherubim are terrified, the Seraphim are in fear, and all the heavenly powers ceaselessly give praise; and you, unfortunate soul, remain in laziness. At least from this time forth arise and do not put off, my beloved soul, holy repentence, contrition of heart and penance for your sins.
Be despised and rejected in your own eyes, and you will see the glory of God within yourself. For where humility blossoms, there God’s glory bursts forth.
A prayer offered while one has any cause to reproach a fellow man is an impure prayer. There is only one whom the praying person may and must reproach, and that is himself. Without self-reproach, your prayer is as worthless as it is while you are reproaching someone else in your heart. Perhaps you ask: How can one learn this? The answer is: One learns it through prayer.
What does spoil repentance is being again entangled in the same evils. 'For there is one' we read, 'who builds, and one who pulls down, what have they gained more than toil? He who is dipped in water because of contact with a dead body, and then touches it again, what has he gained by his washing?' Even so if a man fasts because of his sins, and goes his way again, and does the same things, who will hear his prayer? And again we read 'if a man goes back from righteousness to sin the Lord will prepare him for the sword,' and, 'as a dog when he has returned to his vomit, and become odious, so is a fool who by his wickedness has returned to his sin.'
He Who before our offence forbids us to sin, after our offence ceases not from waiting for us to repent, He Whom we have rejected calls after us. We have turned away from Him, but He has not turned away from us.