First, one prays with the simplicity typical of beginners and by shedding copious tears. All this is due to the grace of God which is called purifying grace, which catches us like a fish-hook, and guides us towards repentance. For it is our God, Who is good in all and to all, Who finds us. He sees us. He invites Himself known to us first. Then we get to know Him, after He anoints us with His divine mercy. Hence, repentance, mourning, tears, and everything that happens to someone who repents, is all due to divine grace. This is purifying grace which cleanses man.
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.'
True repentance consists of withdrawing from sin and nurturing hatred for it. For, lo, when someone says from his heart: I have hated deceit and been repelled by it - then God accepts him with joy.
Whoever repents sincerely is prepared to withstand any sorrow: hunger and homelessness, cold and heat, illness and poverty, humiliation and banishment, lies and slander, for the soul seeks God and does not concern itself with anything worldly, but instead prays with a clear mind.
The full and complete definition of repentance is that we never again allow in ourselves the sins of which we repent, or whereby our conscience is stung. The mark of satisfaction and forgiveness is when we have driven out from our hearts all desire for them.
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.
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.'
One of the Fathers said: just as it is impossible for a man to see his face in troubled water, so too the soul, unless it be cleansed of alien thoughts, cannot pray to God in contemplation.
By holy baptism original sin is expunged, as also sins committed before baptism. It also eliminates the violent power sin has over us till rebirth; it gives us the grace of the Holy Spirit by which we are united with God in Christ, and we receive power to subdue and conquer sin. For the simple reason that we are not delivered from the struggle with sin, we cannot be entirely free from sin during the whole of our earthly life, and even the righteous man may fall seven times (i.e. often) and rise again by repentance, says Scripture (Prov. 24:16). He falls on account of his weakness and limitations, because he does not always notice sin which subtly and imperceptibly rears its head from his fallen nature, and which is artfully and imperceptibly offered and suggested by fallen spirits. Repentance becomes his secure possession, his constant weapon, his invaluable treasure. By repentance the righteous man maintains his fellowship with Christ. He is healed by repentance from the wounds caused by sin.
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.
Sorrow over your sins makes you as gentle and meek as a lamb; and where there is meekness and gentleness, there is serenity and beatitude. What is more precious and blessed than spiritual calm?
The grace of repentance, which acts in those who struggle, is a patristic inheritance. It is a divine transaction and exchange in which we give dust and receive heaven. We exchange matter for the Spirit. Every drop of sweat, every pain, every ascesis for God is an exchange.
Woe is he who knowingly chooses to sin with the intention to repent when morning comes, for he knows not what the coming day or the night that precedes it will bring.
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.