When I think back on what I was taught or heard, what stood out clearest prior to my current understanding was a teaching of Bishop Sheen's that is used to explain indulgences. He was saying that when we sin it is like hammering nails into a board and when we go to Confession, the absolution is like getting the nails pulled out, but then the holes are still there. Punishment is still necessary.
Of course this flies in the face of what the Protestant would tell you that Jesus once and for all paid the price of sin and no other price needs to be paid. That would take a post longer than any post ever written and there are books out there explaining the meaning of suffering, why suffering can be offered in reparation of sin, why some saints, particularly in the Latin rite, viewed suffering as means of resembling Christ. This post isn't about trying to suffer our way into heaven. We only get to heaven through belief and trust in our Savior, "washing our robes" in the Precious Blood of the Lamb of God (Revelation 7:14).
There is value in our suffering when united to the suffering of Christ and that is scriptural too (Colossians 1:24), and it has been enlighted by the teachings of Blessed Pope John Paul II in Salvifici Doloris.
We have the wisdom that was given by God to the saints, and preserved for us through their writings to help us, that the Protestants have unfortunately been deprived of. I am speaking of the teachings of St. Catherine of Genoa, and St. Therese of the Child Jesus and the Holy Face, and St. Faustina.
My understanding is not incompatible with the teaching of Bishop Sheen, but more along the lines that the holes left over indicate a tendency toward sin due to our not resembling the heart of Our Savior, the most tender, most merciful, most forgiving, most loving, most sensitive heart.
My belief/understanding is to the extent our heart resembles Christ's merciful heart of forgiveness and love, and the more perfect our trust in Jesus's Divine Mercy the higher the probability that we will bypass purgatory. When I hear people I love say something is unforgivable or say something disparaging, unloving, judgmental about someone or some group of people, this is when I worry for their spending time in purgatory. It shows their heart has not been formed into the mold of Jesus.
OK, yes, I am still very much one of those! I have hope though that I have found the way, of course his name is Jesus, but it isn't just his name, or who he is (our Savior), but also, what he taught or rather what he commanded us:
1 John 4:16: And so we know and rely on the love God has for us. God is love. Whoever lives in love lives in God, and God in him.
We will need to have our heart fixed first through either a very soul-filled spiritual purgation as we realize the magnitude of Christ's love and sacrifice (will come rather quickly when we are face to face with our beautiful Savior without the veil of this life), or perhaps through experiencing some real suffering in a state or place of purgatory. It seems to me that the purity of heart and primary willingness to love and console our Precious Lord are brought about by following Christ's command, thus, "Whoever lives in love, lives in God, and God in him." Even if we have failings instead of the holes in the board remaining after the nails are removed, they are filled in by the perfect way of trust in God's love and the confidence that his love and mercy are greater than any failing we could commit.
I love the empty hands teaching of St. Therese also contained in her Offering to Merciful Love. It is along the lines of Marian consecration . . . we give any merit for anything we do to her to use as she wills. The effect of this is empty hands and the trust that the Father will look at us through the precious face of his Son and that his precious blood alone will merit our entrance into heaven....why else would we be longing to be one of the white robbed masses in Revelation 7 that washed their robes in the blood of the lamb?
I do think the more suffering one has (sometimes it starts spiritually when we are humbled by the mercy and love God shows to us so directly) and the more one submits to the transforming love (is that not also part of the teaching from St. Therese's Offering to Merciful Love?) of the Holy Spirit, and the grace and mercy streaming from Jesus's Sacred Heart, the more compassionate and loving one will become. It isn't just the one that has been forgiven much that loves much, but also the one like our beloved St. Therese has the Holy Spirit granted insight that it is all-about being loved by God, and loving others that way we have been loved and making that the focus of our spiritual and active life pursuits (John 13:34).
Then she hurried home, to shut herself up in the most secluded room in the house, and for several days she stayed there absorbed by consciousness of her own wretchedness and of God's mercy in warning her. She had a vision of Our Lord, weighed down by His Cross and covered with blood, and she cried aloud, "O Lord, I will never sin again; if need be, I will make public confession of my sins." After a time, she was inspired with a desire for Holy Communion which she fulfilled on the feast of the Annunciation.
She now entered on a life of prayer and penance. She obtained from her husband a promise, which he kept, to live with her as a brother. She made strict rules for herself—to avert her eyes from sights of the world, to speak no useless words, to eat only what was necessary for life, to sleep as little as possible and on a bed in which she put briars and thistles, to wear a rough hair shirt. Every day she spent six hours in prayer. She rigorously mortified her affections and will.
As far as St. Catherine's living like sibling with her husband, I wouldn't say that is the way for everyone that is married being transformed by the love of God either; it was her way, and there are other holy people who chose to live this way, in keeping with what St. Paul wrote in 1 Corinthians 7:1-2.
And as for the bed of briars and thistles and the hair shirt, I still love Father Corapi's comment, "You are sitting next to your hair shirt," during one of his talks. Further, an eastern father, Abba Pimen, said that we lay down our lives for our friends when we leave our self-absorption, pride, and self-indulgence aside, and essentially love each other and forgive each other, and do not judge each other. Doesn't that sound very much like St. Therese's Little Way of Love?
Wouldn't you want your loved ones especially, and if we really get the lesson, all souls that we could persuade to this necessity, to do the same?

