I want to share this different meditative method in praying the rosary that I learned.
One of the most common (and productive) ways to pray the rosary is to meditate on the virtues displayed by our Lord or our Blessed Mother in each of the mysteries (Humility for the Annunciation, Charity towards neighbor for the Visitation, etc.). I am sure that most people are aware of this and hopefully utilize it. However, a similar method but essentially different is to meditate on your sins of the opposing vice or failure of the specific virtue in each mystery. Meditating on one's sinfullness and being sorrowful is definately recommended by every saint that I have ever read. I think it is even more effacacious when doing in the midst of the Holy Rosary when you are praying the Our Father and Angelic Salutation. I will give a few examples for each mystery but let the Holy Spirit guide you.
1. Incarnation - Our pride in general, specific acts of vanity, the vanity of everything in the world
2. Visitation - Our lack of charity towards our neighbor
3. Nativity - Our attachment to wordly things, Our love of riches and material goods, Our attachment to spiritual consolations and aversion to dryness in prayer
4. Presentation - Our disobedience to God and lawful superiors, Our lack of purity in mind, body, and soul, Our refusal to allow the sword of love to pierce our soul
5. Finding of the Child Jesus in the Temple - Our lack of wisdom, Our lack of joy in God, Our laziness in prayer and spiritual exercises (seeking God)
1. Baptism of the Lord - Our unfaithfulness to our baptismal promises, Our lack of gratitude for being baptised in the name of the Lord Jesus Christ
2. Wedding at Cana - Our lack of trust in the Mother of God, Our unwillingness to do "whatever he [Jesus] teels us to do."
3. Proclamation of the Kingdom - Our refusal to repent of our venial sins and imperfections (possibly mortal sins), Our distaste and lukewarmness in doing penance
4. Transfiguration - Our nothingness, Our refusal to "listen to Him [Christ]," Our negligence in doing everything for the glory of God
5. Institution of the Eucharist - Our lack of attention at Mass and during prayer, Our negligence in disposing ourselves to receive Holy Communion to the best of our ability, Our unwillingness to die to ourselves when we receive the Lord
1. Agony in the Garden - Our lack of contrition for our sins, Our unwillingess to suffer for others, Our constant betryals of Christ
2. Scourging at the Pillar - Our unwillingness to mortify our senses, Our avoidance of suffering physical pain for God
3. Crowning with Thorns - Our unwillingess to wear the crown of thorns in this life, Our lack of courage, Our lack on contempt for the world
4. Carrying of the Cross - Our refusal to carry our daily cross, Our despair when we fall down
5. Crucifixtion - Our unwillingness to forgive our enemies, Our neglect of Mary as our Mother, Our constant abandoning of Christ on the cross, Our lack of perservernce in virtue
1. Resurrection - Our lack of faith in God, Our lack of faith in God's messangers and ministers, our fears
2. Ascension - Our lack of hope, Our times of despair, Our lack of missionary zeal, Our lack preparedness for the Glorious Second Coming
3. Descent of the Holy Spirit - Our rejection of the inspiration of the Holy Spirit, Our lack of praying, Our fearfullness in proclaiming the gospel
4. Assumption of Mary - Our pending physical death
5. Coronation - Our negligence in imitating the virtues of the Queen of Heaven
"The more we honor the Blessed Virgin, the more we honor Jesus Christ, because we honor Mary only that we may the more perfectly honor Jesus, since we go to her only as the way by which we are to find the end we are seeking, which is Jesus."
-St. Louis De Montfort