I struggled with a similar problem. I prayed a Rosary for the one Mary has enmity with. For the next few weeks after this prayer I was under heavy, intense and deeply destructive spiritual attack. I talked to my priest and he asked why would I want to do that.

I think I felt sorry for the one that Mary has enmity with - ever since his rebellion he has been in a nonstop war against God, which must be painful, exhaustive, futile and may lead to a horrible end - yet still he persists. Repentance is also possible for any soul - if you look into the Fatima prophecies, some came true, some did not. Someone asked Mary about this and she said something along the lines of prophecies are warnings, they do not have to come true. See Jonah and Ninevah prophecy. So it is maybe conceivable that Revelations may not come true in the way that we expect as Jerome himself noted
litteralchristianlibrary.wetpaint.com/page/Jonah+Chapter+3 I thought that perhaps the “O My Jesus, forgive us our sins. Save all souls from hell, especially those most in need of thy mercy” from Fatima might be a coded way for Mary to pray for her enemy. After all, doesn’t the Bible teach us, “love your enemies. Pray for those who persecute you.” Well, who is
really persecuting me - the guy down the street or the one that Mary has enmity with. Isn’t Mary the
greatest saint and the Rosary able to resolve
any problem? So she maybe she is better able to secure mercy for hers than Moses secured for the Israelites, Jonah for the Ninevites, but Abraham couldn’t for Sodom and Gomorrah. I also prayed for God to have mercy on himself since all the recent apparitions seem to depict him as suffering - how about we ALL stop suffering including God
However, I
don’t want to do that again, not necessarily for the spiritual attack since I gained great graces and PROFOUND miracles in my life from overcoming it although I did experience humiliation and suffering as a result. No, the reason why not is, along with the fact that my current confessor seems disapproving is it might be
prideful I often lean towards an incorrect interpretation of love, as tolerance of everything and lack of suffering. But love may also fairness and merit. Am I happy when someone close to me backstabs me and betrays me? No, I am deeply hurt and offended, it weakens my ability to trust and love others in the very long-term. Am I happier to love a person who beats me or happier to love one who sends me roses on Valentine’s Day. So why should I think of myself as MORE merciful than God who created mercy, subtly try to outdo him in mercy by directing my life and prayers not to - trying to console Jesus for his suffering or be a living sacrifice or grow in righeousness as was ASKED - but to direct my attention in the opposite direction.
My favorite Cardinal wrote that just as there is a communion of saints, whose merits help each other up, there is a communion of sin, every single sin committed drags the world down.
familyland.org/content/Content.aspx?CategoryID=553 When you pray to Judas, you are meditating on him and inviting his spirit into your life and into the world, just like when you pray to Mary, you meditate on her and invite her spirit into her life and into the world. Are you sure that you want God to honor your daily requests, as he honored the requests of Job? St. Mary Faustina found out that when she thought about Halloween, the one Mary has enmity appeared and she couldn’t stop him because “he had a right to be there.” So, what are you going to do if your prayers are answered and Judas’ spirit comes into your life and in a deep, profound, tricky, and subtle way? It might be twice the struggle not to imitate his life than it would have been if you hadn’t spent all that time praying that it would come. Maybe Judas will eventually get into Heaven, but I once read an exorcism where the evil spirit stated that he had been transformed into a demon in the present. Who knows - can’t trust those lying spirits but maybe The Fear of the Lord is the first stage of wisdom."
Psalm 111:10) In the Bible, Satan asked Jesus to sift Peter as wheat and Jesus said No. What might Jesus say in the case of you given your daily prayers

Maybe we should stick with the “save all souls” prayer if we ever have the temptation to side with the souls against Mary and Jesus. Maybe to save sinners we should focus on attaining righteousness first. "The prayer of a
righteous man attains much."
James 5:16"Never tempt the Lord your God.
Luke 4:12
*Hail Mary, full of grace, the Lord is with Thee. Blessed art Thou among women and blessed is the fruit of Thy womb, Jesus. Holy Mary, Mother of God, pray for us sinners now and at the hour of our death. Amen. *
Come Holy Spirit, come by means of the powerful intercession of the Immaculate Heart of Mary, your well beloved spouse. Come Holy Spirit, come by means of the powerful intercession of the Immaculate Heart of Mary, your well beloved spouse. Come Holy Spirit, come by means of the powerful intercession of the Immaculate Heart of Mary, your well beloved spouse.
For the sake of his sorrowful passion, have mercy on us and on the whole world! For the sake of his sorrowful passion, have mercy on us and on the whole world! For the sake of his sorrowful passion, have mercy on us and on the whole world!
O Mary, conceived without sin, pray for us who have recourse to thee!
Sorrowful and Immaculate Heart of Mary, pray for us!
*Hail Mary, full of grace, the Lord is with Thee. Blessed art Thou among women and blessed is the fruit of Thy womb, Jesus. Holy Mary, Mother of God, pray for us sinners now and at the hour of our death. Amen. *