Matthew 7:1-5

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“7 Do not judge others, or you yourselves will be judged. 2 As you have judged, so you will be judged, by the same rule; award shall be made you as you have made award, in the same measure. 3 How is it that thou canst see the speck of dust which is in thy brother’s eye, and art not aware of the beam which is in thy own? 4 By what right wilt thou say to thy brother, Wait, let me rid thy eye of that speck, when there is a beam all the while in thy own? 5 Thou hypocrite, take the beam out of thy own eye first, and so thou shalt have clear sight to rid thy brother’s of the speck.” Matthew 7:1-5

(Scripture verses come from the Knox Bible, which is copyrighted by Westminster Diocese and published by Baronius Press.)

1.) Does praying that someone will repent of their sins count as judging?

2.) What about praying for someone to repent when I’m in a state of mortal sin myself? See verses 3-5 for this second question.
 
Oh, forgot to mention, regarding #2, go to Confession as soon as possible and refrain from receiving the Eucharist until you’ve done so.
 
It is vital to follow Christ on judging so as not to fail to judge, or to judge wrongly.

Christ commanded us to:
“Stop judging by appearances, but judge justly.” (Jn 7:24).
“Beware of false prophets, who come to you in sheep’s clothing, but underneath are ravenous wolves. By their fruits you will know them” (Mt 7:15, 16).
“Every tree that does not bear good fruit will be cut down and thrown into the fire. So by their fruits you will know them.” (Mt 7:19-20).

And St Paul, following the Master:
“Test everything: retain what is good.” (1Thess 5:21).
“The spiritual person, however, can judge everything but is not subject to judgment by anyone.” (1 Cor 2:15).

That is precisely why we judge actions, speech, writing against true teaching as to what is good and what is evil, and we know what is good and what is evil only by following the teaching of His Church – not by our opinions, desires, prejudices, feelings, wants – selfism.

We are commanded not to judge the guilt of anyone before God.
 
Re. # 2: God obliges himself to hear our prayers when we are in a state of grace, sort of like citizenship rights. Outside the state of grace, we have no such rights, and thus depend utterly on his mercy.

Our Father is indeed merciful, but we must not presume on that mercy, and in a state of mortal sin we should approach him all the more humbly. This doesn’t rule out praying for others, but we can help them much more if we are in a state of grace ourselves.
 
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