o b l a i d o n.
i definitely have to agree with everyone who has posted before me. if someone truly loves God, then the last thing they would want is to offend or hurt Him—and God is most definitely offended and hurt by abuse of the Sacraments. what is to stop people from sinning, then immediately confessing their sin? love for our Father. if someone truly loves Him, they will have a contrite heart, an attitude of repentance and a sincere desire to abstain from sin when they go to Confession. even if they haven’t yet reached the point of perfect contrition, fear of Hell is sufficient—yet what your friend is doing to abuse God’s grace and His precious Sacraments seems to me like a serious sin. like someone posted before me, not only is he sinning through abusing the Sacraments, but if he is not truly sorry for his sins, then they have not been forgiven, even if he has previously confessed them. it sounds to me like your friend is in desperate need of guidance, and i will definitely keep him in my constant thoughts and deepest prayers.
if someone deliberately commits a sin with the specific intention of confessing it immediately afterwards, then they show no respect for God, mock His grace, mercy, love and forgiveness and will not be forgiven even if they confess it. they do not become a “clean slate,” but continue to become stained by sin, perhaps to the point of a hardened conscience that is no longer convicted of sin.
i will definitely pray for both your friend and his girlfriend. personally, part of me likes going to Confession because i love the overwhelming feeling of cleansing and love that i receive, and it’s comforting for me to talk with the priest and to be in the Presence of Jesus. part of me also doesn’t like it, though, because it’s somewhat uncomfortable for me, and difficult for me to look back on all of my sins, failures and weaknesses without falling into a depression. i love the Blessed Sacrament as well—what a beautiful grace Jesus has given us, and what incredible Love He has shown for us all, through the Eucharist. personally, i like confessing my sins so that i can receive advice, but at the same time, it makes me sad to know that i’ve failed God so many times. there are a lot of mixed emotions involved when i go to Confession.
my advice to you would be to say a Divine Mercy Chaplet (ewtn.com/Devotionals/mercy/dmmap.htm) and Rosary for the conversion and salvation of your friend, and for his girlfriend’s soul. know that they both remain in my prayers. God bless you.
in the peace and love of Christ,