Is it permissible to marry a man who has committed past mistakes and transgressions, including anally penetrating a woman and drinking alcohol, and who is now repentant but asks his future wife to commit forbidden acts with him once after marriage?

Acquaintance between young men and women is not permissible. It is obligatory to cut off the relationship with this young man and repent to Allah. The advice for the man is sincere repentance and to conceal his past. He must know that anal intercourse is forbidden and a great abomination that entails a curse. If the man truly repents, there is no harm in marrying him. The wife must not obey her husband in sin. The questioner must learn the matters of her religion and adhere to the limits of the Shari'ah, and choose a righteous husband.