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I told him the exact story that occurred to me. A female (unmarried)hair dresser who came to braid my sisters hair, my mother told me to comment ‘your are doing a good job on my sister’. My mother wanted me to get friendly with her, with Daas to seduce her to marriage. I never listened to my mother ( I knew this was wrong). Now I have finally asked the Shailo I feel all my efforts were not in vain. My Rav said you should not speak to a woman like that if no Shadchan has spoken to the girl’s side (if they agree to meet you, only then can you speak to her).
Since I have had this psak, I have decided to stop going on chat rooms and private messaging women, trying to seduce them to marriage. I will continue using my Shadchanim instead.