Dating September 23, 2026

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Question I was raised in a Chassidishe-style home. My father does not wear a shtreimel on Shabbos, but he wears an upbent...

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Dating September 15, 2026

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Question I was invited for a Shabbos meal by the parents of a boy I’m dating very seriously. I always...

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Dating September 8, 2026

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Question I recently listened to the 5TJT podcast in which you were interviewed by Esta and Larry Gordon and something you said...

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Dating September 2, 2026

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Question I read your letter last week about the man who was dating a beautiful woman that everyone had warned...

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Dating August 25, 2026

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Question I’m in a crisis and I really don’t know what to do. During the past year, I was engaged...

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Dating August 18, 2026

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Question Three months into my relationship, the man I’m dating told me something that completely blindsided me. The age listed...

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Dating August 12, 2026

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Question We just had another huge fight with our soon-to-be mechutanim. This one was so bad that we were actually ready...

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Dating August 4, 2026

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Question How can I be sure that the guy I’m dating is really interested in me? I’m asking because he’s...

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Dating July 29, 2026

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Question When I was little, my parents went through a bad divorce and though my younger siblings and I should...

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Dating July 21, 2026

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Question What can you do to ensure that the person you’re dating or are about to marry is not type...

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Dating July 15, 2026

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Question I met somebody at a singles event who is divorced. I myself have never been married and it was...

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Dating July 8, 2026

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Question Hi Mrs. Sebrow, I started reading your column when I was in 8th grade and now I have a...

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Dating June 30, 2026

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Question I’m new to dating for marriage and I need guidance about meeting somebody on my own. A little about...

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Dating June 23, 2026

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Question So much has happened I don’t know even know where to begin. I’ll try to keep it short. For...

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Dating June 17, 2026

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Question I’ve been dating someone for a while and recently he invited me to spend Shabbat with his family. I...

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Dating June 9, 2026

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Question My beautiful daughter is slowly wasting away because the boy she is engaged to keeps pushing her to lose...

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Dating June 3, 2026

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Question I need to get this off my chest and to ask you for advice on what to do if...

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Dating May 27, 2026

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Question I’m new to the dating scene as a second time around single. I’m 42 and divorced, and I would...

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