- Articles
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Inside Out
From The Editor
Words Of Wisdom
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Dating November 10, 2026
DATING FORUM
Question Why are some people so much against single older men? My brother is my youngest sibling (he’s in his...
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Dating November 4, 2026
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Question I’m a single guy who dedicates an extraordinary amount of time and energy to doing chesed for Klal Yisrael. Despite this, several...
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Dating October 30, 2026
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Question I read your last two articles on dating. Regarding the one with the man who was dating an addict...
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Dating October 21, 2026
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Question When my friend became single and started dating again, she usually turned to me for advice. She was unfamiliar...
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Dating October 14, 2026
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Question I’ve been dating a young woman for 11 months and have fallen deeply in love with her. I can...
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Dating October 6, 2026
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Question My son recently went out with a girl whom he liked. During their conversation, she mentioned that she had...
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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
DATING FORUM
Question Hi Mrs. Sebrow, I started reading your column when I was in 8th grade and now I have a...
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