Whose Side Are You On Anyway? « Bad for Shidduchim: "Most of the time, a shadchan is particularly invested in one of the parties being set up. They’re not actually setting up pants and skirts. They’re setting up a skirt with their favorite nephew. Or a pair of pants with the neighbor’s aging daughter, lo aleinu.
This manifests especially in the follow-up to the date. The shadchan will call their principal party anxious to hear that it went well. If the principal party is less than enthusiastic, the shadchan won’t push. (S)he’ll apologize instead, and hasten to break the news to the auxiliary party. If the principal party is interested, on the other hand, the shadchan may press a reluctant auxiliary party to try again."
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