Is an obligation in a wager binding?
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Question
Hello,
Two boys made a bet and undertook toward each other to give a gift to whoever wins. Is it permitted to do this? And does the undertaking take effect?
Answer
Shalom u’vracha,
Ideally one should not do this, even in a form that would otherwise be halachically effective. In practice, if the gift was not set aside in advance, then even if a kinyan was performed on it, the obligation does not take effect.
Source
Siman 207, se’if 13 in the Rema.
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