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AITA for questioning Harry's engagement plan?

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Created November 22, 2025

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AITA for telling my friend that proposing is not a suitable 'Christmas present'? I have a friend

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who I'll be calling "Harry". Harry and I have known each other for over a decade

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(we're in our early 30s), he was part of my own wedding party, and 99 times out

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of 100, he's an all round great guy. Harry has been dating his girlfriend for

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around 4 years - she's an absolute diamond, and brings out all of the best qualities

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in him. A couple of weeks ago, Harry confided in me that he was planning

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to propose to his partner over Christmas - she's very family focused, and he is setting

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it up so his parents 'unexpectedly' visit them (they're doing Christmas with her family this year)

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