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I guess it makes sense to get all the introductions over with in one sitting — fiancé, fiancé's brother who becomes the new fiancé...
Father of the Bride (1991)
There's really no hope for a completely warm and friendly in-laws meeting when the father in question is still literally picturing his adult daughter as a child playing make believe.
The Birdcage (1996)
Pro-tip for those tricky introduction dinners: If you're going for long-term relationship building, ask everyone to just be themselves. If you're going for painful hilarity, as one of your family members to dress up as the feminized version of themselves and pretend not to be your gay dad for a night to impress a bunch of right-wing conservatives.
Meet the Parents (2000)
A very literal interpretation of the fears of every man or woman who has ever been asked to a meet the parents dinner: a potential in-law armed with not just the desire to break-up the relationship, but the government-tested skills to do it.