The next stop on this wedding series ride is a doozy. Ruby and her guest this week, Rachel, watch The Wedding Planner and find out there aren't too many bright spots! Despite Jennifer Lopez, Matthew McConaughey, and the city of San Francisco's best efforts, this couple is doomed forever. Let's just enjoy all the 2000s details and the potential that arranged marriages may be the answer to a long-lasting marriage rather than fleeting chemistry.

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