14. Brad Pitt And Jennifer Aniston, $1 Million
It won’t be too surprising that a number of entries of this list had some pretty big fall out. For any of you who don’t remember, the ordeal on the Mr. and Mrs. Smith set that killed Brad Pitt and Jennifer Aniston‘s wedding lead to the all powerful, all knowing Brangelina. Before that, Pitt and Aniston were very much concerned the “IT” couple, so having it fall apart was pretty devastating for people who cared about that kind of thing. Their pre-Angelina Jolie fairytale romance started with a pretty extravagant 1 million dollar wedding. They got married in Malibu and pulled out all the stops, which included a gospel choir, 4 bands, fireworks, 50,000 flowers and over 200 guests. The all-star guest list included David Spade, Salma Hayek, Edward Norton and Cameron Diaz. While they have been broken up for over ten years at this point, Aniston still suffers blowback from the event, and in a 2013 interview, Pitt said their marriage was a low point in his life, saying he felt pathetic and that “I think that my marriage had something to do with it. Trying to pretend the marriage was something that it wasn’t.”
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