8. Jennifer Aniston and Angelina Jolie
This might possibly be the most infamous case of celebrity sloppy seconds. We all know that the Friends actress was married to Brad Pitt for five years from 2000-2005. Then, rumors flew that Pitt had cheated on Aniston with his Mr. and Mrs. Smith co-star Angelina Jolie. Shortly thereafter, Aniston divorced Pitt. Today, Angelina and Brad are happily married with six children, while Aniston has been engaged to her beau Justin Theroux since 2012.
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