Hope You Didn’t Bet: 15 Couples You Never Thought Would Last

7. Brad Pitt & Angelina Jolie

Now considered the “holy grail of celebrity couples,” their relationship was thought to be just a fling at the beginning.

Brad was quite the Hollywood womanizer having dated several of his co-stars including Robin Givens, Jill Schoelen, Juliette Lewis, Gwyneth Paltrow, and of course Jennifer Aniston.

This is why everybody thought that the relationship between him and Angelina won’t last, however, the two not only managed to stick together, they became the epitome of celebrity couples.

Mr. & Mrs. Smith publicly acknowledging their relationship for the first time in 2006 when Jolie confirmed to People that she was pregnant with Pitt’s child, but waited until April 2012 to get engaged. They got married on August 23, 2014 in a private ceremony in Château Miraval, France.