by Conshea BrownBuzzFeedBuzzFeed Contributor 1. President Barack and Michelle Obama Mandel Ngan / Getty Images The former president and first lady met at a law firm in Chicago in 1989 and eventually went on their first date after a lot of hesitation from Michelle and quite a bit of persistence from Barack. By 1991 the pair were engaged, and they got married on October 3rd, 1992. 2.