Since stepping into the spotlight 20 years ago, Kim Kardashian has had a range of boyfriends. Rappers, comedians, music producers, NFL players. You name it, Kim has dated them. While the second-eldest Kardashian sister has been present in social circles since the early 2000s, when she was often pictured with the likes of Paris Hilton, most people know the socialite from Keeping Up With the Kardashians (KUWTK) and later, The Kardashians. Her work in the entertainment industry brought her face-to-face with everything from athletes to music executives, some of which she went on to date. Despite d…