Date: 1999-2005
Set By: Lance Armstrong

After the Oprah-induced series of revelations, this one obviously needs an asterisk. But ask yourself this: Who wasn't doping at this point? And if everyone was doping, isn't that essentially a level playing field? And if it's a level playing field, is this achievement any less remarkable? One crash during this race can absolutely ruin your chances, and yet Lance was able to avoid any such problems for seven full years. Especially now that the sport is (allegedly) clean, we'd be impressed if someone could win three in a row.