The legend goes that Brian Littrell was the last of the boys to sign on, and the date he flew to Orlando to join forces with the other four was April 20, 1993. I was concluding my grade ten year in high school and listening to the Singles CD on repeat on my stereo; we were still about two years away from them sweeping the nation. Little did we know. Anyway, I only roughly know when these photos were taken; almost all are from 1997-2000. I just went to our image source and picked the funniest older ones, and then finished with the most recent one we have. Bless you, Backstreet Boys. I will never quit playing games with your hearts.

[Photos: Shutterstock]