TV Characters Who Slept With Their Best Friend’s Guy — or Girl! (PHOTOS)

If there’s one constant on The Secret Life of the American Teenager — other than the fact that the word “sex” will be spoken about 50 times an episode — it's that gossip queens Madison (Renee Olstead) and Lauren (Camille Winbush) will always be best friends. Too bad Madison had to go and sleep with Lauren’s cockatoo-loving boyfriend, Jesse (Austin Stowell). Using a friend’s makeup without asking? Kind of weird, but totally forgivable. Sleeping with your friend’s boyfriend? Not so much.