We all know that Ellen DeGeneres is the most friendly, least intimidating comedian around. Except for the time she accidentally made Taylor Swift cry.

Ellen decided to play a little game wherein she flashed pics of Swift’s exes (and a few joke pics as well) on a giant screen and tried to make Swift ring an enormous bell to ID the guy her hit song ‘We Are Never Ever Getting Back Together’ is about. Swift was taken aback by the sheer number of men she has dated and nearly burst into tears. Ellen just laughed and laughed. It was…kinda awkward.