1. "I Knew You Were Trouble"

Song History: Even when all your friends warn you about the bad boy, sometimes you just have to find out for yourself. For Taylor, that guy was John Mayer. Even though he had a rep as a player, she still dated him—and wound up with a broken heart.

Lyrics To Learn From:

And I heard you moved on from whispers on the street

A new notch in your belt is all I'll ever be

Now I see, Now I see

2. "Should've Said No"

Song History: Taylor's romantic vacation to the Virgin Islands with boyfriend Harry Styles quickly turned from a dream to a nightmare when a fight caused the couple to call it quits—after Harry hit the hot tub with a few other girls. While this song isn't actually about Harry, we think it totally applies.

Lyrics to Learn From:

You can see that I've been crying

And baby you know all the right things to say

But do you honestly expect me to believe we could ever be the same?