(Debuted March 8, 1986, Peaked #4, 20 Weeks on the chart)
I've mentioned on this blog before that I've always held a soft spot for redheads. And yes, that means I had a crush on Molly Ringwald when I was a teenager. I know I wasn't alone in that feeling, but I sometimes wonder whether my interest in redheads stems from her or if it's simply a matter of liking Molly Rongwald because I was predisposed toward redheads. It's the classic "chicken vs. egg" dilemma.
In any case, hearing this song immediately brings up an image of Molly Ringwald, thanks to the way it was linked with the film Pretty in Pink in 1986. If you watch the video below, you'll see that her image was even incorporated into that. It was the song played at the climactic moment of the film, when the "happy ending" gets ready to take place.
"If You Leave" was all over the radio and MTV in 1986. While I usually found myself growing tired of songs that have been grossly overplayed then, I somehow never felt that way about this one. I guess that was the effect the red hair had on me. Which was funny...because my girlfriend at the time was a brunette.