“You’re So Vain” by Carly Simon
The Story of the Song: In the 70s, Carly Simon was as famous for her easy, breezy pop ballads as she was for her easy, breezy sex life. Simon bedded the likes of Warren Beatty, Kris Kristofferson and Cat Stevens and boozed with society’s elite. This particular song is meant as a triumphant dig against an aloof and wealthy ex-lover.
The Story Behind the Song: Like a lot of the ladies on this list, Simon is a confessional singer-songwriter. One thing she has not confessed, though, is who the muse for the song was. Over the years she has given a few tantalizing hints. For instance, we know that the egotistical ex’s name contains the letters, “A, E, and R.”