General Public "Tenderness"

If you cast Jennifer Aniston in a romantic comedy, you're contractually obligated to feature the song "Tenderness" in the movie's trailer. The catchy tune from General Public first appeared in the movie Sixteen Candles followed by Weird Science and then in numerous other flicks. Now, it just seems like a song destined to be in a hackneyed flick about a hapless Jennifer Aniston who can't find love..

Sting "Nothing 'Bout Me"

One of the forgotten gems from Sting's wildly successful Ten Summoner's Tales album is the final song on the album known as "Epilogue (Nothing 'Bout Me)". While not a huge hit on the radio, the uptempo (by Sting's standards) song sounds like something you'd hear during the credits of a late-'90s rom-com starring Hugh Grant, Greg Kinnear and Jennifer Aniston.

John Mayer - "Heartbreak Warfare"

The name John Mayer still meant something in 2009.  His bluesy ballad "Heartbreak Warfare" dominated the radio while tales from his personal life frequented the tabloids.  A year later, Mayer withdrew from the public eye following uproar from controversial interviews with Rolling Stone and Playboy Magazine.  In those candid interviews, Mayer dished on his sexual conquests with ladies such as Jennifer Aniston and Jessica Simpson.  He also explained his disinterest in dating black women.  Following the flap, Mayer withdrew and refused to do interviews.