Ashlee Simpson Was “Little Miss Obsessive”

The misplaced 2008 Pop/Rock track deserves an independent listen

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Ashlee SimpsonI am and always have been a huge fan of Ashlee Simpson. She was for the “misfits” who loved pop; pre Lady Gaga. She was a classic underdog; she had a beautiful and talented sister and was born in her Shadow. Dramatic, I know… but when you’re young, it can feel that way. So, for those who wanted to play the game of pop music but weren’t clearly perfect, we latched onto Ashlee Simpson and her “f*** the norm” angst.

Fast forward 2 years into her music career and she does the worst possible thing she could have ever done; she got “hot.” The nose job that was denied for years really upset her core fanbase. The month before her reveal, she was on the cover the of the now discontinued “JANE” Magazine telling us how we should be happy with our bodies and blah blah blah. But, you’re tan and beautiful? What happened? I’m happy? But not even a GD heads up so we too could “glow up”? Okay.

With all that said, the release of her under-appreciated 3rd record was released to an audience of… no one. She lost who she was as an artist, completely. She ditched the team that helped her create her sound, John Shanks and Kara DioGuardio, for an updated more “Gwen Stefani” sound. After a disastrous release of “Outta My Head” (my favorite song of all time, perhaps), Geffen sent her back to her roots. Little Miss Obsessive, a random Pop/Rock, mid-tempo track that felt more like “Autobiography” than anything had since. The single was supposed to get the video treatment, but the struggling label pulled the plug on that once they found out she was pregnant and there would be no tour to re-coup their investment.

2007/2008 was a weird time for music. iTunes had changed everything and the need to bring solid attention to your project was… desperate. There was a time labels were releasing intentionally terrible album covers (hello, Blackout) to grab attention for the record in general. Little Miss Obsessive fell claim to the same trend.

No video, a terrible promotional graphic and an extremely light promotional tour, this track got missed. But it’s fantastic. Simpson sings about a break-up that she can’t get over and no matter how volatile it may be, she is obsessed.

And I guess we’re really over
So come over
I’m not over it

Musically, it’s one of Simpson’s best tracks; from the melodies to vocals, and if everything wasn’t on fire… this might have really hit. If you are in the mood of a dose of nostalgia, take the time to give this single a listen and remember how sad we were all were about break-ups during the mid 2000s.

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