Break Up Song: "Over It", "Delete You", "Overrated", "It's Alright, It's OK", "Erase And Rewind"
Be Yourself: Love Me For Me, Suddenly, Overrated, Positivity, Masquerade.
Cut Song: The "Guilty Pleasure" song, which was recorded for the Guilty Pleasure album.
Darker and Edgier: Ashley had been retaining a kid-friendly image for a while, but there were signs that she was ready to breakaway from her kid friendly image, as far as 2011, where it was announced that she was a fan of the Hangover movies. Then in 2012, it started to show even more, with images of her flipping the bird, and EVEN using the word "fuck" to the paparazzi. And in 2013, it was official, with Scary Movie 5 and the Maxim shoot, advertising it.
In very late 2013, this has been toned down to extreme lengths to the point of where she was acting the way she did before 2012.
She Is All Grown Up: Why she took part in Allure's annual nude celeb photo shoot ("I want people to notice I'm a grown woman"; she is 26). Although the fact she had her own offshoot Disney Channel movie reprising her High School Musical role just a few months later doesn't exactly help her cause.
Though her more recent roles such as Sons of Anarchy seem to be pointing towards more adult.
Spiritual Successor: To Britney Spears, music-wise. on her first album. Hilary Duff music wise on her second album and is technically a follow up behind Hilary after Hilary started the trend of singing/songwriting/acting/producing coming from Disney.