[[caption-width-right:290:"Yes, I can put my head up and I can continue."]]

-> ''Got bruises on my heart, and sometimes I get dark''

Ashlee Simpson Ross (previously Ashlee Nicole Simpson and, during her first marriage, [[TheMaidenNameDebate Simpson-Wentz]]), born October 3, 1984, is an actress and singer (2001–present) and also younger sister to Music/JessicaSimpson. Early in her career, she scored hits with the songs "Pieces Of Me" and "Boyfriend".

To much of the world, however, she is known for the infamous ''Series/SaturdayNightLive'' performance in October 2004 where she was caught lip-synching in front of millions of people at home and then proceeded to do a hoe-down for some bizarre reason, followed by a disastrous off-key performance at the 2005 Orange Bowl in which she was booed off stage. She is also an actress, with her best-known role being Violet Foster in the ''Series/MelrosePlace'' remake. She [[strike:is]] was married to Music/FallOutBoy[='s=] Pete Wentz and has a son named Bronx Mowgli. Currently married to Evan Ross, the son of Creator/DianaRoss whom she had her second child, a daughter named Jagger Snow.

A cover of her song "La La" would later be included in the {{cult classic}} video game ''VideoGame/EliteBeatAgents''.

* ''Autobiograpy'' (2004)
* ''[[BeYourself I Am Me]]'' (2005)
* ''[[NewSoundAlbum Bittersweet World]]'' (2008)

'''Selected Filmography'''
* ''Series/SeventhHeaven'' – Cecilia Smith (2002–2004)
* ''The Ashlee Simpson Show'' (2004–2005)
* ''Series/MelrosePlace'' – Violet Foster (2009–2010)
* ''Pawn Shop Chronicles'' – Theresa (2013)
* ''Undiscovered'' – Cela (2005)

* ''Theatre/{{Chicago}}'' – Roxie Hart – 2006, 2009, 2013.

!!Tropes associated with this singer include:
* [[AloofBigBrother Aloof Younger Sister]].
* AllGirlsWantBadBoys: Played straight in ''Rule Breaker''
* BeYourself: ''Love Me for Me, Nothing New, Autobiography, What I've Become, Catch Me As I Fall'' and ''Say Goodbye'' as a few examples.
* {{Bowdlerization}}: Fac'ade in ''Bittersweet World'' is covered up. Motherfucking is also bleeped on ''Rule Breaker''.
* BreakUpSong: ''Love Makes the World Go Round, Rag Doll, Undiscovered, I Am Me, No Time For Tears, Say Goodbye,'' and ''Little Miss Obsessive''
* DarkerAndEdgier: She's marketed as the slightly edgier alternative to Music/JessicaSimpson[='s=] bubblegum pop.
* GenreRoulette: Bittersweet World runs the gauntlet of Rap, RNB, Dance and duet based pop rock.
* FadingIntoTheNextSong: ''What I've Become''-''Hot Stuff'' on Bittersweet World.
* FromBadToWorse: The ''SNL'' snafu would've been career-crippling in itself, but three months later, she performed at the halftime show for the 2005 Orange Bowl. She had problems hearing the audio during the performance of "La La", causing her to go wildly off-pitch and out of sync with the music, prompting the crowd of 70,000+ to boo her mercilessly. You can see the end of the Orange Bowl performance and the fan displeasure [[http://www.youtube.com/watch?v=e5YPiBx9MJs here]].
* HiddenDepths: Although her level of talent has been questioned, she remains to this day the youngest student accepted to the American Ballet Company. She was accepted before Jessica hit it big, as well.
* HideYourLesbians: It is rumored that her character in ''Undiscovered'' was originally supposed to be a lesbian before her father stepped in and demanded it changed.
* IntercourseWithYou: ''La La, Kicking and Screaming, Burning Up, Coming Back For More.''
* NewSoundAlbum: ''Bittersweet World'' used some RAndB samples and laid back grooves.
* NeoclassicalPunkZydecoRockabilly: As mentioned above Bittersweet World mixed her rock beginnings with dance, rnb and lounge sounds.
* OhCrap: Her reaction to the wrong song playing during her Saturday Night Live performance, leading to her hoe-down dance.
* OverprotectiveDad: Sharing a dad with Music/JessicaSimpson
* ScrewThisImOuttaHere: Walked off the set of ''Series/SaturdayNightLive'' when she was caught lip-synching.
* ShotgunWedding: Formerly to Pete Wentz of Music/FallOutBoy.
* SillyLoveSongs: ''In Another Life, Never Dream Alone, Endless Summer, Pieces Of Me''
* StageMom: Gender-flipped. Her dad was, shared with Music/JessicaSimpson.
* TakeThat: ''Bittersweet World'', the song towards Hollywood... and ''What I've Become'' to people who dislike her evolution over time.
** ''Shadow'' to her parents to side lining her in favour of Jessica.
* {{Tsundere}}: The idea behind her debut album, especially songs like "Love Me For Me", "Autobiography" and "Surrender", but it's always an element of her music.
* TheLadette: ''Rule Breaker'' and ''Autobiography'' indicate this. Also how she was invented as the Anti–Music/JessicaSimpson.
* RockStarSong: Bittersweet World, essentially.
* {{Tomboy}}: Compared to her sister.
* VocalEvolution: She gets less husky and more strong and secure in her vocals from her debut to third album.
* WhatCouldHaveBeen: Nina Dobrev's character on The Vampire Diaries was written for Ashlee Simpson.
->''You want my auto, want my autobiography, baby just ask me''