Younger sister to Jessica Simpson, proud mama to what I assume is a music career and a movie appropriately titled "Wannabe." Let's not forget the infamous SNL incident, and judging from the amount of press it's getting... I think I can safely say her star status is going down the crapper. Please, God, make it so!
"That Ash Simpson is the human equivilant to shit"

"You're just like Ashlee, you emo poser!"
by The Queen Of Chodes January 2, 2005
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The ugly sister. The perfect extreme-makover candidate. The perfect Swan candidate.The frustrated sister who's trying to hard to break away from the shadow. An average girl who cannot sing but fakes it anyway.
If you've envied your big sister all your life because she has everything you don't; the voice, the beauty, the body, the man, the money: then you're an Ashlee Simpson
by tess December 31, 2005
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Unattractive and untalented sister of Jessica Simpson. Wannabe punk. Wears dark clothes, 'punk' t-shirts and ripped jeans. Fucks rich-girl's exes. Has a very large nose.
Synonyms: ASSLEE, Milli Vanilli Part II
'I'm such a girly-girl! People think because I sing rock music I don't care about girly things... I LUV goth furniture!'
by Sarah February 21, 2005
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dumbass who ruined the Orange Bowl with her non-singing.
I loved the Orange Bowl.
I hate Ashlee Simpson
by Russ Man July 31, 2005
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-Hideous boot-face "singer"
-Got into the business by using her sister, Jessica Simpson
-Got famous for being a dumbass...aka everyone loves to watch her crash and burn!
-hey man, did you see boot-face get booed off the stage last night?
-ah no, i missed it, but i did see people chucking rocks at her two nights ago...good times!
by Joe Simpson May 8, 2005
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Shit ball suck b*tch ......PUNK dream on go back to mommy .....Dumbshityness must run in the family!
Ashlee...Ho-Down and LipSync on National Broadcast.
by Skiba Sucks Donkey Balls January 8, 2005
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To fake it
He was so horrible in bed I had to Ashlee Simpson so he'd get off me
by LALAFOFO January 11, 2009
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