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5.
A state of disarray so chaotic that it's dizzying to look at. A mess that is beyond the normal range of disarray. Visual clutter that draws attention to itself.
When the Project Runway contestant showed a garment made out of multicolored plush animals tied together with yarn, Heide Klum declared, "It's a hot mess!"
by JavaJaneOhio November 04, 2010
 
15.
1.When one looks like wreck but it looks good.
2. You look just plain horrible.
"I have sex hair." "Yeah, you look like a hot mess, it's sexy."

-Christian Siriano used this term a lot on the hit show "Project Runway"
-Also name of popular clips made by Obie (obieaccessories.com)
by Les.Urbain.Filles June 04, 2009
 
16.
A girl who manages to look stunning when other girls would look badly dressed, messy, dirty etc.
She may have been covered in oil from fixing her car, but damn, that girl was a hot mess.
by hayles_89 February 26, 2009
 
17.
Typically referred to a female's hair being out of regulations or generally messy. It could also refer to not being prepared, clumsy, and just all round scatter brained.
"Hey SSgt Brown you better fix your bun, you look like a hot mess right now."

"I hate it when Senior Airman Robin gives briefings he's always a hot mess."
by Aeroach May 12, 2014
 
18.
A person - more often female, but can be male, who as a result of questionable decisions - often regarding relationships with others or personal behavior - is, or has the strong potential to be, in some sort of trouble.
"That girl's drinking and partying all night while neglecting her husband and kids. She just doesn't seem to care about her work or friends either - she's a hot mess."
by greenberyl September 16, 2013
 
19.
A wide range of attractive, beautiful women that usually has unlikeable characteristic such as mental or emotional issues and bad habits and that she might end up putting her friends or partner in an uncomfortable predicament. She is therefore treated as a person who nobody wants to take seriously.
Mike: I saw Diane sniffing all that junk herself last night in a friend's party when I accidentaly barged on the toilet.

Bryan: I used to have a crush on that girl back in high school. She was so hot with those pom-poms.

Mike: Still is, man. What a hot mess she's become though.
by The_Stranger August 08, 2012
 
20.
A person (usually female) that is in an untidy or in a messy state. Either emotionally or visually, but maintains an attractive look about her (or him?).
Dude 1: Hey dude 2, woke up with my girl last night, she was a sexy as Hot Mess!

Dude 2: Hot...
by Annnonymoussss November 27, 2010
 
21.
An hot girl who is looking like she has been drinking and doing blow for 36 straight.
(Lindsay Lohan) is a hot mess
by wpnsidej April 06, 2010