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Scared Skinny 

To have dieted to the point of being unattractive, but ironically the dieter in question was only dieting to look MORE attractive.

To look like one has an eating disorder.

Beyond skinny-fat, this person is scared skinny, so as not to endure the pain of being labeled fat, lazy or repulsive, this person has went to extremes to reach an unattractively low weight that is neither healthy, sustainable or sexy in any way.
Example 1

DUDE #1: Did you see the chick that just walked by, she was hot!

DUDE #2: Are you kidding? She looked scared skinny.

DUDE #1: Oh that's right, you like your women bootylicious.

DUDE #2: And you like your women anorexic. Be a real man bro and learn how to handle a real woman!

Example 2

Award-winning playwright and author Mary Dimino claims to have been "Scared Skinny" in her New York International Fringe solo show and best selling book.
Scared Skinny by PacePPR April 16, 2013
Related Words

National Skinnydipping Day 

August 13th~it's Real! When I can't do the real thing, I dip my foot in the wading pool & flash my boobs! I wonder how many people know about this holiday.
National Skinnydipping Day is Real & many people participate.

skinnisha 

the baddest bitch alive. doesn’t work, her money comes from her sugar daddy’s wallet. originally from skinnyland and identifies as a skinnylandian. her waist is made up of one molecule and is definitely skinnier than you. likes to eat: air. is definitely prettier than you.
1. i wish i were skinnisha
2. i stan skinnisha
skinnisha by lov.aire June 5, 2020

Blonde Skinnies

Former high school track runners who happen to be blonde. They have a rapid metabolism that operates based off of pure stupidity. They enjoy American cuisine. Farting through thin sweatpants is a large part of their repertoire.
Those hyper blonde skinnies have such low IQs.

Skinny Jeans 

Skinny Jeans – Noun – Derogatory nickname for a hipster or preppy metrosexual loser who can’t relax, even while on a vacation, and is compelled to work and go for a run every morning so to not gain even 1 pound for 1 day and be in good with the boss. Also sometimes used for an uptight poser who waits in line at the iStore for 5 hours to get the newest device the day it comes out.
While at breakfast the boys teased the absent Skinny Jeans about leaving the strip club early and working all night in the hotel room then going for a run at 6 AM even though they were in Vegas for a bachelor party.
Skinny Jeans by Giggles T. Clown September 20, 2014

Jeff Skinner jackpot 

When a professional athlete has an anomolously strong season (akin to Brady Anderson's 50 home run 1996 season) right before their contract ends, resulting in their next contract ridiculously overpaying them.
“Yeah, he’s in the last year of his NHL contract and is on pace for a 40 goal season. I’d call that a Jeff Skinner jackpot.”
Jeff Skinner jackpot by TK2000 October 28, 2023