a Girl who conducts questionable behavior and goes out on their own to do whatever they will. Conducts questionable behavior that is often shady or not often smiled upon. a corrupting corruptor, a girl who leads astray.
Guy 1: hey you see Jessica Simpson lately?
Guy 2:Yea, she's been crazy, partying all the time, going home with guys, and what not.
Guy 1; Yea, she's pretty much awayward girl.
by Wayward Boy November 28, 2009
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A useless charm in Hollow Knight that’s only for 100% completion and your first play through.
The wayward compass sucks ass.
by Grovyle_The_Hero253 April 3, 2020
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The slutty sister that is clearly the BAD one. She gives blowjobs in bar bathrooms in exchange for a lines of coke.
Becky didnt know her sister was a Wayward sister until she caught them having sex during her wedding rehearsal dinner.
by Thumper Humper March 31, 2021
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One who has traveled 100,000 miles or more in one calander year.

One who lives on the road, outside of the normal rules of society, almost anarchistic in nature, often misunderstood, searching for the ultimate beauty in life.

A Wayward Traveler understands culture, politics, social causes on a personal level from experiencing those issues first hand. i.e. An opinion on immigration is based on actually watching people sneak over the U.S. border as opposed to reading about it.

These experiences often lead to people who fall into this catagory to develop a very strong sense of social responsibility, often putting themsleves after others.

Wayward Travelers are known for their survival instincts, craftiness, and their humble nature.

Also, totally killer tan.
I met a Wayward Traveler today. He was able to give me detailed, accurate directions to Yellowstone, while offering lodging, and restaraunt suggestings without having to use the internet.
by LaserWaffles November 13, 2011
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A chess player who only knows and plays the Wayward Queen Attack and sporadically makes crazy attacks. They almost certainly have a rating of less than 1000.
"The guy I just played against is such a wayward kid. I can't believe how many times he made weak threats."
by Mars N.X. June 4, 2023
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EVERYONE'S BEST FRIEND FOREVER
HE'S AMAZING, he likes pumpkins

1. A mysterious wanderer

2. The Mayor of the City of Cans
Person One: Oh it's the Mayor!

Person Two: You mean the Wayward Vagabond?
Person One: Yeah! He's great :D
by DarkyLmao January 30, 2022
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The accidental spreading of poop on your butt when wiping and not getting it fully removed.
Husband: I pooped but I think I had a wayward wipe because it still smells back there.
Wife: What is wrong with you?!?!
by Urban humor July 16, 2017
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