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doucheballer 

Any man or woman stupid, naive and insecure enough to allow themselves to be charmed and taken advantage of by a douchebag or doucheball.
That Jenn is such a doucheballer; she's had more narcissistic/sociopathic assholes inside her than the New York Stock Exchange.
doucheballer by theonlyprof June 15, 2013

Doucheballer 

These individuals create the illusion that they have endless amounts of money, clothing, and jewelry. They're attire is usually found in the 50% off section of a bargain basement sale. Their jewelry is often purchased at a mall kiosk. They often carry a large roll of cash, which includes one larger bill at the top, and much smaller bills beneath to give that "baller" illusion. Their car (if they have one) is 10+ years old and usually has a very large wing on the back, and an audio system that sounds like a coffee can filled with nickels being shaken by a paint mixer.
A 92' Civic with 14" spinner hubcaps, and a 2-foot high wing on the trunk...now that's a doucheballer
Doucheballer by DouchebagNews March 29, 2010

doucheroll 

Similar to a Rickroll, one is doucherolled when they click on a link expecting one thing and are instead assaulted with a video and/or song of John Mayer (or someone else with the same level of popularity and douchebaggery).
Friend: I am loving this song right now! {link}

You: What's this -- oh, fml, I've been doucherolled.
doucheroll by Pariselle February 21, 2010

DoucheBaller 

The origins of doucheBaller as a word came about in a bar conversation in Redondo Beach, Ca in 2019 about TRUMP.

"He's got his own plane, Trumps a baller. Yeah, but he's kind of a douche." It went back and forth until the drunk word emerged. Beers aside, we all know a few doucheballers. Its not a jealouse thing, its just a thing.

A total douche, that is also kind-of-a-baller... or thinks he or she is a baller, but is actually a total douche! It helps to dress the part!

Lets face it, "all lives well lived have doucheballer moments." Its not all negative. Be the best doucheball you can be! Doucheballer can be asprational as well!

Some that are more baller than douche.
Yeah, he's got some money, but he's a total doucheballer.
DoucheBaller by Doucheballer September 21, 2020

Detroit Doucheballers 

A group of basketball players from Detroit that believe that just cause they are from a city with a lot of poverty and thugs that it somehow means they are the best basketball city in the United States. When in actuality they arent even the best basketball city in Michigan (See Flint, Michigan). Basically anyone that plays basketball and is from Detroit.
Yo son that one AAU team from Detroit was talking so much shit when they got off the bus about how they were gonna run this tournament and they left 0-5 and got smoked by 20 twice. They were some true Detroit Doucheballers. Deeeetroit Douuuucheketball!

douchehoolery 

Shenanigans performed by a douchebag(s). Exasperating acts of incredible disregard to other people. Petty or self centered attempts for personal gain.
You would not believe the douchehoolery I had to put up with this weekend from my boyfriend's friends. They spent the entire time cracking on me and messing up the apartment.