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Captain Douchebag 

An assclown that generally speaks as if they know what they are talking about however has no fucking clue. Different than just the plain assclown by their pure consistancy has earned a rank of captain, yet are not quite the level of an admiral, which requires a lifelong dedication to being a douchebag.

Can also be identified by their need to tell long winded retarded stories about their friends who are also douchebags of lower rank with lame nick-names consisting of the names "bone" and "dawg."
Shit lets go, here comes captain douchebag again.
Captain Douchebag by DrSmooth June 22, 2005
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Is That A Douchebag Rule? 

When somebody is intentionally doing something against the rules when its not "technically in the rulebook"
The thirdbaseman was kicking dirt as the batter was at the plate when Fred yelled out "Is that a douchebag rule? I know its not a regular rule, but is that a douchebag rule??? I just wanna know, seems like a douchebag rule to me..."

my douchebag girlfriend 

How to describe the girl you love when she does something contrary to what you want. In hindsight, you realize, wow, that bitch was right.
I had that pussy LINED UP bro, but my douchebag girlfriend cockblocked me.
my douchebag girlfriend by b0xxx November 26, 2010

Von Douchebag

a pretender, poser, someone who tries to be something they are not, a fraud or imposter
Look at that puny kid wearing that chain and trucker hat... what a Von Douchebag!
Von Douchebag by Arielle Brittani December 3, 2005

Guitar Douchebag

Guitar Douchbag is the guy who goes to a party and pulls ALL the tail due to his guitar playing “skills.” So say some guy is there and being all charming and telling jokes and is the life of the party, then guitar douchebag comes in and sits down in the corner with his guitar and starts strumming a few notes, then goes into full on song with lyrics. You don’t even really need to know how to play well. You really only need to mix in like 3 chords, you can even make up the song on the spot. The panties will drop faster than the eye can see.
I was the life of the party, everyone was loving my jokes, then guitar douchebag came in and stole all the chicks right from under us.

Digital douchebag 

A "digital expert" that works for an advertising agency. Usually has a title like Digital Producer, Digital Manager, Social Media Manager or Digital Strategy Advisor.

Their job usually involves spending all their time looking for "cool shit" on the internet and charging you large amounts of money to show you a bunch of Youtube clips or provide a report that advises you to set up a Facebook account for your company.
Joe: Wow that Digital Douchebag down at the agency sent me a link to this awesome video! Did you know that China will soon become the number one English speaking country in the world?

Qamar: O shit. Fatboy Slim. Awesome!

Joe: Awesome!

Qamar: Awesome!

Undercover Douchebag 

Someone who acts humble around others for the sole purpose of gaining popularity in large groups, or gaining favor with the opposite sex.
"Torrey's a really nice guy, and he's so funny and humble about how funny he is."

"That's just because he's trying to get in your pants Lauralee. The guy's an Undercover Douchebag"