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You're a good man, Charlie Brown

Something said to someone who does good and means well but always gets the crap end of things or the short end of the stick. Similar to "Bless your heart."
Guy 1: Hey, what happened to your arm?
Guy 2: I helped my uncle move a couch the other day. He let go, and I fell down the stairs.
Guy 1: Wow, that sucks, man.
Guy 2: Yeah, but I still picked it back up and carried it up the stairs.

Guy 1: You're a good man, Charlie Brown.
by Archer Thornwood. July 29, 2017
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downtown Charlie Brown

Originally the phrase mean a less than enthusiastic blowjob; you know, something that gets the job down but leaves all parties feeling dissatisfied. But in contemporary parlance it can signify a lazy or dispassionate attempt to accomplish a mission or assigned objective.
Original meaning:
After a John visits a mediocre prostitute: "I gave that bitch a 10 for that downtown charlie brown."
Contemporary meaning:
After a manager scolds his employees for idleness: "Man, y'all some downtown charlie brown-ass mothahfuckahs."
by TheNobleKings May 31, 2019
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Dirty Charlie Brown

When a man gets bored with regular anal and decides to slide his nuts into the pussy. This is a suave move with a few stipulations. The chick's vagina should be close to her ass. Otherwise you're tugging on your ballsack. Never let her help, women have nails and can't feel the pain. And once you're in, don't jackhammer, you have to rock in a smooth motion or start again.
by Esty Dee April 14, 2009
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Droppin’ Charlie Brown

When you drop a big shit full of peanuts.
I downed a whole bag of roasted peanuts at the ball game last night. Needless to say I’m been droppin’ Charlie Brown all day today.
by Eaton Holgoode November 27, 2018
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The Charlie brown

*Hey did you do The Charlie Brown that girl last night*

* No i dont want my gravy to stank*
by Pickletaco October 4, 2010
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downtown charlie brown

'Going downtown charlie brown' = giving someone oral sex.
Did Grace go downtown charlie brown with Mikey last night?
by AJ June 18, 2006
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