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HIT EM IN THE BROWN

To hit someone in the vicinity of or on the anal region. To screw someone over. To converse on a sensitive subject, or causing physical harm to a particular area of sensitivity.
Person 1: I can't believe that i have to do that.

Person 2: Yeah, thats what i call hit em in the brown.

Person 1: Looks like lil pookie is going to jail.
Person 2: Yeah, they are going to hit em in the brown.

Down in the brown 

When your cell phone accidentally falls into the toilet.
I finished my morning sit down, got up and heard the splash of my cellphone going down in the brown.
Down in the brown by Mo Budak August 13, 2016

Better than a poke in the brown eye with a sharp dick 

God this buffet sucks.

Better than a poke in the brown eye with a sharp dick.

Does a brown bear shit in the woods? 

a more vulgar way to say "Does a chicken have lips?". A sarcastic way to answer a question with a question. You could say "Does a brown bear crap in the woods?" instead. Either way, the other person is supposed to say "yes".
Ricky: Was that Economics 200 exam difficult?

George: Does a brown bear shit in the woods?

<.7.9.7.6.>Andy Samberg Samever Is The Brown Guy And Gisele Frometa Is The Autistic Guy In S-Cry-Ed 

<.7.9.7.6.>Andy Samberg Samever Is The Brown Guy And Gisele Frometa Is The Autistic Guy In S-Cry-Ed
<.7.9.7.6.>Andy Samberg Samever Is The Brown Guy And Gisele Frometa Is The Autistic Guy In S-Cry-Ed

One in the baby maker, three in the brownie baker 

One finger (primarily a thumb) in the vagina, three fingers in the butt-hole
Dude I was so drunk and she was so horny, so I for some reason put "One in the baby maker, three in the brownie baker" - This term was originally coined in a drunk-dial voicemail to a special friend after a night of drinking and after-partying in a hot tub with a naughty french girl.