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grind the gutter 

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The process of sliding the penis back and forth in between the lips of the vagina of a hooker that costs fifty dollars or less
"Sorry to hear about your girlfriend breaking up with you, man. I'll pay for you to grind the gutter tonight"
grind the gutter by senornoneck December 15, 2013
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Related Words
the gutter • the gut • The Gutter Slut • The Gute • The Guthrie Special • The Guto • The Gutted Turkey • The Gutter Fuck • cruising the gut • Cruisin' the Gut

Clean the Gutters 

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To engage in anal sex.
Mike always raves about how he loves to clean the gutters, but really, he's just too poor to afford condoms.
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Out of the Gutter 

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1. What a friend tells another friend when he/she is being overly perverse

2. A phrase said by weary people when many "That's what she said" and "69" moments happen in a group.
"Dude this mayo jar is hard! Can you help me screw it off?"

"Haha that's what she said, Man!"

"Please dude. Get out of the gutter and help me out here."
Out of the Gutter by Kawaiisquid February 9, 2009
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The Gutter Slut 

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Known throughout the land as "The Gutter Slut". She makes her mark by experimenting in Bukkake, Buttsecks and other Fun loving enjoyment. Very normal really. She uses words like: Cock, Balls, Cunt, Anal, etc.
"The Gutter Slut came by last night, she let me stick it in her pooper. She loves buttsecks."

"We all just blew a load on The Gutter Sluts face, she loves bukkake"

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The Guts 

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Something that is extraordinarily funny..
Yo did you see Kevin Hart's new stand up? Dude was 'the guts' bro!! I couldn't stop laughing!!
The Guts by H.D.R September 19, 2010
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Shooting the Gutter 

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In essence, fucking the asscrack. In some areas of the nation this term is known as "Butt Sex Light".

Origin: 16th Century Dutch saffron merchants.
Though Chad's initial thoughts were to stick it in the stink, he pussed out and instead shot the gutter. (It should be noted, that when it was all over Chad was in a position to return home to his wife without any obligation to wash his genitals.)
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