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gravy train stain 

that brown stripe in your boxers from either not wiping good enough or from sharting yourself
dude, all my boxers have gravy train stains in 'em

Nigger Gravy Train 

1). Originally used by whites in the great depression to describe CCC (Civilian Conservation Corp) jobs i.e. government work relief programs.

2). However, this phrase was 'taken back' by the African American community in the 1980's. Usages were applied to fellow African American employed in lucrative, glamor fields such as professional sports, entertainment, or drug dealing.

3). Unfortunately, this phrase was co-opted by 'the man' in the early years of the new millennium. Specifically by Wall Street traders upon hearing of the first round of financial bailouts. Note - this usage predates the Obama presidency and as such can't be construed as a racist attack on the Obama presidency. Rather, Wall Steet wiggers are 'keeping it real'.
1). Bill's been riding the Nigger Gravy Train out in Yosemite - he's getting three hots and a cot everyday!

2). That bitch Rick James has been riding the Nigger Gravy Train since Super Freak charted.

3). "No matter how much we fuck-up, the government will bail us out. We're big too fail, Biff! We're riding that Nigger Gravy Train!!
Nigger Gravy Train by doc yamamoto November 2, 2009

Riding the gravy train

Riding the gravy train is the name of the game. (not to be confused with The Game)
In this context, the game being the life lived by the people in the "industry" with their soulless addiction to pointless materialistic advantages such as money and fame.
So basically if you're "riding the gravy train" you have sold your true self out to the music industry/any other type of corrupt medium for said perks.
Roger Waters in a critical song "Have a cigar" by Pink Floyd :

Come in here dear boy have a cigar you're gonna go far,
You're gonna fly high, you're never gonna die,
You're gonna make it if you try, they're gonna love you.

Well I've always had a deep respect and I mean that most sincerely,
The band is just fantastic that is really what I think,
Oh by the way, which one's Pink?

And did we tell you the name of the game, boy?
We call it "Riding the gravy train".
Riding the gravy train by lisartsy November 2, 2014

gubment gravy train 

When people have paychecks coming from the federal government and are biased towards passing laws that benefit themselves and their families they are riding the gubment gravy train.
When massive numbers of people living in DC have their best interest in passing laws for themselves while forgetting about the rest of the nation. They would be riding the gubment gravy train.

Illinois Gravy Train 

A three way involving a Hermaphrodite, and two men (One man wears a strap-on). The Hermaphrodite gets on all fours, while the guy with the strap-on has sex with her doggy style. He penetrates both the hermaphrodites holes using his penis and the strap-on while at the same time giving the hermaphrodite a reach around. The last guy engages in anal sex with the strap-on guy completing the train. The train cannot be broken until all members have ejaculated (thus providing the gravy).
I was at a party the other day, and I walked in on your brother in an Illinois Gravy Train.

Mexican Gravy Train

When multiple men have aggressive anal sex with a girl,

then pull out and proceed to thrust their penis's between her breasts until they climax.
"I would love to give that girl a Mexican Gravy Train, right after taco Tuesday"
Mexican Gravy Train by Sundog_ January 5, 2014