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rocking chair tipper 

A individual who dates a senior citizen or a relatively old person
Meg:Hey Brittany's dating a 59 year old shes a slut huh

Lois:Yea another run of the mill rocking chair tipper

rocking a JD 

Someone who looks like joe dirt. they tend to have mullets for haircuts
Rocking a JD example would be Joe dirt who has a mullet from the film Joe Dirt.
rocking a JD by sully142 November 12, 2010

Rocking the Whoopi 

When you no longer have eyebrows, either because you were born without them, have trichotillomania and picked them out, or are a true freak like Whoopi Goldberg and find the shaved eyebrow look aesthetically pleasing.
Eric: Did you hear about the bet between Steve and Joe?

Josh: Yeah and clearly Steve lost because he's the one rocking the Whoopi.
Rocking the Whoopi by MaJitters August 14, 2011

raking over the coals 

When you fart and it stinks like pure shit because the gas passes over the turd.
You may want to roll down the window because I really have to poop and I am raking over the coals.

Raking Leaves 

The collection of money which has almost always been earned through illegal activity.
(10 PM)
Bill; Yo Steve, what are you doing right now?

Steve; I'm out raking leaves

Bill; Isn't it a little dark to be doing yard work?

Steve; Yard work! I'm out collecting money that the gamblers lost last weekend on the football games.
Raking Leaves by gamisiking July 10, 2016

raking acorns 

Short for: "Raking Acorns Up a Hill".

A hopeless pursuit, a pointless endeavor.
You think you're going to win? You're just raking acorns!