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rolling up the windows

when a snowboarder goes over a jump off balance and has to swing both arms around in a circular motion (similar to rolling up the windows in car) to avoid a yard sale.
dude - oh man i almost lost it on that last kicker.

dude2 - ya you were rolling up the windows hardcore!

Crap rolling uphill 

Used in the TV show Two and a half Men , usually means impossible to ever happen
Have u ever seen crap rolling uphill , Alan ?

rollin up on diamonds 

1. To arrive at the right place, with the right hoes, lookin fly as hell.
2. Something you say on LSD
"I bust up in that bitch rollin up on diamonds"

squad rollin' up

Gang or crew to arrive at a destination through a vehicle(s) all together.
Gangster Kid: Muh' squad rollin' up on der' bikes wit' me
squad rollin' up by [deIeted] September 30, 2017

rollin' up my sleeves 

rollin' up my sleeves is a secretive way of saying masturbation. It works especially well if your penis (someone else's penis) is not circumsized.
parents: "son what's taking you and becky so long to get ready for the dance?"

son: "nothing dad. She's just rollin' up my sleeves."

The Ball is Rolling Uphill

This is a phrase you say when everything is going your way - things are looking up - there are challenges ahead but it is looking more and more likely that you will be able to overcome them. It can also be used as an action phrase - "time to get the ball rolling uphill".
"Looks like we finally got approval for our innovative but risky product! The ball sure is rolling uphill!"

You actually don't have to take that test today! The ball is rolling uphill!

We really need to get the ball rolling uphill if we are going to get done on time.