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pushing water uphill 

a descriptive phrase for attempting any hopeless task. If you've ever tried to push water uphill you'll understand the concept.
literal-Part of my job involves clearing water from the floor of my work station. Because the floor is pitched away from the drain, it takes an inordinate amount of time to clear the water, because I'm always pushing it uphill.
figurative-Asking your boss for a raise in these times of tight money makes as much sense as pushing water uphill.
pushing water uphill by earpuller January 19, 2006
Related Words

Pushing Mongo 

A stupid way to skateboard. A person skates mongo if they use their leading foot (the foot that is in the front while riding) to push. While they are pushing, their back foot stays near the rear of the board and they push with their front foot.
No wonder Stu can't learn that trick. Dude's pushing mongo.
Pushing Mongo by Owen December 11, 2003

not with a stolen dick and someone else pushing 

A woman that is just plan ugly
Dude 1: Would you sleep with that chick?

Dude 2: not with a stolen dick and someone else pushing

downtown pushdown

The push of food in your intestines, usually causing you to have fart or go to the bathroom.

First used in Scrubs by Chris Turk.
"Baby I had a big old lunch, now I got the downtown pushdown!"

"No Turk, no phuffie in here!"

pushin cushion

The soft, vibrant female ass that resonates against the stroke of the male junk
Sandy's ass made a good pushin cushion for Travman.
pushin cushion by aka jesus December 3, 2002

mongo pusher 

a skateboarder who leaves their trailing foot on the board and pushes with their leading foot. for example, when riding "regular" (left foot in front), the skater pushes with their left foot, and when riding "goofy" (right foot in front), the skater pushes with their right foot. this style is frowned upon by the general skateboarding community for a couple of reasons: 1.)not well-balanced; center of gravity is off and 2.)looks awful; negative style points.
tell that mongo pusher to stay away from me. he's a pussy deterent.
mongo pusher by cantBfaded January 20, 2009