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milking a dead rat 

to be involved in an extremely frustrating and tedious activity with unclear or disappointing results. (origin of the phrase is attributed to an archaic Russian jargon).
1) - Why did John drop out of the grad school after 8 years?
- His advisor was nuts. John was milking a dead rat all this time.

2) Dude, trying to sleep with her before marriage is like milking a dead rat.
milking a dead rat by buches October 9, 2012
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Bull Milking 

1. The process of capturing semen from male cattle for the purpose of artificial insemination.

2. Sexual stimulation of a male by a partner's hand.
It takes a brave man to be part of a bull milking team.
Bull Milking by Woolburr December 2, 2007
Related Words

Milking the chamber 

When toking from a bong, one must hold a lit lighter to the end of the chalice, put his mouth to the opening at the top of the bong and breath in to draw the smoke up and into the chamber. The process is referred to as 'milking the chamber.' Once the chamber has been milked appropriately, the toker takes his thump from the rush hole and breathes in HARD, sucking up a sweet blend of air and smoke which may give him a harsh headrush.
"Dude, you milked that chamber nicely, now take yo' thumb off the rush hole and BREATHE IT!!"
Milking the chamber by Rep August 24, 2004

forced milking 

When you tie up a guy and jack him off repeatedly without stopping. After he cums a couple times, he'll become overly sensitive, and continuing to jack him is pretty intense overstimulation, so the body's natural reaction is to move away. That's why it's important to tie him down first.

Usually found in bdsm encounters.

"forced" distinguishes it from other things that are also called milking.
forced milking by d43 March 4, 2009

milking the trouser snake

Masturbating, jerk off, choke the chicken, spank the monkey, beat the meat, whacking the pug, etc. etc.
Manually stimulating your penis with your hand to achieve orgasm.
"Mom walked in while I was milking the trouser snake."

Mucking Ficrosoft

The cheeky, safe for work and acceptable in church way of complaining about Fucking Microsoft bugs, hassles, and Windows annoyances.
Mucking Ficrosoft Windows crashed again !

miking off 

surreptitiously masturbating in public, this is not limited to canoing, hiking, driving, plane flights, bicycling, using public restrooms, or ancient ruins.
Louis: So, i was just miking off in the canoe with zach

Oscar: Really? Did zach know?

Louis: No, if he knew it would have just been beating off.
miking off by goochypoo June 7, 2011