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.
by buches October 9, 2012
Get the milking a dead rat mug.