from The American Heritage® Dictionary of the English Language, 4th Edition
- adj. Slang Less successful or losing more often than any others of its kind: "help turn around one of the network's losingest nights of the week” ( Washington Post).
from Wiktionary, Creative Commons Attribution/Share-Alike License
- adj. The most losing; who has lost most games, votes, etc.
From losing + -est. (Wiktionary)