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1.
A deformed or grossly thick set of fingers, resembling pickles. Used to describe the limited mobility of such deformed fingers or the poor flexibility or dexterity of normally-developed fingers, such as in poorly-coordinated individuals. Typically used to describe clumsy people or persons unable to play the piano.
Jim: "Tim, please pick up that dime."
Tim: "Can't, man, I got pickle fingers".
by marainey December 06, 2009
 
2.
Manually stimulating a woman for so long that your fingers begin to get prune-y.
I gave her the ole pickle finger last night.
by Jerrah1981 December 17, 2013