1 definition by Gilligan

Top Definition
A shickley would be any situation that a teenager would be put in that contains decisions that a teenger should not be making and stresses one out! Usually contains life-altering changes.
You have to chose between your best friend or a girl. You have been placed in a shickley.

"Man what am i gonna do? This in one big shickley"
by Gilligan January 26, 2005

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