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n. a life that's seemingly hopeless, a neverending epic fail. Those who lead a Trail of Fail are often emo teenagers or nerdy 40-year-olds who live with their mothers.
My life is a Trail of Fail. I woke up, stubbed my toe, burned my breakfast, found out that my bike was stolen, was dumped by my girlfriend and it's not even noon yet.
by emoboi0716 December 06, 2009
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Also known as: S Club 7 effect
When a multitude of people mishear one after another.
Person 1: I am not a sailor.
Person 2: Ask Leila?
Person 3: Escalator?
Person 4: S Club 7?
Person 1: Wow, what a trail of fail
by cold porridge May 06, 2018
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