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 6, 2009
Get the Trail of Fail mug.BFB (Big Fat Blob): "Hey OBF, you wanna go get a Big Mac?"
OBF (One-percent body fat): "No thanks, Blob, I've got to go get my trail fix."
OBF (One-percent body fat): "No thanks, Blob, I've got to go get my trail fix."
by euphemismo July 6, 2011
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The action of a male sticking his penis into a woman's vagina, then to her ass, then back to her vagina, and leaving a poo trail on the way.
I was nailing this chick last night, got bored and stuck it in her ass then trail mixed back into her vag...giggity.
by B@lls Deep January 18, 2009
Get the Trail Mix mug.by benrk April 6, 2006
Get the trail of terror mug.A woman who hangs out with Jeep Guys, likes to ride in jeeps or is attracted to big 4 wheel drive trucks. usually clothed like a slut, likes to get nailed in the woods, and hangs all over a different guy every weekend or passed around among friends.
by jeepguy242 November 21, 2009
Get the Trail Tramp mug.The act of unknowingly walking behind someone who is cropdusting such nasty fumes that your eyes begin to water.
by theoxfordcomma September 2, 2013
Get the Trail of Tears mug.The act of smacking your buddies nuts and then punching him in the anus. Hence the "nuts" and "chooclate" making up "trail mix".
Larry: "Trail mix!"
Tom: "What? AHHH, Dude what was that for?"
Larry: "Had to get me some nuts and chocolate..."
Tom: "Your a jerk, now my sack is aching"
Tom: "What? AHHH, Dude what was that for?"
Larry: "Had to get me some nuts and chocolate..."
Tom: "Your a jerk, now my sack is aching"
by Oldschooljeep48 April 11, 2013
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