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(often capitalized) A condition of increasing trouble or difficulty (usually preceded by "down the ...")
If the ecomony doesn't improve soon, George W. Bush's bid for a second term in the White House could go straight down the Hershey Highway despite the surprisingly easy victory over Iraq.
by Anthony Brancato April 21, 2003
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1. the road that leads to diabetes and obesity when taken.
Don't go down Hershey Highway. It has too many carbs.
by HappyHenry35 July 2, 2004
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The main unnamed highway going through San Francisco!
Look at all those prettyboys turning into the Hershey Highway! Next time I'll avoid San Fran!
by Piranha November 9, 2004
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Referring to someone's anus.
That dude is gay, his Hershey Highway has constant traffic in it.
by miggelzworth October 26, 2010
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hershey highway squirts

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I think he has the hershey highway squirts. He's was in the Bathroom for a hour.
by 1230456789 July 6, 2010
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Mikey\'s promiscuous activity in the gay bars qualified him as a dyed in the wool hitchiker on the Hershey highway.
by big one hanging low April 26, 2005
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The butt; specifically in the context of anal sex.
I went down the Hershey Highway last night and all I got was this lousy T-shirt and chlamydia.
by FreudianSlit May 14, 2018
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