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A metaphorical town that is said to be visited when one encounters a circumstance/makes a decision that is likely to end in pain and suffering for one or more parties. Often used as a threat ("I'll take you on a trip to trouble town buddy") or in relation to a prospective partner ("she'll take you to trouble town and give you a first class tour")

often used with the terms "trouble city" or "trouble village" depending on the level of trouble given in deemed situation
Dave: look at Tommy with that girl,
Phill: yeah she'll take him to trouble town

Dave: mate he is on the highway to trouble city....
by sleeepsta August 12, 2009
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