100 miles of bad road/50 miles/40 miles


Chinese-Hong Kong
the sentence goes like this:
a:Man, he looks good!
b:You kidding me? His face looks like 50 miles of bad road!

I know this expression means "ugly" but I don't know why it is used to describe "ugly"? Is there any source or reference?
Thank you for replying!!
  • exgerman

    Senior Member
    English but my first language was German
    The ruts in the road are redefined as wrinkles in the face. Additionally, it's unpleasant to drive on a bad road, and it's unpleasant to look at his face.
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