Definitions by Uncle Wink

unhappy trail 

The tuft of hair directly above the asscrack. It is the opposite of the happy trail.

When David went to prison all the anal rapists laughed at the tramp stamp which read "oops" that they could read through his especially hairy unhappy trail.

unhappy trail by Uncle Wink September 4, 2007

unhappy trail 

The tuft of hair directly above the asscrack. It is the opposite of the happy trail.

When David went to prison all the anal rapists laughed at the tramp stamp that said "oops" that they could read through his especially harry unhappy trail.

unhappy trail by Uncle Wink September 4, 2007