Uncle Wink's definitions

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.

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 which read "oops" that they could read through his especially hairy unhappy trail.

by Uncle Wink September 4, 2007