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Trail of Tears

The line of perspiration left by swamp ass when an individual scoots off a plastic chair
Dude, my chair is soaked, at least Andrew Jackson had the decency to clean up his Trail of Tears!
by Pissbaby#1 November 9, 2020
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Trail of Tears (Punishment)

The trail of tears is a punishment used on misbehaving privates who tend to physically assault their NCOs. In order to carry out this punishment, a platoon must form two parallel lines. The soldier being punished must low crawl between the two lines while the people in line spit on them, forming the trail of tears. Note: if the soldiers face is not on the ground, they must return to the start and try again.
PFC Lesiecki was hard as a rock through the entire trail of tears (punishment). I’ve never seen someone so excited to be degraded. He really is a strong, jacked, dirty little slut isn’t he?
by JohnDoeTheMan July 24, 2025
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trail of tears

An ugly guy's happy trail.
Nathan keeps lifting his shirt to do armpit farts and I think I accidentally got a glimpse at his trail of tears.
by nonchalantballer1997 June 13, 2024
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Trail of Tears

A local phrase referring not to the forced displacement of roughly 60,000 Native Americans from between 1830 and 1850, but instead to the predictable emotional fallout when bartenders at Willie Beamons realize they’ve once again fallen for Logan. Often marked by misty eyes, heavy pours, and coworkers saying “don’t do it” far too late.
Give it two shifts, once the new bartender figures out Logan smiles like that at everyone, we’ll have another trail of tears behind the bar.
by Corey Daul December 26, 2025
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