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Trail of Tears 

When you cum on the face of an Indian girl and then stick a feather on her forehead.
“I banged this casino owners daughter last night and gave her a trail of tears.”
Trail of Tears by Kodykhaos February 1, 2020

trail mix 

Visible venerial disease and infestation around a woman's pubic area.
Eeech. She was laden with trail mix. I wasn't *that* desperate.
trail mix by BurningForCheetos April 7, 2005

Trail of Tears 

When you put two fingers in a girls vagina and two fingers in her ass. You then proceed to wipe your fingers just below her eyes so it looks like she has Native American war paint.
Sean was trying to fuck this one chick last night, unfortunately his penis was much too small for her so he gave her the trail of tears instead.
Trail of Tears by Dj urffff August 25, 2010

Trail of Tears'd 

To forcibly remove a minority because they deserve it.
Man dat der president jackson trail of tears'd dem der injins an ya no de deserve it.
Trail of Tears'd by imawhiteman March 22, 2010

Trail of Tears 

Contrary to popular belief, the Trail of Tears isn't the strip of hair from a girl's back to her asscrack. It is actually the name given to a particularly hairy man's happy trail, or trail of hair starting as far north as the chin and ending in the pubic region. Some men's Trail of Tears are so hairy they actually do not have a distinct path and may continue onto the rest of the man's belly or chest.
When Zack Martin took off his shirt for the swim meet, we all got a really good look at his Trail of Tears...
Trail of Tears by me May 15, 2006

Trail, BC 

Guy 1: Dude are you from Trail, BC?
Guy 2: Hell yea glad to get outa there
Trail, BC by strobes_like_a_boss January 19, 2012