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.
by Dj urffff August 25, 2010
Get the Trail of Tearsmug. 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...
by me May 15, 2006
Get the Trail of Tearsmug. Steve had to travel the epic trail of tears after he was chainsawed by the bot A. Carmine. (See Lynchville)
by Vaanderpantz August 9, 2009
Get the Epic Trail of Tearsmug. A movement that seeks to construct a new memorial to the American genocide known as the trail of tears that would be similar to the Vietnam memorial that would contain all the names of the Native Americans who died along the trail of tears.
by Judge dredd7 April 29, 2012
Get the Trail of tears memorial movementmug. by Pissbaby#1 November 9, 2020
Get the Trail of Tearsmug. When you or another individual gives or receives an indian burn to your or someone elses penis until they ejaculate.
by EdgeLordy96 March 15, 2019
Get the Trail of tearsmug. 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
Get the Trail of Tears (Punishment)mug.