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Definitions by John Torrisi

Trail of Tears 

When a guy brings home a broad, he proceeds to pound her like a jackhammer in the ass, get his nut (she cant have hers), then, the most important part, steal the chicks phone, kick her out of the house and make her walk back to her house, which distance must be longer than 4 miles. Hence, the Trail of Tears. You can make her wear a headdress for effect if you want
Man, Wingo, i thought i didnt like that girl DR, so why did you take her home last nite?

oh dont worry, i made her walk the trail of tears.

That a boy wingo! Headdress too?

oh yeah, no other way!
Trail of Tears by John Torrisi February 20, 2009