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!
12๐ 32๐
When an elite member of a gang gets killed
Damn, the Kreed got some black tears last night.
15๐ 44๐
Farting while walking ahead of a person or group that has to follow your path.
When I was hiking with Bob, he had so much gas that he was laying down a "trail of tears".
9๐ 23๐
The opposite of a happy trail. The hair leading down the back towards the ass crack of a male/female.
"Check out that trail of tears on that Indian girl."
9๐ 24๐
When you are at your partner's house and, just before orgasm, pick her up, continue to climax as you walk towards the front door and as you finish drop her on the front step and slam/lock the door behind her.
"Todd, what do you mean 'Come over to my place'? I thought you lived with Susan?"
"I did, but I went trail of tears on her; It's my land now, Zeke."
"You truly are a man, Todd."
8๐ 22๐
the long trip back home when you didn't get any ass
"she kicked me out and had to make that long ass trail of tears back home.....FUCK"
10๐ 30๐
A term used by others when a republican becomes too emotional and starts crying, typically used to mock right-winged associates. It's also used as an insult to republicans who got too cocky stating "Well Specific Candidate will win the election, Specific Candidate 2020 that their president would win the election, but only to be proven wrong days later.
Democrat/Liber 1: Seems like the republicans got too cocky and their president lost.
Democrat/Liberal 2: Yeah, guess it seems like it's time to drink some Republican tears.
2๐ 3๐