Oregon Trail

While slamming a girl in the ass, pull out as soon as her crap is comming out.
Drag your dick from her anus, through her ass crack, between her tits and to her mouth, while making sure you leave a solid trail of shit over her body.
Celebrate the end of the journey with a rough deep throat.
"I gave Sally the good old Oregon Trail last month, but she died of cholera after the journey."
by ColonelPrittius March 22, 2018
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dragon trail

When a girl is so hot that you suck a fart out of her ass and shotgun it to your buddy
Bro.....Kristin was so hot that Jon asked me to dragon trail him her goods
by bassmaster84 January 28, 2018
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Doobie Trail

Path of enlightenment taken when you need to break away from your place of employment. Provides the same zeal a smoker gets on smoke breaks, except with much less nicotine. Most conversations on the trail involve talking about who you're gonna DO (with the shocker;-), or what you want to BE when you grow up. Upon return, you must keep an eye out for the Doornatzi, who thinks the doobie trail has something to do with 420, but he's simply a fucktard. Form of a baggot, all about flossin the lux corporate life and clockin da clams!
Person1:Ready to hit the Doobie Trail?
Person2:yep
Person3:fo shizzle my bizzle, drizzle fizzle
by JustinCredible May 14, 2003
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bum trail

An unofficial path carved by bums making their way to their favorite sleeping/drinking places such as underneath the freeway bridge
We took a wrong turn onto a bum trail and found a nice collection of empty beer bottles and human faeces
by Andy999 January 30, 2007
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trail tootsie

A Trail Tootsie is a Hot Chick That can be found on wilderness trails. She is usually all dolled up with her hair and makeup done. They are always dressed to Impress, With big sunglasses, low cut tops, and Yoga pants. This is all done to take numerous selfies and attract other people.
Hey man! Look at that Trail Tootsie taking a selfie next to that tree. She looks hot in those Yoga pants.
by Air_Wolf February 07, 2018
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pizza trail

when the pizza you previously consumed comes out of your ASS, with full-fledge legs, and begins to run. Leaving a trail of grease and giblets.
Ah no, look at Terrance. There's nothing left of him but his pizza trail. Damn you Dominos.
by caspermikel June 12, 2022
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Tail Trail

The sweat residue on the back of a toilet seat after someone has been doing work.
"George totally left behind a Tail Trail"
by YellowFeverAisle22 August 16, 2009
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