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 21, 2018

Boones Trail

The poop that goes up your back after you wipe

I had boones trail and it stunk

by texasgunner February 2, 2022

Trailmom Trail

(noun) The degree to which something said publicly by person A about person B can be directly traced back to something told in confidence to person C by person B.

Tom told Cindy secretly that he was gay. When Mel outed Tom as gay, it was obvious by following the Trailmom Trail that Cindy had betrayed Tom's confidence.

by Christianaut January 21, 2012

trail burglar

A non-participant who enters a race course, despite a race in progress.

Bob is such a trail burglar. He decided to session the new jump line right in the middle of the beginner's race.

by BikesBeerBob June 2, 2022

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 7, 2018

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 December 12, 2008

comment trail

a bunch of comments posted on a picture or status, usually in the form of a conversation and often found on social networking sites such as facebook or myspace

Did you see that hilarious comment trail Julie and Lisa left on Sarah's status about the whales??

by teslaa! August 10, 2009