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Nail trail 

1. After shagging the unintentional signs of the act that are left behind like used condoms in the bin, clothes discarded around the place.
2. The intentional trail left by someone who wants other people or a boyfriend/girlfriend to find out they'd had sex when the other person wanted it kept quiet.
I drunkenly pulled my flatmates boyfriend and had to rush out to work. I told him to tidy things up and get out of there before she came back but the fucker left a nail trail of a condom in the toilet and one of his socks by my bed.
Nail trail by Bob_Bobington February 25, 2010
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stevens creek trail

long trail that goes all the way from one side of mountain view, ca, to the other. frequently used by local stoners to smoke and drink at. there are lots of bikers and a few hobos. do not go on the trail after dark if youre alone, cause there are some weird ass people who chill there that u may not want to run into. usually the last resort for someone to smoke at, and occasionally the cops that have nothing better to do in MV take a stroll looking for kids to fuck over. overall the trail is a boring, uneventful place that may cause u to rip out ur eyeballs from the boring site of nothingness.
person 1: hey where do u wanna burn?

person 2: lets chill and smoke at someones house

person 1: its bad at everyones houses

person 2: fine lets go to the shitty stevens creek trail then

person 1: no! not the trail! its boredom with fuck u up the ass!
stevens creek trail by bongrippin December 27, 2011

oregon trail

Arguably the most classic of classic computer games. The best version will always be the original DOS release.

It's fun to name everyone in the party after people you don't like, and then just send them off with a bunch of oxen and nothing else, especially not food.
Jack: Damnit! I tried to ford the Snake River and all my fucking oxen and half my party died!
Jill: Well, how deep was the river?
Jack: Something like 36 feet at the center. That's shallow enough to ford, isn't it?
Jill: ...
Jack: Right?
Jill: ::smacks yo silly ass::

Hike the Appalachian Trail 

To have a sexual encounter or affair, named after the infamous disappearance of South Carolina Governor Sanford, originally thought to be hiking the Appalachian Trail, but was having an extra marital affair in Argentina.
I wanted to Hike the Appalachian Trail in the back seat of my dad's Lincon after prom, but my date wasn't drunk enough.

Squim Trail 

When your girl rubs her post coital cum and juice filled pussy all up and down your chest leaving a wet, shimmering trail of love juices.
Kayla gave me a squim trail last night braaaaahhh. It was thick.
Squim Trail by Eaton Holgoode March 21, 2017

silver trail middle school 

silver trail is so ass bro we have a bunch of wanna be gangster white kids that smoke and vape in the bathroom thinking there cool all the fights are lame asf it’s always a bigger and smaller kid fighting there’s never a fair fight all they do is for attention our school security is so lame bro like it’s not even funny like.
guy: your hot what school do you go to?
girl: i go to silver trail middle school
guy : nvm

Bay Trail Middle School

Your experience largely depends on what house you're in.
House A: Smart kids, but also some of the dumbest kids and biggest assholes you'll ever meet. Try-hards are sprinkled here and there, but they never get anywhere in life and most kids just use them to get good grades on projects.

House B: Mainly jocks, and the biggest sport here is lacrosse (as well as the entire school.) There are a couple popular girls, but they're mostly sluts or drama queens. Also the house with the nicest lockers and classrooms.

House C: Pretty much everyone else. Druggies, future high school drop-outs, and popular (not really) girls. Also known as the ghetto of the school, there are a couple nerds who cry when they don't get into advanced classes or rant about how horrible the school system is when they get less than 100%.
See that girl from Bay Trail Middle School? She's a little try-hard. None of the popular girls even like her.