Top definition
When innocently playing Oregon Trail, when one of your party members manages to magically break their leg while calmly riding in a wagon. Other incidents include your wagon falling apart while crossing a river, firing wildly in circles while hunting and missing every target, or another party member instantly dying from some horrible disease.
1) Man, what the fuck? My entire wagon exploded like 3 feet from shore. I just Oregon Failed.

2) "you shot 18 animals for 12563 pounds of meat. However, you can only fit 12 more pounds into the wagon" "Wow, Oregon Fail."

3) Ok, Jess just died of dysentery for some reason. What an Oregon Fail.
by wallace a. danglejunk January 13, 2009
Get the merch
Get the Oregon Fail neck gaiter and mug.
Apr 22 Word of the Day
When you eat dirt for the first time and leave your family to build a shack in the woods
Bro since I got dirtpilled on Tuesday I have made sooo many worm friends and made them soo many little houses to get married in. Me? Lonely? No you’re the lonely one u lawn owning freak
via giphy
by ecogoth December 30, 2020
Get the mug
Get a dirtpilled mug for your dog Manley.