The most painful thing that can possibly happen to someone. This phrased is used as a comparison, if something is really bad or unpleasurable, you compare it to shitting a pinecone.
Jim: Dude I had to stay with my grandma all last week.
Mike: That sucks.
Jim: Yeah I would have rather been shitting a pinecone.

or

Popo: Yeah they did surgery without novacaine, it felt like I was shitting a pinecone.
by Crapspatula June 4, 2005
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whenever anything negative happens in life, the pain can be eased by yelling "dammit pinecone!" and putting the blame on this sad excuse of a living organism.
-OUCH I STUBBED MY flippin FOOT!!! DAMMIT PINECONE!!!
by tadertodd December 14, 2010
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The act of having a Pinecone inserted in your asshole.
Chad- "Yo dude let's take the Pinecone Plunge! Everyone bend over and relax!"

12 year olds- "The Fortnite squad has spoken, for losing us that match we are going to give you a Pinecone Plunge as punishment!."

Camper Bob- "During my hike last weekend I got tired and wanted to rest. I sat down on the side of the trail and accidentally gave myself a PineCone Plunge. It really hurt!"
by Seeeean August 13, 2018
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1) A kid with down syndrome whos job is to sell pinecones. He offers quality pinecones that are edible for anything.

2) Someone who sells pinecone and retarded.
Also a member of the pinecone clan
Pinecone Kid: Sir you want to buy a pinecone?

Wall:

Pinecone Kid: Sir are you there? Sir?
by Jet February 25, 2005
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When you want to fuck your dead Nan but your dead fish tries to cock block you

The fish’s name has to be Barry for this to work
Hey Nan , wanna do the Pinecone phenomena
by 720tickshotter January 17, 2019
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When anyone, particularly a hobo, takes a dump in a city, the resulting poop is known as an Urban Pinecone.

Note: Unlike standard pine cones, Urban Pinecones do not need fire to fulfill their destiny, simply an inconveniently placed foot.
While walking downtown, Bob stepped on an Urban Pinecone. A miserable look crossed his face.
by MysteriousJ December 15, 2008
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When a couple is engaging in intercourse, paricualarry doggy style, and the rear partner takes a pinecone and shoves it in the anus or vagina, and then drop kicks it. May and probably will cause Anal or Vaginal bleeding.
Jane: "John, not so rough."
John: "I'll show you rough."
*inserts pinecone*
Jane: "Owwwwh, what was that?"
John: "You'll see."
*drop kicks pinecone*
Jane: "OWWWWHHHH!!!, YOU MOTHERFUCKER, It's over!!!"
John: Finally that bitch left, but SHIT, I have blue balls now!!!

Jim: "Dude did you listen to me and give your girlfriend the Philidelphia Pinecone?"
John: "Yah bro thanks alot, it actually worked, but I have blood on my sheets now."
by Tom Progression August 8, 2008
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