sit on a pineapple 

Basically means take it up the ass with a big wide cock. Usually used to insult someone and is synonymous with Fuck off

Cock

Jimmy you are so annoying, go sit on a pineapple.

sit on a pineapple by Hojololol July 8, 2016

smashed pineapple 

As you can imagine, pretty fucking ugly.

No way mate, she's got a face like a smashed pineapple!

smashed pineapple by Choda Boy 57 August 10, 2006

the pineapple 

A descriptor for a job that nobody wants to work and someone inevitably gets stuck doing against their will. A reference to the movie Little Nicky when Satan crams a pineapple up Hitler's Bunghole.

The Slurry pit full of hog manure needs cleaned out... Who's going to take the pineapple and clean it up?

the pineapple by Alphasniper May 1, 2007

Homeless Pineapple 

The moment right before u cum in yo girls pussy while raw doggin it. U pull out ur dick stick it in perfectly cut pineapple circles and watch ur girl eat it up like a homeless person down on her knees while getting her mouth pumped full of semen.

-yo dawg i just homeless pineappled the shit out of my gf.

-dam what a hoe, at least she got a meal out of it. ahha

Homeless Pineapple by biscuit eater2948 March 9, 2011

red pineapple 

When a virgin inserts a mini pineapple inside her vaginal area and pop her metephoric cherry and let it bleed out the pineapple and she feeds it to her youngest sibling as an ancient ritual of witches to cleanse the body of sins.

I gave my little brother my red pineapple because I showed my cousin my boobs.

red pineapple by Mormonboy1 May 13, 2017

Shaving the Pineapple

The act of masterbating ferociously

Last night my mom caught me shaving the pineapple.

Today has been quite the day, I'm going home to shave the pineapple til I pass out.

Shaving the Pineapple by Dannyboii January 27, 2013

golden pineapple 

Where you and your partner dress up like spongebob and pee on a pineapple then proceed to use it as a massive dildo on each other.

Dude my girlfriend gave me a golden pineapple last night, shit was the best!

golden pineapple by M Manson November 15, 2018