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Who lives in a pineapple under the sea 

Sapphire: Who lives in a pineapple under the sea?

Jayden: Nobody cares

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.

Smart as a Pineapple 

It refers to a really smart, and all-around nice guy. Specifically a Psycho(fan of Psych).

Pineapple on a stick 

Term used when expressing a strange body shape. Characteristics include a large, tall, narrow head atop a near skeletal body frame. Classic example being Junkie-sheek Nick Owen of London.
It’s Nick’s pineapple on a stick that allows him to fit into those ridiculous womens’ skinny jeans

Playing Hot Potato with a Pineapple 

Desperately trying to ditch an object that harms its holder.
In the Ready Player One movie, the High Five were passing along Chucky the Living doll in hopes of not getting stabbed. They were Playing Hot Potato with a Pineapple. ...get it? Li-like a grenade?

put a pineapple on it 

what someone says when they catch someone in a lie or it is used when someone is being disrespectful.
person 1: you're so ugly
person 2: oh put a pineapple on it !

person 1: oh no you didnt!

person 2: oh yes i did!