The girl is upside down with her head hanging off the bed/couch and she is giving the boy a blowjob. When he cums she keeps it in her mouth and proceeds to spray it all over his body, hence the topping on the cake.
Boy1: dude, why are you all sticky?
Boy2: girlfriend tried something new, the upside down pineapple cake!
Boy1: you need to end that relationship asap.
Boy2: girlfriend tried something new, the upside down pineapple cake!
Boy1: you need to end that relationship asap.
by angelD2010 March 8, 2009
Get the upside down pineapple cakemug. by Beeg Yoshi October 16, 2017
Get the who lives in a pineapple under the seamug. “A Pineapple a day keeps the worries away” While not a popular expression it was first cited in the Hawaiian travel magazine “Aloha Days” in 1965. Since that time it has come into wider usage throughout the islands and the west coast.
by Loveallthepineapples May 28, 2018
Get the Pineapple a day keeps the worries awaymug. It is a stupid song. Created by me.
by Jeffo 1223123 November 7, 2016
Get the Pen Pineapple Apple Penmug. A question that is purely innocent but sounds very perverted. It is used in a conversation between friends when they feel like making other people feel awkward. Can be answered with "Yes, you may lick my pineapple" or "no but you may lick my (other fruit)".
Kayla: "Amy, can I lick your pineapple?"
Amy: "No, but you may lick my cantalope."
Marla: "Dakota, can I lick your pineapple?"
Dakota: "Yes, you may lick my pineapple."
(Random Person): "What?!"
Amy: "No, but you may lick my cantalope."
Marla: "Dakota, can I lick your pineapple?"
Dakota: "Yes, you may lick my pineapple."
(Random Person): "What?!"
by MayILikeYourPineapple? June 24, 2011
Get the Can I Lick Your Pineapple?mug. euphemism for cunnilingus
by KellyG September 24, 2006
Get the pineapple upside down cakemug. my boyfriend pineapple upside down caked me the other night so i pineapple upside down cake revenged him while having sex
by hehe124 August 11, 2010
Get the Pineapple Upside Down Cake Revengemug.