The act of laying on one's back, while having both legs in the air (usually supported by a chair or wall), and masturbating on to one's own face.
We were hanging out at the party when all of a sudden, Spiro decided to give himself a pineapple upside down cake. He had way too much to drink.
by dawgtopper September 8, 2011
Get the pineapple upside down cake mug.A sexual position performed by one person doing a handstand, preferably on the bed, while the partner lines up their anus into the first partners mouth and tongue and oral is performed.
Man, I'm gonna have to give my girl chocolate upside down cake if i want some inverted head tomorrow.
by Jayyyyyyyyyyyyyyyyyyy June 1, 2009
Get the Chocolate Upside Down Cake mug.During group sex, when a woman is lifted upside down and participants proceed to eat her ass and pussy simultaneously.
Last night was the first time we had Maria as a pineapple upside down cake. She said it was the cherry on top of the night.
by ShowMeDaMoneyShot August 30, 2022
Get the Pineapple Upside Down Cake mug.1 a delicious type of cake
2 you shove pineapples or if she is tight slices in her vagina till no more can fit then you grab her ankles and hold her upside down
2 you shove pineapples or if she is tight slices in her vagina till no more can fit then you grab her ankles and hold her upside down
by Boblin Painsby March 18, 2009
Get the Pineapple upside down cake mug.euphemism for cunnilingus
by KellyG September 24, 2006
Get the pineapple upside down cake mug.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 Revenge mug.Sex Position: When you are having sex in a recliner and the recliner tips over onto its back, but neither of you stop.
I was fucking your sister in your favorite recliner and we ended up doing the upside down pound cake.
by Wook Weinstein December 9, 2008
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