Top Definition
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 07, 2011
2 more definitions
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
1 i baked Carol a pineapple upside down cake
2 i pineapple upside down caked Laura last night
by Boblin Painsby March 18, 2009
euphemism for cunnilingus
That girl is so fine I want some pineapple upside down cake!
by KellyG September 24, 2006

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