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
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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
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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
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It is when a female shoves pineapple slices in a mans ass, then reverse donkey punch him.
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
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When you give a urine sample offer this as a specialty; spin the rim of the sample cup in your bleeding vagina, next dip rim in tajin, following - fill the cup with your urine. Serve with the cap underneath.
I went to the Public Health Clinic and served them my Spicy Pineapple Upside Down Cake...
by Bigteenus March 19, 2021
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